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Venkata	Nadh	R	et	al.,	Int.	J.	Res.	Pharm.	Sci.,	9(4),	1201-1213	
	
©	Pharmascope	Publications	|	International	Journal	of	Research	in	Pharmaceutical	Sciences	 1201		
	
REVIEW	ARTICLE	
	
INTERNATIONAL	JOURNAL	OF	RESEARCH	IN		
PHARMACEUTICAL	SCIENCES	
Published	by	Pharmascope	Publications		 Journal	Home	Page:	www.pharmascope.org/ijrps	
Phytochemical	library	of	Caralluma	genus		
Sireesha	M1,	Venkata	Nadh	R*2,	Suresh	Babu	K3,	Sreenivasulu	M1	
1Department	of	Science	and	Humanities,	Vignan’s	Foundation	for	Science,	Technology	and	Research,	
Vadlamudi	522	213,	India	
2GITAM	University,	Bengaluru	Campus,	Karnataka	–	561203,	India	
3Department	of	Chemistry,	Mallareddy	Engineering	College,	Hyderabad,	India	
	
Article	History:	 ABSTRACT	
Received	on:	13.07.2018	
Revised	on:	19.09.2018	
Accepted	on:	21.09.2018	
	
Caralluma	is	one	of	the	prominent	genus	out	of	200	genera	and	2500	species	
of	Asclepiadaceae	family.	Caralluma	genus	belongs	to	Asclepiadaceae	and	is	
widely	 distributed	 in	 Asia	 countries,	 Africa,	 Arabian	 Peninsula,	 Canary	 Is-
lands	and	Southeast	Europe.	In	folkloric	medicine,	as	well	as	in	Unani	and	
Ayurvedic	systems	of	medicine,	the	plants	of	Caralluma	are	being	used	for	the	
treatment	 of	 diabetic	 patients	 and	 rheumatism.	 Tribals	 consider	 some	 of	
them	as	food	during	famines	and	also	as	a	part	of	the	traditional	medicinal	
system.	 In	 India	 and	 Pakistan,	 Caralluma	 species	 have	 been	 used	 as	
emergency	foods	for	the	last	few	centuries.	As	allopathic	medicines	possess	
toxic	nature	and	side	effects,	the	use	of	plant-based	medicine	is	becoming	
popular.	 This	 lead	 to	 a	 sudden	 enhancement	 in	 the	 production	 of	 herbal	
drugs.	At	present	Caralluma	is	gaining	much	importance	from	researchers	
because	it	possesses	array	immunostimulating	activities	due	to	presence	fla-
vonoids	and	saponins	and	pregnane	glycosides	as	active	components.	The	
present	article	thoroughly	reviewed	about	various	phytochemicals	present	
in	different	species	of	Caralluma.	Tabulated	a	list	of	phytochemicals	isolated	
by	various	researchers	from	different	plants	of	the	Caralluma	genus.	Further,	
listed	 out	 the	 species	 on	 which	 enthusiastic	 researchers	 of	 this	 field	 can	
extend	their	investigation.		
Keywords:	
Asclepiadaceae,	
Caralluma,	
Medicinal	plants,	
Pharmacological	
activities,	
Phytochemical	library	
	
	
*	Corresponding	Author	
Name:	Prof.	R.	Venkata	Nadh	
Phone:	+91-9902632733	
Email:	doctornadh@yahoo.co.in	
ISSN:	0975-7538	
DOI:	https://doi.org/10.26452/ijrps.v9i4.1655	
Production	and	Hosted	by	
Pharmascope.org	
©	2018	Pharmascope	Publications.	All	rights	reserved.	
INTRODUCTION	
Nature	is	the	wonderful	source	of	the	compounds	
containing	 medicinal	 properties.	 Extraordinary	
chemical	diversity	can	be	found	in	millions	of	living	
species	like	animals,	marine	organisms,	microor-
ganisms	and	plants	(Newman	et	al.,	2003;	Bhanot	
et	al.,	2011).	The	term	natural	product	means	it	is	
a	chemical	substance	found	in	living	organisms	viz.,	
marine	organism,	plants	and	fermentation	of	mi-
crobes	 (Baker	 et	 al.,	 2007).	 Natural	 products	 ex-
traction	 and	 their	 uses	 are	 well	 known	 from	 an-
cient	times	since	the	discovery	of	fire	(Chemat	and	
Strube,	 2015).	 Natural	 products	 are	 becoming	 a	
significant	 source	 for	 the	 development	 of	 new	
drugs	 and	 new	 chemical	 moieties.	 60%	 of	 pres-
ently	using	anticancer	agents	is	obtained	from	the	
plants/natural	sources	(Cragg	et	al.,	2011).	All	the	
chemical	compounds	of	any	biological	system	can	
be	 classified	 into	 two	 broad	 categories.	 The	 first	
category	is	the	primary	metabolites	and	the	second	
category	 is	 secondary	 metabolites.	 The	 chemical	
substances	which	are	meant	for	growth	and	devel-
opment	of	living	body	are	called	as	primary	metab-
olites.	They	include	amino	acids,	carbohydrates,	li-
pids	 and	 proteins.	 The	 group	 of	 chemical	 sub-
stances	other	than	primary	metabolites	those	ex-
isting	in	a	biological	system	are	called	as	secondary	
metabolites.	Presence	of	secondary	metabolites	in
Venkata	Nadh	R	et	al.,	Int.	J.	Res.	Pharm.	Sci.,	9(4),	1201-1213	
1202		 	©	Pharmascope	Publications	|	International	Journal	of	Research	in	Pharmaceutical	Sciences	
	
living	body	gives	the	ability	to	face	the	challenges	
in	 its	 survival,	 during	 the	 time	 of	 its	 interaction	
with	the	surroundings	(Harborne,	1993).		
Medicinal	Plants	
According	to	WHO,	the	medicinal	plant	can	be	de-
fined	as	a	plant	in	which	one	or	more	of	its	parts	
include	substances	containing	therapeutic	applica-
tions	 or	 compounds	 which	 are	 responsible	 for	
semi-synthesis	 of	 pharmaceuticals.	 Since	 olden	
days	 medicinal	 plants	 are	 standing	 as	 valuable	
sources	for	therapeutic	compounds,	many	of	exist-
ing	drugs	till	today	are	derived	from	plant	based	
natural	 products	 or	 their	 derivatives	 (Newman	
and	Cragg,	2012).	Use	of	plants	for	humankind	is	
older	as	the	begin	of	mankind.	Nowadays	medici-
nal	plants	are	gaining	much	importance	from	peo-
ple	who	are	living	in	urban	areas	in	treating	infec-
tions	like	typhoid	fever	and	gonorrhoea.	This	is	due	
to	 the	 inefficiency	 of	 modern	 medicines	 and	 in-
creased	resistance	shown	by	various	bacteria	to-
wards	antibiotics,	as	well	as	high	cost	of	prescribed	
drugs	in	the	maintenance	of	health	(Smolinski	et	
al.,	 2003;	 Van	 den	 Bogaard	 and	 Stobberingh,	
2000).	 Unfortunately,	 all	 over	 the	 world	 modern	
health	facilities	available	are	not	meeting	the	de-
mands	of	the	increased	human	population.	There-
fore	it	is	demanding	the	further	use	of	natural	rem-
edies	in	maintaining	the	health	of	humans.	Various	
diseases	 like	 asthma,	 constipation,	 fever	 and	 hy-
pertension	were	treated	using	traditional	medici-
nal	plants	(Saganuwan,	2010).	
Phytochemicals	
The	 medically	 active	 components	 extracted	 from	
plants	are	also	known	as	phytochemicals	or	phyto-
constituents	and	were	playing	a	vital	role	in	pro-
tecting	the	plant	from	various	diseases	caused	by	
pests	and	microbes	(Doughari	et	al.,	2009;	Nweze	
et	al.,	2004).	Phytochemical	is	a	Greek	word	and	it	
means	plant-derived	chemical.	In	recent	times	it	is	
well	known	that	phytochemicals	are	also	playing	a	
vital	role	in	maintaining	human	health,	particularly	
if	they	are	taken	as	significant	diet	(Saxena	et	al.,	
2013).	 Phytochemicals	 are	 widely	 distributed	 in	
foods	 like	 herbs,	 spices,	 legumes,	 vegetables	 and	
fungi	(Mathai,	2000).	Phytochemicals	exist	in	vari-
ous	parts	of	plants	like	whole	grains,	seeds,	flow-
ers,	fruits,	stems,	bark,	leaves	and	roots	(Costa	et	
al.,	1999).	Phytochemistry	is	one	of	the	branches	of	
chemistry	that	involves	the	study	of	the	relation-
ship	between	organic	chemistry	and	natural	prod-
ucts.	The	studies	which	are	associated	with	phyto-
chemistry	are	very	significant	and	appropriate	as	
it	helps	to	gain	the	knowledge	on	a	range	of	plant-
based	chemicals	those	are	pharmacologically	im-
portant	 (Temidayo,	 2013).	 A	 number	 of	 phyto-
chemicals	were	separated	and	characterized	from	
certain	sources	like	fruits	(apples	and	grapes),	veg-
etables	 (onion	 and	 broccoli),	 spices	 (turmeric),	
beverages	 (red	 wine	 and	 green	 tea),	 and	 from	
many	 other	 sources	 (Doughari	 et	 al.,	 2009;	
Doughari	and	Obidah,	2008).		
Caralluma	Genus	
Caralluma	genus	belongs	to	Asclepiadaceae	and	is	
widely	distributed	in	Asia	(countries	like	Afghani-
stan,	 India,	 Iran,	 Pakistan	 and	 Sri	 Lanka),	 Africa,	
Arabian	Peninsula,	Canary	Islands	and	Southeast	
Europe	(Meve	et	al.,	2004;	Gilbert	1990).	In	folk-
loric	medicine,	as	well	as	in	Unani	and	Ayurvedic	
systems	of	medicine,	the	plants	of	Caralluma	are	
being	used	for	the	treatment	of	diabetic	patients	
and	rheumatism	(Ramesh	et	al.,	1998).	Tribals	con-
sider	some	of	them	as	food	during	famines	(Ahmad	
et	al.,	1989)	and	also	as	a	part	of	the	traditional	me-
dicinal	system	(Abdul-Aziz	Al-Yahya	et	al.,	2000).	
In	India	and	Pakistan,	Caralluma	species	have	been	
used	as	emergency	foods	for	the	last	few	centuries	
(Gandhi,	1999).	A	spectrum	of	biological	activities	
of	Caralluma	species	can	be	expected	due	to	the	ex-
istence	 of	 pregnane	 glycosides,	 stigmasterol	 and	
other	phytochemicals	in	them	(Malladi	et	al.,	2017;	
2018;	Suresh	Babu	et	al.,	2014).	Presently	Caral-
luma	is	gaining	much	importance	from	researchers	
because	it	possesses	an	array	of	immunostimulat-
ing	activities	due	to	the	presence	of	various	phyto-
chemicals.		
Caralluma	Adscendens	
Caralluma	 adscendens	 var.	 gracilis	 was	 found	 to	
contain	a	new	pregnane	glycoside	(Figure	1)	in	di-
ethyl	ether	fraction	of	ethanolic	extract	along	with	
another	known	pregnane	glycoside	(Reddy	et	al.,	
2011).		
O
RO
OH
OH
OH
O
O
O
O O
O
O
O O
OO O
MeO
OMe OH
HO
OMe OMe
R=
H
H
Figure	 1:	 Pregnane	 glycoside	 from	 Caralluma	
adscendens	var.	gracilis	
Caralluma	Attenuata	
A	pentacyclic	triterpenoid	(Figure	2)	was	isolated	
from	the	n-hexane	extract	of	roots	of	Caralluma	at-
tenuata	(Jayalakshmi	et	al.,	2016).	Phytochemical	
investigation	of	Caralluma	attenuata	root	extracts	
(butanone,	 ethylene	 acetate	 and	 n-butanol	 ex-
tracts)	has	shown	the	presence	of	saponins,	flavo-
noids	 or	 flavonoid	 glycosides	 and	 ster-
Venkata	Nadh	R	et	al.,	Int.	J.	Res.	Pharm.	Sci.,	9(4),	1201-1213	
	
