Anthracene glycosides are oxygenated derivatives that are used as laxatives, anti-inflammatory, antibacterial and antifungal agents. They include anthrones, anthranols, oxanthrones and dianthrones, which can occur as aglycones or glycosides. Important anthracene glycosides are found in plants like senna, rhubarb, and aloe. Senna contains active constituents like sennosides and has been used historically as a purgative.
Organic Name Reactions for the students and aspirants of Chemistry12th.pptx
Anthra quinone glycosides part 1
1. Anthracene (Anthraquinone)
Anthracene (Anthraquinone)
Glycosides
Glycosides
Anthracene glycosides are oxygenated derivatives of pharmacological
Anthracene glycosides are oxygenated derivatives of pharmacological
importance that are used as laxatives or cathartics, anti-inflammatory,
importance that are used as laxatives or cathartics, anti-inflammatory,
antibacterial, antifungal and also as natural dyes.
antibacterial, antifungal and also as natural dyes.
based on anthracene molecule
1
4
9
10
8
5
Anthraquinone
Reduction
Oxidation
Oxanthrone
Anthrone
O
O
O
OH
H
O
H
H
Oxidation
Anthranol
OH
tautomerization
Reduction
2. 2
2
Anthranols and Anthrones
Anthranols and Anthrones
Reduced anthraquinone derivatives.
Reduced anthraquinone derivatives.
Occur either freely (aglycones) or as glycosides.
Occur either freely (aglycones) or as glycosides.
Isome.
Isomers.
Anthrone:
Anthrone: Parent structure (pale yellow, non-
Parent structure (pale yellow, non-
soluble in alkali, non-fluorescent)
soluble in alkali, non-fluorescent)
Anthronol:
Anthronol: brown-yellow, soluble in alkali,
brown-yellow, soluble in alkali,
strongly fluorescent
strongly fluorescent
Anthronol derivatives
Anthronol derivatives (e.g. in Aloe – have similar
(e.g. in Aloe – have similar
properties – fluorescence used for identification)
properties – fluorescence used for identification)
3. 3
3
Oxanthrones
Oxanthrones
Found in
Found in Cascara
Cascara bark
bark
Intermediate products (between
Intermediate products (between
anthraquinones and anthranols)
anthraquinones and anthranols)
When oxidised oxanthrones it form
When oxidised oxanthrones it form
anthraquinones
anthraquinones
Oxanthrones are detected by
Oxanthrones are detected by Modified
Modified
Borntrager’s Test
Borntrager’s Test
(oxanthrones oxidised using hydrogen
(oxanthrones oxidised using hydrogen
peroxide)
peroxide)
oxanthrone
4. Dianthrones
Dianthrones
Derived from 2 anthrone
Derived from 2 anthrone
molecules
molecules
2 molecules may/not be
2 molecules may/not be
identical
identical
Dianthrones are form easily
Dianthrones are form easily
due to mild oxidation of
due to mild oxidation of
anthrones
anthrones
It form important
It form important
aglycones
aglycones
Cassia
Cassia
Rheum
Rheum
4
4
5. The activity decreases as oxidation level increase.
The activity decreases as oxidation level increase.
Forms of Anthracene derivatives in Plants:
Forms of Anthracene derivatives in Plants:
Aglycones:
Aglycones:
OH OH
CH3
HO
O
O
OH OH
CH2OH
O
O
OH OH
CH3
O
O
OH OH
COOH
O
O
Rhein
Chrysophanol
Emodin Aloe-emodin
6. Dimeric Anthracene derivatives:
Dimeric Anthracene derivatives:
They are derived from two anthracene unites connected by covalent
They are derived from two anthracene unites connected by covalent
C-C bond through C-10.
C-C bond through C-10.
Homo-Dianthrones:
Homo-Dianthrones:
The two anthrone moieties are similar. e.g. Sennidins A&B and their
The two anthrone moieties are similar. e.g. Sennidins A&B and their
corresponding glycosides Sennosides A&B. They are all formed of
corresponding glycosides Sennosides A&B. They are all formed of
two Rhein monomers. The A group are (l)-form while the B group are
two Rhein monomers. The A group are (l)-form while the B group are
meso compounds with zero optical rotation.
meso compounds with zero optical rotation.