©	Pharmascope	Publications	|	International	Journal	of	Research	in	Pharmaceutical	Sciences	 1203		
	
oids/triterpenoids	in	Caralluma	attenuata	and	ab-
sence	 of	 cardiac	 glycosides	 and	 alkaloids	
(Kiranmayee	et	al.,	2015).		
HO
	
Figure	2:	Pentacyclic	triterpenoid	from	caral-
luma	attenuate	
Caralluma	Dalzielli	
Five	new	steroidal	glycosides	(Figure	3)	(Caradal-
zieloside	A-E)	were	isolated	from	CHCl3/MeOH	ex-
tract	of	Caralluma	dalzielii	by	Oyama	et	al.	(2007).		
OBz
1
RO
OH
OH
OR2
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
H
H
OH
Compound 1- R1= A and R2=Ac
Compound 2- R1= Band R2=Ac
Compound 3- R1= B and R2=Bz
Compound 4- R1= C and R2=Ac
Compound 5- R1= D and R2=Bz
O
OMe
O
MeO
HO
O
A =
O
O
OMe
OMe
O
O
MeO
HO
OB =
O O
OMe
MeO O
O
OMe
HO
O
OH
C =
O
O
OMeOMe
O
O
MeO
O
OHO
OMe
OH O
D =
Figure	3:	Steroidal	glycosides	from	Caralluma	
dalzielii	
New	pregnane	glycosides	(27	compounds)	(Figure	
4)	were	isolated	from	a	methanolic	extract	of	Car-
alluma	dalzielii	(De	Leo	et	al.,	2005).	High	cytotoxic	
activities	were	shown	by	most	of	the	extracts.	
OR2
RO
OH
OH
OR1
H
1
2
3
4
5
6
7
8
910
11 12
13
14
15
16
17
18
19
20
21 O
O-NH2-Bz = o-
Aminobenzoyl
O NH2
Bz = Benzoyl
N
O
Nic = Nicotinoyl
O
Mebu = 2- Methylbutyryl
O
Isoval = Isovaleroyl
Ac = Acetyl
Figure	4:	New	pregnane	glycosides	from	Caral-
luma	dalzielii	
Caralluma	Fimbriata	
Six	 new	 pregnane	 glycosides	 (2-7)	 (Figure	 5.a-c)	
and	their	aglycon	were	isolated	from	ether	fraction	
of	ethanolic	extract	of	Caralluma	adscendens	var.	
Fimbriata.	 Also,	 another	 six	 pregnane	 glycosides	
(8-13)	 were	 isolated	 from	 the	 butanolic	 fraction	
(Kunert	et	al.,	2008).	
RO
OH
O
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
H
OH
O
O O
OMe
HO
2R =
O
O
OMe
OMe
O
HO3 R =
O O
OMeOMe
O
O
OMe
HO
O
4 R =
O
O
OMeOMe
O
O
OMe
O
OHO
OMe
O
5R =
O
O
OMeOMe
O
O
OMe
O
O
OHO
OMe
O
OMe
O
O
O
OMe
MeO O
HO
OAc
6 R =
7 R =
1 R = H
Figure	5a:	Pregnane	glycosides	(5-7)	from	Car-
alluma	adscendens	var.	fimbriata	
O
OH
OR
H
1
2
3
4
5
6
7
8
9
10
11 12
13
14
15
16
17
18
19
OH
O
O
O O
OHO O
OMeOAcMeOOH
HO
O
O
OH
HO
HO
Glucose""
Glucose""
2-Acetyl
Thevetose
Cymarose'
8 = PhCO
9 = Me2C=C(H)CH2CO
Figure	5b:	Pregnane	glycosides	(8	&	9)	from	C.	
adscendens	var.	fimbriata		
O
OH
OAc
H
1
2
3
4
5
6
7
8
9
10
11 12
13
14
15
16
17
18
19
OH
O
O
O O
OHO O
OMeOR'MeOOH
HO
O
O
OH
HO
HO
Glucose""
Glucose""
Thevetose or
2-Acetyl
Thevetose
Cymarose'
RO
	
Figure	5c:	Pregnane	glycosides	(10-13)	from	C.	
adscendens	var.	fimbriata	
Oleic	 acid	 (21.08%)	 and	 n-hexadecanoic	 acid	
(44.23%)	were	isolated	from	a	methanolic	extract	
of	Caralluma	Fimbriata	Wall	through	GC-MS	analy-
sis	(Priya	et	al.,	2011).		
Caralluma	Flava	(Desmidorchis	Flava)	
Four	 tetrasaccharide	 pregnane	 glycosides	 (des-
flavasides	 A-D)	 (Figure	 6)	 were	 identified	 and	
characterized	from	the	sap	of	Desmidorchis	Flava	
(Raees	et	al.,	2016).		
RO
OH
H
1
2
3
4
5
6
7
8
9
10
11 12
13
14
15
16
17
18
19
R2
H
H
O
Bz =
R1 21
20
Compound 1- R=A, R1= OBz and R3= OBz
Compound 2- R=B, R1= OBz and R3= OBz
Compound 3- R=C, R1= OBz and R3= OBz
Compound 4- R=D, R1= H and R3= OH
O
O
OMe
O
O
OMe
O
OHO
MeO
O
OH
OH
HO
A =
OH
O
O
OMe
O
O
OMe
O
OHO
MeO
O
OH
OH
HO
B =
OH
O
O
OMe
O
OO
OHO
MeO
O
OH
OH
HO
C =
OH
OH
HO
O
O
OMe
O
OO
OHO
MeO O
OH
OH
HO
D =
OH
OH
HO
Figure	6:	Tetrasaccharide	pregnane	glycosides	
(desflavasides	A-D)	from	Caralluma	flava	
A	new	pregnane	glycoside	(nizwaside)	(Figure	7)	
was	isolated	from	the	sap	of	Desmidorchis	flava	and
Venkata	Nadh	R	et	al.,	Int.	J.	Res.	Pharm.	Sci.,	9(4),	1201-1213	
1204		 	©	Pharmascope	Publications	|	International	Journal	of	Research	in	Pharmaceutical	Sciences	
	
it	 was	 proved	 as	 an	 effective	 anticancer	 agent	
against	breast	cancer	cells	like	MDA,	MB231com-
pared	to	known	cancer	drug	Doxorubicin	(Hussain	
et	al.,	2015).	However,	the	antioxidant	activity	of	
nizwaside	was	found	to	be	weak.	
O
OH
OBz
H
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
BzO
O
O
O O
OOH O
OMe
H
OH
OMeOMe OBz =
	
Figure	7:	Pregnane	glycoside	(nizwaside)	from	
Caralluma	flava	
Two	new	pregnane	glycosides	(desmiflavasides	A	
and	B)	(Figure	8)	were	isolated	from	the	sap	of	Des-
midorchis	 flava	 and	 desmiflavasides	 B	 proved	 to	
contain	 anti-proliferation	 activity	 against	 breast	
cancer	cells	at	a	concentration	of	100	mg/mL	and	
75	mg/mL.	On	the	other	hand,	urease	enzyme	inhi-
bition,	 as	 well	 as	 antioxidant	 activities	 for	 them,	
were	found	to	be	weak	(Raees	et	al.,	2015).		
O
OH
H
1
2
3
4
5
6
7
8
9
10
11
12
13
14 15
16
17
18
19
O
O O
OOH O
OMe
H
OH
OH O
HO OH
OH OH
OH
R
OBz
Bz =
1:R =
OH
2:R =
21 O
20
21
20
	
Figure	8:	Pregnane	glycosides	(desmiflavasides	
A	and	B)	from	Caralluma	flava	
Caralluma	Indica/Boucerosia	Indica	
Kunert	et	al.	(2006)	(Figure	9a	&	b)	isolated	novel	
steroidal	glycosides	Caralluma	species.	Stalagmo-
side	I	–V	(1-5)	are	isolated	from	butanol	fraction	of	
Caralluma	stalagmifera	and	indicoside	I	and	II	(7	&	
8)	are	isolated	from	the	ether	fraction	of	Caralluma	
indica.	
O
OH
H
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
OH
Me
O
O O
OHO O
OMeORMeOOH
HO
O
O
OH
OH
HO
HO
OR'
H
OR2
Glucose''''
Glucose'''' Thevetose'' Cymarose'
OH
1-Stalagmoside I - R = H, R1
= H, R2
= Bz
2-Stalagmoside II - R = H, R1
= Ac, R2
= Bz
3-Stalagmoside III- R = Ac, R1
= Ac, R2
= Bz
4-Stalagmoside IV - R = Ac, R1
= Bz, R2
= Bz
11-Stalagmoside I - R = H R1
= H R2
= H
	
Figure	 9a:	 Stalagmoside	 I–IV	 from	 Caralluma	
stalagmifera	
O
OH
H
1
2
3
4
5
6
7
8
910
11
12
13
14
15
16
17
18
19
OH
O
O O
OOH O
OMeOACOMeOH
OH
O
O
OH
OH
OH
OH
Glucose''''
Glucose'''' 2 Acetyl-
Thevetose''
Cymarose'
O
O
O
5 - Stalagmoside V 	
Figure	9b:	Stalagmoside	V	from	Caralluma	stal-
agmifera	
Caralluma	Lasiantha/Boucerosia	Lasiantha	
Caralluma	lasiantha	(syn.	Boucerosia	lasiantha)	be-
longs	 to	 the	 family	 Asclepiadaceae	 and	 its	 local	
name	 is	 Kundeti	 Kommulu	 (in	 Telugu)/Siru-
mankeerai	(in	Tamil)	(Arinathan	et	al.,	2007).	Car-
alluma	lasiantha	is	succulent	inhabit	and	is	used	as	
an	indoor	ornamental	plant	(Reddy	et	al.,	2012).	It	
grows	wild	in	Anantapur,	Chittoor	and	surround-
ing	places	of	Andhra	Pradesh,	India.	To	reduce	the	
body	 heat,	 fresh	 rootless	 Caralluma	 lasiantha	 (a	
dose	of	10	g,	twice	a	day	for	three	days)	is	used	in	
India	 (Vikneshwaran	 et	 al.,	 2008).	 Malladi	 et	 al.	
(2017)	reviewed	the	role	of	Caralluma	lasiantha	in	
traditional	 Indian	 medicine.	 Two	 new	
bisdesmosidic	 C21	 pregnane	 steroidal	 glycosides	
(lasianthosides-A	and	B)	(Figure	10)	were	isolated	
from	the	n-butanol	fraction	of	ethanolic	extract	of	
Caralluma	lasiantha	(Qiu	et	al.,	1999).	A	flavones	
glycoside	 (luteolin-4-O-neohesperiodoside)	 (Fig-
ure	11)	was	isolated	from	a	methanolic	extract	of	
Caralluma	 lasiantha	 (Ramesh	 et	 al.,	 1999b).	
Stigmasterol	 and	 C21	 Pregnane	 Steroid	 (3β,14β-
dihydroxy-14β-pregn-5-en-20-one)	 were	 isolated	
from	the	less	polar	solvent	extracts	(Malladi	et	al.,	
2017	a,b).	
O
O
H
OHH
H3C
H3CO
H
O
H
H
O
H
OHH
HO
H
H
HO
H
OH
O
H
OH H
H
O
O
H
H
HO
H
HO
HO
H
H3C
H
H
OHOH
H
H
H
O CH3
H
R1
R2
	
Lasianthoside-A	–R1,	R2	=	D14-15,	Lasianthoside-B	–
R1	=	β-OH,	R2	=	H	
Figure	10:	Lasianthosides	A	and	B	from	Caral-
luma	lasiantha
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O
OH O
OH
OH
CH3
OH
OH
OH
OH
CH2OH
O
O
O
OHO
	
Figure	 11:	 Luteoline-4-O-neohesperiodoside	
from	Caralluma	lasiantha	
OH
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23 24
25
26
27
28
29
H
H H
H
	
Figure	12:	Stigmasterol	
O
OH
OH
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
H
H
	
Figure	 13:	 3β,14β-dihydroxy-14β-pregn-5-en-
20-one	
Caralluma	Negevensis	
Two	megastigmane	glycosides	(1	&	2)	(Figure	14),	
as	well	as	two	new	flavone	glycosides	(3	&	4),	were	
isolated	 from	 a	 methanolic	 extract	 of	 Caralluma	
negevensis	(Bader	et	al.,	2003).	
O
H
O
OH
1
2
3
4
5
6
7
8 9 10
11
12
13
rha-(1 6)-glc O
H
O
OH
1
2
3
4
5
6
7
8 9 10
11
12
13
rha-(1 6)-glc
O
OOH
HO
OR1
OR2
3-R1=Rha-(1 2)-glc and R2= Glc
4-R1= Glc and R2= Glc
1 2
Figure	 14:	 Megastigmane	 glycosides	 (1	 &	 2)	
from	Caralluma	negevensis	Caralluma	Negeven-
sis	
New	pregnane	glycosides	(1-20)	(Figure	15a	and	
b)	were	isolated	from	chloroform	and	methanol	ex-
tracts	of	Caralluma	negevensis	(Braca	et	al.,	2002).	
Compounds	1-16	were	found	to	contain	bouncer	in	
aglycon	moiety,	compounds	17-19	were	shown	to	
contain	 the	 calogenin	 structure	 and	 20th	 com-
pound	contain	5α-dihydrocalogenin	moiety.	
RO
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
H
OR2
20
OR1
OH
O
COO
OH
Tig =
o-OH-Bz = o-hydroxy benzoyl= Ac= Acetyl
Figure	 15a:	 Pregnane	 glycosides	 (1-16)	 from	
Caralluma	
RO
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
H
OR1
20
OH
Compound 17, 18 and 19
RO
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
OR1
20
OH
H
Compound 20
	
Figure	15b:	Pregnane	glycosides	(17-20)	from	
Caralluma	negevensis	
Caralluma	Nilagiriana	
Phytochemicals	of	Caralluma	nilagiriana	was	eval-
uated	 by	 using	 UV-VIS	 and	 FTIR	 spectroscopic	
techniques	(Renuka	et	al.,	2016).	GC-MS	analysis	
on	 ethanolic	 extract	 of	 Caralluma	 nilagiriana	
shows	the	presence	of	active	components	like	alka-
loids,	 flavonoids,	 phenolic	 compounds,	 steroids,	
terpenoids	and	tannins	(Ranganathan	et	al.,	2014).	
Rutin,	a	bioflavonoid	present	in	the	ethanolic	ex-
tract	of	shoots	of	Caralluma	nilagiriana	was	deter-
mined	by	high-performance	thin	layer	chromatog-
raphy	(HPTLC)	(Renuka	et	al.,	2014).		
Caralluma	Pauciflora	
Two	pregnanes	(Figure	16)	were	isolated	from	di-
ethyl	ether	fraction	of	ethanolic	extract	of	Caral-
luma	pauciflora	along	with	known	compounds	like	
carumbelloside-III	 and	 dihydro	 russelioside	
(Reddy	et	al.,	2011).	
RO
OH
O
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
O
HO
OH
RO
OH
OH
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
O
O
OH
2 3
	
Figure	16:	Two	pregnanes	(compound	2	and	3)	
from	Caralluma	pauciflora
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Caralluma	Penicillata	
Four	 acylated	 pregnane	 glycosides	 (Figure	 17)	
were	identified	from	the	methanolic	extract	of	Car-
alluma	penicillata	(Abdallah	et	al.,	2013).	
OR
OH
BzO
OH
1
2
3
4
5
6
7
8
9
10
11 12
13
14
15
16
17
18
19
H
OOBz
20
OH
OR3
Bz=
21
OR
OH
BzO
1
2
3
4
5
6
7
8
9
10
11 12
13
14
15
16
17
18
19
H
OBz
20
OH
OR3
21
Compound 4 Compound 1, 2 and 3
Figure	 17:	 Four	 acylated	 pregnane	 glycosides	
from	Caralluma	penicillata	
C15	 oxypregnane	 glycosides	 (penicillosides	 A–C)	
(Figure	18)	were	isolated	from	chloroform	fraction	
of	ethanol	extract	of	Caralluma	penicillata	(Abdel-
Sattar	et	al.,	2001).	
R1O
OH
1
2
3
4
5
6
7
8
9
10
11
12
13
14 15
16
17
18
19
H
R2O H
H
O
CH3
20
OH
OR3
Benzoyl=
Isovaleroyl =
CH3
CH3O
1- R1= Glc(1-4) Dig, R2= Benzoyl and R3= H
2- R1= Glc(1-6) Glc (1-4) Dig, R2= Benzoyl and R3= H
3- R1= Glc(1-6) Glc (1-4), R2= Isovaleroyl and R3= Benzoyl
	
Figure	18:	C15	oxypregnane	glycosides	(penicil-
losides	A–C)	from	Caralluma	penicillata	
Caralluma	Quadrangular	 	
Russelioside	B	(Figure	19),	a	pregnane	glycoside	
isolated	 from	 the	 n-butanol	 fraction	 of	 methanol	
extract	 of	 Caralluma	 quadrangular	 was	 recom-
mended	for	managing	of	diabetes	based	on	its	po-
tent	antihyperlipidemic	effect	(Abdel-Sattar	et	al.,	
2016).		
OH
1
2
3
4
5
6
7
8
9
10
11
12
13
14 15
16
17
18
19
O-Glc
20
O-Glc(4-1) Glc
Figure	 19:	 Russelioside	 B	 from	 Caralluma	
quadrangular	
Caralluma	Retrospiciens	
A	 polyoxy	 pregnane	 glycoside	 (retrospinoside	 1)	
(Figure	20)	was	identified	from	the	n-butanol	frac-
tion	of	methanol	extract	Caralluma	retrospections	
(Elsebai	and	Mohamed,	2015).	
O
OH
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
OH20
H
H
H
OH
O
O
HO O
O
OH
Me
OH
HO
OH
	
Figure	20:	Polyoxy	pregnane	glycoside	(retro-
spinoside	1)	from	Caralluma	retrospiciens	
Six	 polyoxy	 pregnane	 glycosides	 (Figure	 21a,	 b)	
were	 extracted	 from	 ether	 extracts	 of	 Caralluma	
retrospiciens	 and	 all	 of	 them	 exhibited	 cytotoxic	
property	 but	 compound-2	 shown	 high	 cytotoxic	
activity	(Halaweish	et	al.,	2004).	
RO
OH
O
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
O
HO
O
OH
20
21
O
O
HO
O O
O
O
O
MeO
MeOHO
HO
HO
OHOH OH
OH
OH
O
O O
O O
MeO
MeOHO
HO
OH OH
OH
OH
O
O
HO O
O
O
OMeOMe
OMe
HO
OHOH
OH
OH
O
O
O
O
O
O
OMeOMe
OMe OH
OH
O
HO
1 R =
2 R =
3 R =
4R =
	
Figure	21a:	Polyoxy	pregnane	glycosides	(1-4)	
from	Caralluma	retrospiciens	
RO
OH
O
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
O
O
OH
20
21
C O
C
O
H2CCH
O
O O
O O
MeO
MeOHO
HO
OH OH
OH
OH
O
O
HO O
O
O
OMeOMe
OMe
HO
OHOH
OH
OH
O
O6 R =
5 R =
Figure	21b:	Polyoxy	pregnane	glycosides	(1-4)	
from	Caralluma	retrospiciens	
Caralluma	Russeliana	
Two	triterpenoids	(3	and	4),	two	sterols	(5	and	6)	
and	 two	 pregnane	 glycosides	 (1	 and	 2)	 (Figure	
22.a-c)	were	isolated	from	the	chloroform	extract	
of	Caralluma	russeliana	(Abdel-Mogib	and	Raghib,	
2013).	
O
OR2
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
O
OH
20
21
OR3
OR1
O
O
O
O
O
OMe OMe
MeO
R1
O
1- R1
= H, R2
= COC6H5 and R3
= COCH2CH(CH3)2
1a- R1
= Ac, R2
= COC6H5 and R3
= COCH2CH(CH3)2
2- R1
= H, R2
=COCH2CH(CH3)2 and R3
= COC6H5
2a-R1
= Ac, R2
=COC6H5 and R3
= COCH2CH(CH3)2
	
Figure	22a:	Pregnane	glycosides	(1	and	2)	from	
Caralluma	russeliana
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HO
H
HO
H
3 4
	
Figure	22b:	Pregnane	glycosides	(1	and	2)	
from	Caralluma	russeliana	
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
OH
5
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
OH
6
Figure	22c:	Sterols	(5	and	6)	from	Caralluma	
russeliana	
Four	 acylated	 pregnane	 glycosides	 (russeliosides	
E–H)	(Figure	23)	were	extracted	from	chloroform	
extracts	 of	 Caralluma	 russeliana	 (Abdel-Sattar	 et	
al.,	2007).	
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
OR
OR1
OR2
OHH
1- R=B, R1=Acetyl, R2= Benzoyl
2- R=C, R1=Acetyl, R2= Benzoyl
3- R=A, R1=Acetyl, R2= Benzoyl
4- R=B, R1=Acetyl, R2= Tigloyl
O
O
HO O
O
O
OMeOMe
OMe
HO
OH
OH
OH
O
O
= B
OHO O
OMe
HO
OH
OH
OH
O = A
OHO O
O
OMe
OMe
HO
OH
OH
OH
O
O
= C
	
Figure	 23:	 Acylated	 pregnane	 glycosides	
(russeliosides	E–H)	from	Caralluma	russeliana	
A	known	flavone	glycoside	and	four	pregnane	gly-
cosides	(Figure	24)	were	extracted	from	Caralluma	
russeliana	in	its	n-butanol	fraction	of	ethanol	ex-
tract	(Abdul-Aziz	Al-Yahya	et	al.,	2000).	
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
O
CH3
O
OHH
O
OH
HO
HO
OH
O
MeO
OH
OR
1 R= H
2 R= Glc
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
O
CH3
HO
OHH
O
MeO
OH
OR
3 R= GLC
4 R= Glc(6''-1'') Glc 	
Figure	24:	Pregnane	glycosides	(russeliosides	
E–H)	from	Caralluma	russeliana	
Caralluma	Sinaica	
Caralluma	sinaica	yielded	six	pregnane	glycosides	
along	with	seven	pregnanes	and	three	flavonoids	
(Figure	25)	from	its	chloroform	extract	(Al-Massa-
rani	et	al.,	2012).	Quinone	reductase	induction	was	
evaluated	for	all	these	isolated	compounds.	
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
OR
OR1
OHH
R2
20
21
O
Tig =
O
Bz =
Ac =
O
	
Figure	25:	Pregnane	glycosides,	pregnanes	and	
flavonoids	from	Caralluma	sinaica	
Boucerosia	 Truncato	 Coronato/Caralluma	
Truncato-Coronato	
Phytochemical	 constituents	 present	 in	 ethanolic	
extracts	of	Caralluma	truncato	coronato	were	stud-
ied	by	GC-MS	analysis	by	Kalimuthu	et	al.	(2013).	
The	results	obtained	have	shown	the	presence	of	
furan,	 2-butyltetrahydro-	 (0.57%),	 β-sitosterol	
(1.89%),	 acetic	 acid,	 5-(dimethyle-6-oxocyclo-
hexylidene)-3-methyl-pent-3-enyl	 ester	 (3.78%),	
β-tocopherol	 (4.91%),	 squalene	 and	 lupeol	
(5.67%),	 vitamin	 E	 (9.45%)	 and	 thunbergol	
(68.05%).		
Caralluma	Tuberculata	
Two	steroidal	glycosides	(pregnane	glycoside	and	
androstan	 glycoside)	 (Figure	 26)	 were	 found	 in	
ethyl	acetate	extract	of	Caralluma	tuberculata	and	
exhibited	moderate	cytotoxic	activity	against	three	
human	 breast	 cancer	 cell	 lines	 (Waheed	 et	 al.,	
2011).	
O
OH
O
O
OH
C O
R1 O
R2Sugar
OHO
HO
OH
Glucopyr
OH
OO
HO
OH
Glucopyr
OH
O
OMe
Methoxyribopyr
O
= I
OHO
HO
OH
Glucopyr
OH
O
O
OH
OH
Glucopyr
O
OMe
cymaropyr
O O
OMe
Cym
O O
OMe
Cym
O
= II
Pregnane Glycoside (1)- R1= H, R2= H and Sugar = I
Androstan Glycoside (2) R1= C
H
R2 = C
O
and Sugar = II
Figure	26:	Steroidal	glycosides	from	Caralluma	
tuberculata	
Five	pregnane	glycosides	(caratuberside	A-E)	and	
preganan	glycoside-russelioside	(Figure	27)	were	
isolated	from	chloroform	fraction	of	MeOH	extract	
of	 Caralluma	 tuberculata.	 The	 isolated	 pregnane	
glycosides	 exhibited	 antimalarial,	 antitrypanoso-
mal	 and	 cytotoxic	 potentials	 (Abdel-Sattar	 et	 al.,	
2008).	
1
2
3
4
5
6
7
8
9
10
11
12
13
14 15
16
17
18
19
O
OR1
OHH
OR2
20
21
Sugar
R1
1
2
3
4
5
6
7
8
9
10
11
12
13
14 15
16
17
18
19
O
OR1
OHH
OR2
20
21
Sugar
Figure	27:	Pregnane	glycosides	(caratuberside	
A-E)	from	Caralluma	tuberculata
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Caralluma	Umbellata	
Kalyani	et	al.	(2013)	(Figure	28)	isolated	a	novel	
pregnane	glycoside	from	ether	eluates	of	methanol	
and	benzene	fractions	of	ethanolic	extract	of	roots	
of	Caralluma	umbellata.	
1
2
3
4
5
6
7
8
9
10
11
12
13
14 15
16
17
18
19
O
O
HO
OH
HO
OH C CH
O
O
OR
R = CH
CH3
CH3
Figure	28:	Pregnane	glycoside	from	Caralluma	
umbellata	
Presence	of	thirty-two	compounds	was	found	in	a	
phytochemical	analysis	of	leaves	of	Caralluma	um-
bellata	by	Jerome	Jeyakumar	et	al.	(2013).	The	ex-
tracted	phytochemical	compounds	include	terpe-
noids,	flavonoids,	tannins,	phenols,	glycosides	ster-
ols	and	saponins.	Two	new	pregnane	compounds	
(CRUR	 I	 and	 CRUR	 II)	 (Figure	 27)	 were	 isolated	
from	the	roots	of	Caralluma	umbellata	(Kishore	et	
al.,	2010).	
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
OH
CRUR I
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
OH
OH
CRUR II
20
21
20
21
	
Figure	 29:	 Pregnane	 compounds	 from	 Caral-
luma	umbellate	
1
2
3
4
5
6
7
8
9
10
11
12
13
14 15
16
17
18
19
OH
H
1
21
O
O
O
	
Figure	 30:	 Pregnane	 steroid	 from	 Caralluma	
umbellate	
C
O
OH
OH
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
	
Figure	 31:	 C21	 steroid	 from	 Caralluma	 umbel-
lata	
Steroidal	 glycosides	 were	 found	 in	 different	 sol-
vent	fractions	of	ethanol	extract	of	Caralluma	um-
bellata.	 The	 isolated	 steroidal	 glycosides	 are	
bourcergenin	 (new	 pregnene	 type	 steroid)	 from	
toluene	 fraction,	 carumbelloside-VI	 (bisdesmo-
sidic	glycoside)	from	n-butanol	fraction,	and	car-
umbellosides	I–IV	(new	tetroxides	of	boucergenin)	
from	toluene	fraction	(Kunert	et	al.,	2009).	A	new	
pregnane	 steroid	 (Figure	 28)	 containing	 formyl	
group	was	isolated	and	characterized	from	Caral-
luma	umbellata	stems	along	with	three	known	ste-
roidal	compounds	(Babu	et	al.,	2008).	
A	C21	steroid	(Figure	31)	was	isolated	from	the	tol-
uene	fraction	of	ethanol	extract	of	Caralluma	um-
bellata	from	the	whole	plant	(Ramesh	et	al.,	2005).	
Caralluma	Wissmannii	
Two	 pregnane	 glycosides	 (5,	 6)	 along	 with	 five	
known	compounds	(viz.,	β-sitosterol,	stigmasterol,	
luteolin	 3',4'–di-O-β-D-glucopyranoside,	 3,4-sec-
up-20-(29)-en-3-oic	acid	methyl	ester	and	lupeol)	
(Figure	 30.a	 and	 b)	 were	 isolated	 in	 the	 phyto-
chemical	 investigation	 on	 Caralluma	 wissmannii	
(Dawidar	et	al.,	2012).		
O
O
1
HO
2
HO
1
2
3
4
5
6
7
8
9
10
11
12
13
14 15
16
17
18
19
20
21
22
23 24 25
26
27
28
29
3
HO
1
2
3
4
5
6
7
8
9
10
11
12
13
14 15
16
17
18
19
20
21
22
23 24 25
26
27
28
29
4
	
Figure	 32a:	 (1)	 3,4-seco-lup-20(29)-en-3-oic	
acid	 methyl	 ester,	 (2)	 lupeol	 (3)	 β-sitosterol	
and	 (4)	 stigmasterol	 from	 Caralluma	
wissmannii	
1
2
3
4
5
6
7
8
9
10
11 12
13
14 15
16
17
18
19
OR
H
20
21
OH
O
OH
OH
O
O
OH
O
O
OMe
OMe
O
D-Cymarose
O
MeO
HO
D-Thevitose
O
OH
R =
D-Cymarose
O
OMe
O
MeO
HO
D-Thevitose
O
OH
R =
D-Cymarose
6
5
O
OOH
HO
O-Glc
O-Glc
7
and
Figure	32b:	(5,	6)	Pregnane	glycosides	and	(7)	
Luteolin	 3',4'–di-O-β-D-glucopyranoside	 from	
Caralluma	wissmannii
Venkata	Nadh	R	et	al.,	Int.	J.	Res.	Pharm.	Sci.,	9(4),	1201-1213	
	
©	Pharmascope	Publications	|	International	Journal	of	Research	in	Pharmaceutical	Sciences	 1209		
	
In	continuation	to	the	above	list	of	phytochemicals	
collection,	efforts	of	various	researchers	on	their	
study	pertaining	to	different	species	of	Caralluma	
are	compiled	in	Table-1.	
	
CONCLUSION	
Caralluma	is	a	genus	used	as	traditional	medicine	
and	is	a	potential	source	for	phytochemicals	with	
medicinal	 uses.	 Thorough	 literature	 collection	
shows	few	species	of	Caralluma	are	explored	for	
Table	1:	A	list	of	phytochemicals	isolated	from	different	plants	of	the	Caralluma	genus	
Name	of	the	phytochemical	 Name	of	the	plant	 Reference	
Flavone	glycoside,		
Luteoline-4’-O-neohesperiodo-
side	
Caralluma	arabica	 Kamil	et	al.,	1999		
Caralluma	umbellata	 Ramesh	et	al.,	1999b		
Caralluma	lasiantha	 Ramesh	et	al.,	1999b		
Caralluma	attenuata	 Ramesh	et	al.,	1998,	1999b		
Caralluma	tuberculata	 Rizwani	et	al.,	1990		
Flavones	glycosides	and		
megastigmane	glycosides	
Caralluma	negevensis	 Bader	et	al.,	2003		
Pregnane	glycosides	
	
Caralluma	quadrangula	 Abdel-Sattar	et	al.,	2016		
Caralluma	flava	(Desmidorchis	flava)	 Raees	et	al.,	2015,	2016		
Caralluma	flava	(Desmidorchis	flava)	 Hussain	et	al.,	2015		
Caralluma	retrospiciens	 Elsebai	and	Mohamed,	2015		
Caralluma	umbellata	 Kalyani	et	al.,	2013	
Caralluma	wissmannii	 Dawidar	et	al.,	2012		
Caralluma	adscendens	var.	gracilis	 Reddy	et	al.,	2011		
Caralluma	adscendens	var.fimbriata	 Kunert	et	al.,	2008		
Caralluma	dalzielli	 De	Leo	et	al.,	2005		
Caralluma	negevensis	 Braca	et	al.,	2002		
Caralluma	russeliana	 Al-Yahya	et	al.,	2000		
Caralluma	retrospiciens	 Halim	and	Khalil.,	1996		
Caralluma	umbellata	 Lee-Juian	et	al.,	1994		
Boucerosia	aucheriana	 Tanaka	et	al.,	1990		
Boucerosia	aucheriana	 Hayashi	et	al.,	1988		
Caralluma	tuberculata	 Ahmad	et	al.,	1988		
Acylated	Pregnane	glycosides	 Caralluma	quadrangula	 Abdallah	et	al.,	2013		
Caralluma	sinaica	 Al-Massarani	et	al.,	2012		
Caralluma	tuberculata	 Abdel-Sattar	et	al.,	2008		
Caralluma	russeliana	 Abdel-Sattar	et	al.,	2007		
Pregnane	glycoside	diesters	 Caralluma	russeliana	 Abdel-Mogib	and	Raghib,	
2013		
Oxy	Pregnane	glycosides	 Caralluma	pencillata	 Abdel-Sattar	et	al.,	2002		
Caralluma	pencillata	 Abdel-Sattar	et	al.,	2001		
Polooxy	Pregnane	glycosides	 Caralluma	retrospiciens	 Halaweish	et	al.,	2004		
Steroidal	glycosides	 Caralluma	umbellata	 Kunert	et	al.,	2009		
Caralluma	stalagmifera	 Kunert	et	al.,	2006		
Caralluma	dalzielii	 Oyama	et	al.,	2007		
Caralluma	lasiantha	 Qiu	et	al.,	1999		
Caralluma	umbellata	 Qiu	et	al.,	1997		
Caralluma	indica	 Kunert	et	al.,	2006		
Acylated	steroidal	glycosides	 Caralluma	tuberculata	 Waheed	et	al.,	2011		
Pregnane	steroids/pregnanes	 Caralluma	umbellata	 Ramesh	et	al.,	2005		
Caralluma	pauciflora	 Reddy	et	al.,	2011		
Caralluma	umbellata	 Kishore	et	al.,	2010		
Caralluma	umbellata	 Babu	et	al.,	2008		
Pregnane	ester	aglycones	 Caralluma	retrospiciens	 Khalil,	1995		
Triterpenoid	 Caralluma	attenuata	 Jayalakshmi	et	al.,	2016		
Terpenoids	 Caralluma	europaea	 Formisano	et	al.,	2009		
β-sitosterol,	lupeol	 Caralluma	wissmannii	 Dawidar	et	al.,	2012		
Caralluma	adscendens	var.	gracilis	 Reddy	et	al.,	2011		
Caralluma	truncato-coronata	 Kalimuthu	et	al.,	2013		
Rutin	 Caralluma	nilagiriana	 Renuka,	2014
Venkata	Nadh	R	et	al.,	Int.	J.	Res.	Pharm.	Sci.,	9(4),	1201-1213	
1210		 	©	Pharmascope	Publications	|	International	Journal	of	Research	in	Pharmaceutical	Sciences	
	
isolation	 of	 phytochemicals	 from	 them.	
Enthusiastic	 researchers	 in	 this	 field	 can	 extend	
their	investigation	for	further	exploration	of	many	
other	 species	 (like	 Caralluma	 acutangula,	
Caralluma	 Arabica,	 Caralluma	 cicatricose,	
Caralluma	edulis,	Caralluma	Europaea,	Caralluma	
longidens)	for	phytochemicals	present	in	them.		
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Phytochemical library of caralluma genus

  • 1. Venkata Nadh R et al., Int. J. Res. Pharm. Sci., 9(4), 1201-1213 © Pharmascope Publications | International Journal of Research in Pharmaceutical Sciences 1201 REVIEW ARTICLE INTERNATIONAL JOURNAL OF RESEARCH IN PHARMACEUTICAL SCIENCES Published by Pharmascope Publications Journal Home Page: www.pharmascope.org/ijrps Phytochemical library of Caralluma genus Sireesha M1, Venkata Nadh R*2, Suresh Babu K3, Sreenivasulu M1 1Department of Science and Humanities, Vignan’s Foundation for Science, Technology and Research, Vadlamudi 522 213, India 2GITAM University, Bengaluru Campus, Karnataka – 561203, India 3Department of Chemistry, Mallareddy Engineering College, Hyderabad, India Article History: ABSTRACT Received on: 13.07.2018 Revised on: 19.09.2018 Accepted on: 21.09.2018 Caralluma is one of the prominent genus out of 200 genera and 2500 species of Asclepiadaceae family. Caralluma genus belongs to Asclepiadaceae and is widely distributed in Asia countries, Africa, Arabian Peninsula, Canary Is- lands and Southeast Europe. In folkloric medicine, as well as in Unani and Ayurvedic systems of medicine, the plants of Caralluma are being used for the treatment of diabetic patients and rheumatism. Tribals consider some of them as food during famines and also as a part of the traditional medicinal system. In India and Pakistan, Caralluma species have been used as emergency foods for the last few centuries. As allopathic medicines possess toxic nature and side effects, the use of plant-based medicine is becoming popular. This lead to a sudden enhancement in the production of herbal drugs. At present Caralluma is gaining much importance from researchers because it possesses array immunostimulating activities due to presence fla- vonoids and saponins and pregnane glycosides as active components. The present article thoroughly reviewed about various phytochemicals present in different species of Caralluma. Tabulated a list of phytochemicals isolated by various researchers from different plants of the Caralluma genus. Further, listed out the species on which enthusiastic researchers of this field can extend their investigation. Keywords: Asclepiadaceae, Caralluma, Medicinal plants, Pharmacological activities, Phytochemical library * Corresponding Author Name: Prof. R. Venkata Nadh Phone: +91-9902632733 Email: doctornadh@yahoo.co.in ISSN: 0975-7538 DOI: https://doi.org/10.26452/ijrps.v9i4.1655 Production and Hosted by Pharmascope.org © 2018 Pharmascope Publications. All rights reserved. INTRODUCTION Nature is the wonderful source of the compounds containing medicinal properties. Extraordinary chemical diversity can be found in millions of living species like animals, marine organisms, microor- ganisms and plants (Newman et al., 2003; Bhanot et al., 2011). The term natural product means it is a chemical substance found in living organisms viz., marine organism, plants and fermentation of mi- crobes (Baker et al., 2007). Natural products ex- traction and their uses are well known from an- cient times since the discovery of fire (Chemat and Strube, 2015). Natural products are becoming a significant source for the development of new drugs and new chemical moieties. 60% of pres- ently using anticancer agents is obtained from the plants/natural sources (Cragg et al., 2011). All the chemical compounds of any biological system can be classified into two broad categories. The first category is the primary metabolites and the second category is secondary metabolites. The chemical substances which are meant for growth and devel- opment of living body are called as primary metab- olites. They include amino acids, carbohydrates, li- pids and proteins. The group of chemical sub- stances other than primary metabolites those ex- isting in a biological system are called as secondary metabolites. Presence of secondary metabolites in
  • 2. Venkata Nadh R et al., Int. J. Res. Pharm. Sci., 9(4), 1201-1213 1202 © Pharmascope Publications | International Journal of Research in Pharmaceutical Sciences living body gives the ability to face the challenges in its survival, during the time of its interaction with the surroundings (Harborne, 1993). Medicinal Plants According to WHO, the medicinal plant can be de- fined as a plant in which one or more of its parts include substances containing therapeutic applica- tions or compounds which are responsible for semi-synthesis of pharmaceuticals. Since olden days medicinal plants are standing as valuable sources for therapeutic compounds, many of exist- ing drugs till today are derived from plant based natural products or their derivatives (Newman and Cragg, 2012). Use of plants for humankind is older as the begin of mankind. Nowadays medici- nal plants are gaining much importance from peo- ple who are living in urban areas in treating infec- tions like typhoid fever and gonorrhoea. This is due to the inefficiency of modern medicines and in- creased resistance shown by various bacteria to- wards antibiotics, as well as high cost of prescribed drugs in the maintenance of health (Smolinski et al., 2003; Van den Bogaard and Stobberingh, 2000). Unfortunately, all over the world modern health facilities available are not meeting the de- mands of the increased human population. There- fore it is demanding the further use of natural rem- edies in maintaining the health of humans. Various diseases like asthma, constipation, fever and hy- pertension were treated using traditional medici- nal plants (Saganuwan, 2010). Phytochemicals The medically active components extracted from plants are also known as phytochemicals or phyto- constituents and were playing a vital role in pro- tecting the plant from various diseases caused by pests and microbes (Doughari et al., 2009; Nweze et al., 2004). Phytochemical is a Greek word and it means plant-derived chemical. In recent times it is well known that phytochemicals are also playing a vital role in maintaining human health, particularly if they are taken as significant diet (Saxena et al., 2013). Phytochemicals are widely distributed in foods like herbs, spices, legumes, vegetables and fungi (Mathai, 2000). Phytochemicals exist in vari- ous parts of plants like whole grains, seeds, flow- ers, fruits, stems, bark, leaves and roots (Costa et al., 1999). Phytochemistry is one of the branches of chemistry that involves the study of the relation- ship between organic chemistry and natural prod- ucts. The studies which are associated with phyto- chemistry are very significant and appropriate as it helps to gain the knowledge on a range of plant- based chemicals those are pharmacologically im- portant (Temidayo, 2013). A number of phyto- chemicals were separated and characterized from certain sources like fruits (apples and grapes), veg- etables (onion and broccoli), spices (turmeric), beverages (red wine and green tea), and from many other sources (Doughari et al., 2009; Doughari and Obidah, 2008). Caralluma Genus Caralluma genus belongs to Asclepiadaceae and is widely distributed in Asia (countries like Afghani- stan, India, Iran, Pakistan and Sri Lanka), Africa, Arabian Peninsula, Canary Islands and Southeast Europe (Meve et al., 2004; Gilbert 1990). In folk- loric medicine, as well as in Unani and Ayurvedic systems of medicine, the plants of Caralluma are being used for the treatment of diabetic patients and rheumatism (Ramesh et al., 1998). Tribals con- sider some of them as food during famines (Ahmad et al., 1989) and also as a part of the traditional me- dicinal system (Abdul-Aziz Al-Yahya et al., 2000). In India and Pakistan, Caralluma species have been used as emergency foods for the last few centuries (Gandhi, 1999). A spectrum of biological activities of Caralluma species can be expected due to the ex- istence of pregnane glycosides, stigmasterol and other phytochemicals in them (Malladi et al., 2017; 2018; Suresh Babu et al., 2014). Presently Caral- luma is gaining much importance from researchers because it possesses an array of immunostimulat- ing activities due to the presence of various phyto- chemicals. Caralluma Adscendens Caralluma adscendens var. gracilis was found to contain a new pregnane glycoside (Figure 1) in di- ethyl ether fraction of ethanolic extract along with another known pregnane glycoside (Reddy et al., 2011). O RO OH OH OH O O O O O O O O O OO O MeO OMe OH HO OMe OMe R= H H Figure 1: Pregnane glycoside from Caralluma adscendens var. gracilis Caralluma Attenuata A pentacyclic triterpenoid (Figure 2) was isolated from the n-hexane extract of roots of Caralluma at- tenuata (Jayalakshmi et al., 2016). Phytochemical investigation of Caralluma attenuata root extracts (butanone, ethylene acetate and n-butanol ex- tracts) has shown the presence of saponins, flavo- noids or flavonoid glycosides and ster-
  • 3. Venkata Nadh R et al., Int. J. Res. Pharm. Sci., 9(4), 1201-1213 © Pharmascope Publications | International Journal of Research in Pharmaceutical Sciences 1203 oids/triterpenoids in Caralluma attenuata and ab- sence of cardiac glycosides and alkaloids (Kiranmayee et al., 2015). HO Figure 2: Pentacyclic triterpenoid from caral- luma attenuate Caralluma Dalzielli Five new steroidal glycosides (Figure 3) (Caradal- zieloside A-E) were isolated from CHCl3/MeOH ex- tract of Caralluma dalzielii by Oyama et al. (2007). OBz 1 RO OH OH OR2 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 H H OH Compound 1- R1= A and R2=Ac Compound 2- R1= Band R2=Ac Compound 3- R1= B and R2=Bz Compound 4- R1= C and R2=Ac Compound 5- R1= D and R2=Bz O OMe O MeO HO O A = O O OMe OMe O O MeO HO OB = O O OMe MeO O O OMe HO O OH C = O O OMeOMe O O MeO O OHO OMe OH O D = Figure 3: Steroidal glycosides from Caralluma dalzielii New pregnane glycosides (27 compounds) (Figure 4) were isolated from a methanolic extract of Car- alluma dalzielii (De Leo et al., 2005). High cytotoxic activities were shown by most of the extracts. OR2 RO OH OH OR1 H 1 2 3 4 5 6 7 8 910 11 12 13 14 15 16 17 18 19 20 21 O O-NH2-Bz = o- Aminobenzoyl O NH2 Bz = Benzoyl N O Nic = Nicotinoyl O Mebu = 2- Methylbutyryl O Isoval = Isovaleroyl Ac = Acetyl Figure 4: New pregnane glycosides from Caral- luma dalzielii Caralluma Fimbriata Six new pregnane glycosides (2-7) (Figure 5.a-c) and their aglycon were isolated from ether fraction of ethanolic extract of Caralluma adscendens var. Fimbriata. Also, another six pregnane glycosides (8-13) were isolated from the butanolic fraction (Kunert et al., 2008). RO OH O 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 H OH O O O OMe HO 2R = O O OMe OMe O HO3 R = O O OMeOMe O O OMe HO O 4 R = O O OMeOMe O O OMe O OHO OMe O 5R = O O OMeOMe O O OMe O O OHO OMe O OMe O O O OMe MeO O HO OAc 6 R = 7 R = 1 R = H Figure 5a: Pregnane glycosides (5-7) from Car- alluma adscendens var. fimbriata O OH OR H 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 OH O O O O OHO O OMeOAcMeOOH HO O O OH HO HO Glucose"" Glucose"" 2-Acetyl Thevetose Cymarose' 8 = PhCO 9 = Me2C=C(H)CH2CO Figure 5b: Pregnane glycosides (8 & 9) from C. adscendens var. fimbriata O OH OAc H 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 OH O O O O OHO O OMeOR'MeOOH HO O O OH HO HO Glucose"" Glucose"" Thevetose or 2-Acetyl Thevetose Cymarose' RO Figure 5c: Pregnane glycosides (10-13) from C. adscendens var. fimbriata Oleic acid (21.08%) and n-hexadecanoic acid (44.23%) were isolated from a methanolic extract of Caralluma Fimbriata Wall through GC-MS analy- sis (Priya et al., 2011). Caralluma Flava (Desmidorchis Flava) Four tetrasaccharide pregnane glycosides (des- flavasides A-D) (Figure 6) were identified and characterized from the sap of Desmidorchis Flava (Raees et al., 2016). RO OH H 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 R2 H H O Bz = R1 21 20 Compound 1- R=A, R1= OBz and R3= OBz Compound 2- R=B, R1= OBz and R3= OBz Compound 3- R=C, R1= OBz and R3= OBz Compound 4- R=D, R1= H and R3= OH O O OMe O O OMe O OHO MeO O OH OH HO A = OH O O OMe O O OMe O OHO MeO O OH OH HO B = OH O O OMe O OO OHO MeO O OH OH HO C = OH OH HO O O OMe O OO OHO MeO O OH OH HO D = OH OH HO Figure 6: Tetrasaccharide pregnane glycosides (desflavasides A-D) from Caralluma flava A new pregnane glycoside (nizwaside) (Figure 7) was isolated from the sap of Desmidorchis flava and
  • 4. Venkata Nadh R et al., Int. J. Res. Pharm. Sci., 9(4), 1201-1213 1204 © Pharmascope Publications | International Journal of Research in Pharmaceutical Sciences it was proved as an effective anticancer agent against breast cancer cells like MDA, MB231com- pared to known cancer drug Doxorubicin (Hussain et al., 2015). However, the antioxidant activity of nizwaside was found to be weak. O OH OBz H 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 BzO O O O O OOH O OMe H OH OMeOMe OBz = Figure 7: Pregnane glycoside (nizwaside) from Caralluma flava Two new pregnane glycosides (desmiflavasides A and B) (Figure 8) were isolated from the sap of Des- midorchis flava and desmiflavasides B proved to contain anti-proliferation activity against breast cancer cells at a concentration of 100 mg/mL and 75 mg/mL. On the other hand, urease enzyme inhi- bition, as well as antioxidant activities for them, were found to be weak (Raees et al., 2015). O OH H 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O O O OOH O OMe H OH OH O HO OH OH OH OH R OBz Bz = 1:R = OH 2:R = 21 O 20 21 20 Figure 8: Pregnane glycosides (desmiflavasides A and B) from Caralluma flava Caralluma Indica/Boucerosia Indica Kunert et al. (2006) (Figure 9a & b) isolated novel steroidal glycosides Caralluma species. Stalagmo- side I –V (1-5) are isolated from butanol fraction of Caralluma stalagmifera and indicoside I and II (7 & 8) are isolated from the ether fraction of Caralluma indica. O OH H 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 OH Me O O O OHO O OMeORMeOOH HO O O OH OH HO HO OR' H OR2 Glucose'''' Glucose'''' Thevetose'' Cymarose' OH 1-Stalagmoside I - R = H, R1 = H, R2 = Bz 2-Stalagmoside II - R = H, R1 = Ac, R2 = Bz 3-Stalagmoside III- R = Ac, R1 = Ac, R2 = Bz 4-Stalagmoside IV - R = Ac, R1 = Bz, R2 = Bz 11-Stalagmoside I - R = H R1 = H R2 = H Figure 9a: Stalagmoside I–IV from Caralluma stalagmifera O OH H 1 2 3 4 5 6 7 8 910 11 12 13 14 15 16 17 18 19 OH O O O OOH O OMeOACOMeOH OH O O OH OH OH OH Glucose'''' Glucose'''' 2 Acetyl- Thevetose'' Cymarose' O O O 5 - Stalagmoside V Figure 9b: Stalagmoside V from Caralluma stal- agmifera Caralluma Lasiantha/Boucerosia Lasiantha Caralluma lasiantha (syn. Boucerosia lasiantha) be- longs to the family Asclepiadaceae and its local name is Kundeti Kommulu (in Telugu)/Siru- mankeerai (in Tamil) (Arinathan et al., 2007). Car- alluma lasiantha is succulent inhabit and is used as an indoor ornamental plant (Reddy et al., 2012). It grows wild in Anantapur, Chittoor and surround- ing places of Andhra Pradesh, India. To reduce the body heat, fresh rootless Caralluma lasiantha (a dose of 10 g, twice a day for three days) is used in India (Vikneshwaran et al., 2008). Malladi et al. (2017) reviewed the role of Caralluma lasiantha in traditional Indian medicine. Two new bisdesmosidic C21 pregnane steroidal glycosides (lasianthosides-A and B) (Figure 10) were isolated from the n-butanol fraction of ethanolic extract of Caralluma lasiantha (Qiu et al., 1999). A flavones glycoside (luteolin-4-O-neohesperiodoside) (Fig- ure 11) was isolated from a methanolic extract of Caralluma lasiantha (Ramesh et al., 1999b). Stigmasterol and C21 Pregnane Steroid (3β,14β- dihydroxy-14β-pregn-5-en-20-one) were isolated from the less polar solvent extracts (Malladi et al., 2017 a,b). O O H OHH H3C H3CO H O H H O H OHH HO H H HO H OH O H OH H H O O H H HO H HO HO H H3C H H OHOH H H H O CH3 H R1 R2 Lasianthoside-A –R1, R2 = D14-15, Lasianthoside-B – R1 = β-OH, R2 = H Figure 10: Lasianthosides A and B from Caral- luma lasiantha
  • 5. Venkata Nadh R et al., Int. J. Res. Pharm. Sci., 9(4), 1201-1213 © Pharmascope Publications | International Journal of Research in Pharmaceutical Sciences 1205 O OH O OH OH CH3 OH OH OH OH CH2OH O O O OHO Figure 11: Luteoline-4-O-neohesperiodoside from Caralluma lasiantha OH 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 H H H H Figure 12: Stigmasterol O OH OH 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 H H Figure 13: 3β,14β-dihydroxy-14β-pregn-5-en- 20-one Caralluma Negevensis Two megastigmane glycosides (1 & 2) (Figure 14), as well as two new flavone glycosides (3 & 4), were isolated from a methanolic extract of Caralluma negevensis (Bader et al., 2003). O H O OH 1 2 3 4 5 6 7 8 9 10 11 12 13 rha-(1 6)-glc O H O OH 1 2 3 4 5 6 7 8 9 10 11 12 13 rha-(1 6)-glc O OOH HO OR1 OR2 3-R1=Rha-(1 2)-glc and R2= Glc 4-R1= Glc and R2= Glc 1 2 Figure 14: Megastigmane glycosides (1 & 2) from Caralluma negevensis Caralluma Negeven- sis New pregnane glycosides (1-20) (Figure 15a and b) were isolated from chloroform and methanol ex- tracts of Caralluma negevensis (Braca et al., 2002). Compounds 1-16 were found to contain bouncer in aglycon moiety, compounds 17-19 were shown to contain the calogenin structure and 20th com- pound contain 5α-dihydrocalogenin moiety. RO 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 H OR2 20 OR1 OH O COO OH Tig = o-OH-Bz = o-hydroxy benzoyl= Ac= Acetyl Figure 15a: Pregnane glycosides (1-16) from Caralluma RO 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 H OR1 20 OH Compound 17, 18 and 19 RO 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 OR1 20 OH H Compound 20 Figure 15b: Pregnane glycosides (17-20) from Caralluma negevensis Caralluma Nilagiriana Phytochemicals of Caralluma nilagiriana was eval- uated by using UV-VIS and FTIR spectroscopic techniques (Renuka et al., 2016). GC-MS analysis on ethanolic extract of Caralluma nilagiriana shows the presence of active components like alka- loids, flavonoids, phenolic compounds, steroids, terpenoids and tannins (Ranganathan et al., 2014). Rutin, a bioflavonoid present in the ethanolic ex- tract of shoots of Caralluma nilagiriana was deter- mined by high-performance thin layer chromatog- raphy (HPTLC) (Renuka et al., 2014). Caralluma Pauciflora Two pregnanes (Figure 16) were isolated from di- ethyl ether fraction of ethanolic extract of Caral- luma pauciflora along with known compounds like carumbelloside-III and dihydro russelioside (Reddy et al., 2011). RO OH O 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O HO OH RO OH OH 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O O OH 2 3 Figure 16: Two pregnanes (compound 2 and 3) from Caralluma pauciflora
  • 6. Venkata Nadh R et al., Int. J. Res. Pharm. Sci., 9(4), 1201-1213 1206 © Pharmascope Publications | International Journal of Research in Pharmaceutical Sciences Caralluma Penicillata Four acylated pregnane glycosides (Figure 17) were identified from the methanolic extract of Car- alluma penicillata (Abdallah et al., 2013). OR OH BzO OH 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 H OOBz 20 OH OR3 Bz= 21 OR OH BzO 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 H OBz 20 OH OR3 21 Compound 4 Compound 1, 2 and 3 Figure 17: Four acylated pregnane glycosides from Caralluma penicillata C15 oxypregnane glycosides (penicillosides A–C) (Figure 18) were isolated from chloroform fraction of ethanol extract of Caralluma penicillata (Abdel- Sattar et al., 2001). R1O OH 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 H R2O H H O CH3 20 OH OR3 Benzoyl= Isovaleroyl = CH3 CH3O 1- R1= Glc(1-4) Dig, R2= Benzoyl and R3= H 2- R1= Glc(1-6) Glc (1-4) Dig, R2= Benzoyl and R3= H 3- R1= Glc(1-6) Glc (1-4), R2= Isovaleroyl and R3= Benzoyl Figure 18: C15 oxypregnane glycosides (penicil- losides A–C) from Caralluma penicillata Caralluma Quadrangular Russelioside B (Figure 19), a pregnane glycoside isolated from the n-butanol fraction of methanol extract of Caralluma quadrangular was recom- mended for managing of diabetes based on its po- tent antihyperlipidemic effect (Abdel-Sattar et al., 2016). OH 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O-Glc 20 O-Glc(4-1) Glc Figure 19: Russelioside B from Caralluma quadrangular Caralluma Retrospiciens A polyoxy pregnane glycoside (retrospinoside 1) (Figure 20) was identified from the n-butanol frac- tion of methanol extract Caralluma retrospections (Elsebai and Mohamed, 2015). O OH 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 OH20 H H H OH O O HO O O OH Me OH HO OH Figure 20: Polyoxy pregnane glycoside (retro- spinoside 1) from Caralluma retrospiciens Six polyoxy pregnane glycosides (Figure 21a, b) were extracted from ether extracts of Caralluma retrospiciens and all of them exhibited cytotoxic property but compound-2 shown high cytotoxic activity (Halaweish et al., 2004). RO OH O 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O HO O OH 20 21 O O HO O O O O O MeO MeOHO HO HO OHOH OH OH OH O O O O O MeO MeOHO HO OH OH OH OH O O HO O O O OMeOMe OMe HO OHOH OH OH O O O O O O OMeOMe OMe OH OH O HO 1 R = 2 R = 3 R = 4R = Figure 21a: Polyoxy pregnane glycosides (1-4) from Caralluma retrospiciens RO OH O 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O O OH 20 21 C O C O H2CCH O O O O O MeO MeOHO HO OH OH OH OH O O HO O O O OMeOMe OMe HO OHOH OH OH O O6 R = 5 R = Figure 21b: Polyoxy pregnane glycosides (1-4) from Caralluma retrospiciens Caralluma Russeliana Two triterpenoids (3 and 4), two sterols (5 and 6) and two pregnane glycosides (1 and 2) (Figure 22.a-c) were isolated from the chloroform extract of Caralluma russeliana (Abdel-Mogib and Raghib, 2013). O OR2 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O OH 20 21 OR3 OR1 O O O O O OMe OMe MeO R1 O 1- R1 = H, R2 = COC6H5 and R3 = COCH2CH(CH3)2 1a- R1 = Ac, R2 = COC6H5 and R3 = COCH2CH(CH3)2 2- R1 = H, R2 =COCH2CH(CH3)2 and R3 = COC6H5 2a-R1 = Ac, R2 =COC6H5 and R3 = COCH2CH(CH3)2 Figure 22a: Pregnane glycosides (1 and 2) from Caralluma russeliana
  • 7. Venkata Nadh R et al., Int. J. Res. Pharm. Sci., 9(4), 1201-1213 © Pharmascope Publications | International Journal of Research in Pharmaceutical Sciences 1207 HO H HO H 3 4 Figure 22b: Pregnane glycosides (1 and 2) from Caralluma russeliana 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 OH 5 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 OH 6 Figure 22c: Sterols (5 and 6) from Caralluma russeliana Four acylated pregnane glycosides (russeliosides E–H) (Figure 23) were extracted from chloroform extracts of Caralluma russeliana (Abdel-Sattar et al., 2007). 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 OR OR1 OR2 OHH 1- R=B, R1=Acetyl, R2= Benzoyl 2- R=C, R1=Acetyl, R2= Benzoyl 3- R=A, R1=Acetyl, R2= Benzoyl 4- R=B, R1=Acetyl, R2= Tigloyl O O HO O O O OMeOMe OMe HO OH OH OH O O = B OHO O OMe HO OH OH OH O = A OHO O O OMe OMe HO OH OH OH O O = C Figure 23: Acylated pregnane glycosides (russeliosides E–H) from Caralluma russeliana A known flavone glycoside and four pregnane gly- cosides (Figure 24) were extracted from Caralluma russeliana in its n-butanol fraction of ethanol ex- tract (Abdul-Aziz Al-Yahya et al., 2000). 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O CH3 O OHH O OH HO HO OH O MeO OH OR 1 R= H 2 R= Glc 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O CH3 HO OHH O MeO OH OR 3 R= GLC 4 R= Glc(6''-1'') Glc Figure 24: Pregnane glycosides (russeliosides E–H) from Caralluma russeliana Caralluma Sinaica Caralluma sinaica yielded six pregnane glycosides along with seven pregnanes and three flavonoids (Figure 25) from its chloroform extract (Al-Massa- rani et al., 2012). Quinone reductase induction was evaluated for all these isolated compounds. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 OR OR1 OHH R2 20 21 O Tig = O Bz = Ac = O Figure 25: Pregnane glycosides, pregnanes and flavonoids from Caralluma sinaica Boucerosia Truncato Coronato/Caralluma Truncato-Coronato Phytochemical constituents present in ethanolic extracts of Caralluma truncato coronato were stud- ied by GC-MS analysis by Kalimuthu et al. (2013). The results obtained have shown the presence of furan, 2-butyltetrahydro- (0.57%), β-sitosterol (1.89%), acetic acid, 5-(dimethyle-6-oxocyclo- hexylidene)-3-methyl-pent-3-enyl ester (3.78%), β-tocopherol (4.91%), squalene and lupeol (5.67%), vitamin E (9.45%) and thunbergol (68.05%). Caralluma Tuberculata Two steroidal glycosides (pregnane glycoside and androstan glycoside) (Figure 26) were found in ethyl acetate extract of Caralluma tuberculata and exhibited moderate cytotoxic activity against three human breast cancer cell lines (Waheed et al., 2011). O OH O O OH C O R1 O R2Sugar OHO HO OH Glucopyr OH OO HO OH Glucopyr OH O OMe Methoxyribopyr O = I OHO HO OH Glucopyr OH O O OH OH Glucopyr O OMe cymaropyr O O OMe Cym O O OMe Cym O = II Pregnane Glycoside (1)- R1= H, R2= H and Sugar = I Androstan Glycoside (2) R1= C H R2 = C O and Sugar = II Figure 26: Steroidal glycosides from Caralluma tuberculata Five pregnane glycosides (caratuberside A-E) and preganan glycoside-russelioside (Figure 27) were isolated from chloroform fraction of MeOH extract of Caralluma tuberculata. The isolated pregnane glycosides exhibited antimalarial, antitrypanoso- mal and cytotoxic potentials (Abdel-Sattar et al., 2008). 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O OR1 OHH OR2 20 21 Sugar R1 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O OR1 OHH OR2 20 21 Sugar Figure 27: Pregnane glycosides (caratuberside A-E) from Caralluma tuberculata
  • 8. Venkata Nadh R et al., Int. J. Res. Pharm. Sci., 9(4), 1201-1213 1208 © Pharmascope Publications | International Journal of Research in Pharmaceutical Sciences Caralluma Umbellata Kalyani et al. (2013) (Figure 28) isolated a novel pregnane glycoside from ether eluates of methanol and benzene fractions of ethanolic extract of roots of Caralluma umbellata. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 O O HO OH HO OH C CH O O OR R = CH CH3 CH3 Figure 28: Pregnane glycoside from Caralluma umbellata Presence of thirty-two compounds was found in a phytochemical analysis of leaves of Caralluma um- bellata by Jerome Jeyakumar et al. (2013). The ex- tracted phytochemical compounds include terpe- noids, flavonoids, tannins, phenols, glycosides ster- ols and saponins. Two new pregnane compounds (CRUR I and CRUR II) (Figure 27) were isolated from the roots of Caralluma umbellata (Kishore et al., 2010). 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 OH CRUR I 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 OH OH CRUR II 20 21 20 21 Figure 29: Pregnane compounds from Caral- luma umbellate 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 OH H 1 21 O O O Figure 30: Pregnane steroid from Caralluma umbellate C O OH OH 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 Figure 31: C21 steroid from Caralluma umbel- lata Steroidal glycosides were found in different sol- vent fractions of ethanol extract of Caralluma um- bellata. The isolated steroidal glycosides are bourcergenin (new pregnene type steroid) from toluene fraction, carumbelloside-VI (bisdesmo- sidic glycoside) from n-butanol fraction, and car- umbellosides I–IV (new tetroxides of boucergenin) from toluene fraction (Kunert et al., 2009). A new pregnane steroid (Figure 28) containing formyl group was isolated and characterized from Caral- luma umbellata stems along with three known ste- roidal compounds (Babu et al., 2008). A C21 steroid (Figure 31) was isolated from the tol- uene fraction of ethanol extract of Caralluma um- bellata from the whole plant (Ramesh et al., 2005). Caralluma Wissmannii Two pregnane glycosides (5, 6) along with five known compounds (viz., β-sitosterol, stigmasterol, luteolin 3',4'–di-O-β-D-glucopyranoside, 3,4-sec- up-20-(29)-en-3-oic acid methyl ester and lupeol) (Figure 30.a and b) were isolated in the phyto- chemical investigation on Caralluma wissmannii (Dawidar et al., 2012). O O 1 HO 2 HO 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 3 HO 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 4 Figure 32a: (1) 3,4-seco-lup-20(29)-en-3-oic acid methyl ester, (2) lupeol (3) β-sitosterol and (4) stigmasterol from Caralluma wissmannii 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 OR H 20 21 OH O OH OH O O OH O O OMe OMe O D-Cymarose O MeO HO D-Thevitose O OH R = D-Cymarose O OMe O MeO HO D-Thevitose O OH R = D-Cymarose 6 5 O OOH HO O-Glc O-Glc 7 and Figure 32b: (5, 6) Pregnane glycosides and (7) Luteolin 3',4'–di-O-β-D-glucopyranoside from Caralluma wissmannii
  • 9. Venkata Nadh R et al., Int. J. Res. Pharm. Sci., 9(4), 1201-1213 © Pharmascope Publications | International Journal of Research in Pharmaceutical Sciences 1209 In continuation to the above list of phytochemicals collection, efforts of various researchers on their study pertaining to different species of Caralluma are compiled in Table-1. CONCLUSION Caralluma is a genus used as traditional medicine and is a potential source for phytochemicals with medicinal uses. Thorough literature collection shows few species of Caralluma are explored for Table 1: A list of phytochemicals isolated from different plants of the Caralluma genus Name of the phytochemical Name of the plant Reference Flavone glycoside, Luteoline-4’-O-neohesperiodo- side Caralluma arabica Kamil et al., 1999 Caralluma umbellata Ramesh et al., 1999b Caralluma lasiantha Ramesh et al., 1999b Caralluma attenuata Ramesh et al., 1998, 1999b Caralluma tuberculata Rizwani et al., 1990 Flavones glycosides and megastigmane glycosides Caralluma negevensis Bader et al., 2003 Pregnane glycosides Caralluma quadrangula Abdel-Sattar et al., 2016 Caralluma flava (Desmidorchis flava) Raees et al., 2015, 2016 Caralluma flava (Desmidorchis flava) Hussain et al., 2015 Caralluma retrospiciens Elsebai and Mohamed, 2015 Caralluma umbellata Kalyani et al., 2013 Caralluma wissmannii Dawidar et al., 2012 Caralluma adscendens var. gracilis Reddy et al., 2011 Caralluma adscendens var.fimbriata Kunert et al., 2008 Caralluma dalzielli De Leo et al., 2005 Caralluma negevensis Braca et al., 2002 Caralluma russeliana Al-Yahya et al., 2000 Caralluma retrospiciens Halim and Khalil., 1996 Caralluma umbellata Lee-Juian et al., 1994 Boucerosia aucheriana Tanaka et al., 1990 Boucerosia aucheriana Hayashi et al., 1988 Caralluma tuberculata Ahmad et al., 1988 Acylated Pregnane glycosides Caralluma quadrangula Abdallah et al., 2013 Caralluma sinaica Al-Massarani et al., 2012 Caralluma tuberculata Abdel-Sattar et al., 2008 Caralluma russeliana Abdel-Sattar et al., 2007 Pregnane glycoside diesters Caralluma russeliana Abdel-Mogib and Raghib, 2013 Oxy Pregnane glycosides Caralluma pencillata Abdel-Sattar et al., 2002 Caralluma pencillata Abdel-Sattar et al., 2001 Polooxy Pregnane glycosides Caralluma retrospiciens Halaweish et al., 2004 Steroidal glycosides Caralluma umbellata Kunert et al., 2009 Caralluma stalagmifera Kunert et al., 2006 Caralluma dalzielii Oyama et al., 2007 Caralluma lasiantha Qiu et al., 1999 Caralluma umbellata Qiu et al., 1997 Caralluma indica Kunert et al., 2006 Acylated steroidal glycosides Caralluma tuberculata Waheed et al., 2011 Pregnane steroids/pregnanes Caralluma umbellata Ramesh et al., 2005 Caralluma pauciflora Reddy et al., 2011 Caralluma umbellata Kishore et al., 2010 Caralluma umbellata Babu et al., 2008 Pregnane ester aglycones Caralluma retrospiciens Khalil, 1995 Triterpenoid Caralluma attenuata Jayalakshmi et al., 2016 Terpenoids Caralluma europaea Formisano et al., 2009 β-sitosterol, lupeol Caralluma wissmannii Dawidar et al., 2012 Caralluma adscendens var. gracilis Reddy et al., 2011 Caralluma truncato-coronata Kalimuthu et al., 2013 Rutin Caralluma nilagiriana Renuka, 2014
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