OR OH
COOH
O
OR
OH
HOOC
O
H
H
R= H Sennidin A
R= Glc Sennoside A
R= H Sennidin B
R= Glc Sennoside B
=
=
=
=
7. Hetero-Dianthrones:
Hetero-Dianthrones:
The two anthrone moieties are different. e.g. Sennidins C&D and their
The two anthrone moieties are different. e.g. Sennidins C&D and their
corresponding glycosides Sennosides C&D. They are all formed of
corresponding glycosides Sennosides C&D. They are all formed of
one Rhein and one Aloe-emodin monomers. The C group are (l)-form
one Rhein and one Aloe-emodin monomers. The C group are (l)-form
while the D group are meso compounds with zero optical rotation.
while the D group are meso compounds with zero optical rotation.
OR OH
CH2OH
O
OR
OH
HOOC
O
H
H
R= H Sennidin C
R= Glc Sennoside C
R= H Sennidin D
R= Glc Sennoside D
=
=
=
=
8. Glycosides:
Glycosides:
O-glycosides:
O-glycosides:
e.g. Cascarosides A & B. They are both O- and C-glycosides. Each
e.g. Cascarosides A & B. They are both O- and C-glycosides. Each
one contain two sugar unites.
one contain two sugar unites.
C-glycosides:
C-glycosides:
e.g. Barbaloin it is formed from the removal of one sugar from
e.g. Barbaloin it is formed from the removal of one sugar from
Cascarosides.
Cascarosides.
O OH
CH2OH
O
R
R1
Glc
R= Glc, R1= H Cascaroside A
R= H, R1= Glc Cascaroside B
OH OH
CH2OH
O
Glc
H
9. Structure-Activity Relationship:
Structure-Activity Relationship:
Glycosylation is essential for activity.
Glycosylation is essential for activity.
Hydroxylation at C-1 and C-8 is essential for activity.
Hydroxylation at C-1 and C-8 is essential for activity.
Oxidation level at C-9 and C-10 is important:
Oxidation level at C-9 and C-10 is important:
lowest
Highest level of oxidation (anthraquinones) have the lowest
activity.
activity.
Oxanthrones are less active than anthrones.
Oxanthrones are less active than anthrones.
Complete reduction of C-9 and C-10 eliminates the activity.
Complete reduction of C-9 and C-10 eliminates the activity.
Substitution at C-3 have great impact on activity:
Substitution at C-3 have great impact on activity:
CH
CH2
2 OH > CH
OH > CH3
3 > COOH
> COOH
10. 10
10
Introduction to Anthraquinones
Introduction to Anthraquinones
Historically: Rhubarb, Senna, Aloes and
Historically: Rhubarb, Senna, Aloes and
Cascara were all used as purgative drugs.
Cascara were all used as purgative drugs.
Monocotyledons:
Monocotyledons: Only Liliaceae.
Only Liliaceae.
Most commonly C-glycoside: barbaloin.
Most commonly C-glycoside: barbaloin.
Dicotyledons:
Dicotyledons: Rubiaceae, Leguminosae,
Rubiaceae, Leguminosae,
Polygonaceae, Rhamnaceae, Ericaceae,
Polygonaceae, Rhamnaceae, Ericaceae,
Euphorbiaceae, Lythraceae, Saxifragaceae,
Euphorbiaceae, Lythraceae, Saxifragaceae,
Scrophulariaceae and Verbenacacea. Also in
Scrophulariaceae and Verbenacacea. Also in
certain fungi and lichen.
certain fungi and lichen.
11. 11
11
Reduced derivatives
Reduced derivatives of anthraquinones
of anthraquinones
Oxanthrones, anthranols and anthrones
Oxanthrones, anthranols and anthrones
Compounds formed by the union of 2
Compounds formed by the union of 2
anthrone molecules
anthrone molecules
Dianthrones
Dianthrones
Aglycones:
Aglycones:
Chrysophanol/Chrysophanic acid
Chrysophanol/Chrysophanic acid
Rhubarb and
Rhubarb and
Senna.
Senna.
Rhein
Rhein
Rhubarb and Senna
Rhubarb and Senna
Aloe-emodin
Aloe-emodin
Rhubarb and Senna
Rhubarb and Senna
Emodin
Emodin
Rhubarb and Cascara
Rhubarb and Cascara
12. Senna - Leguminosae
Senna - Leguminosae
1)
1) Consists of the dried
Consists of the dried
leaflets of
leaflets of Cassia
Cassia acutifolia
acutifolia
(Alexandrian senna)
(Alexandrian senna)
2) ripe fruit (senna pod) of
2) ripe fruit (senna pod) of
Cassia acutifolia
Cassia acutifolia
3) dried leaflets of
3) dried leaflets of Cassia
Cassia
angustifolia
angustifolia (Tinnevelly
(Tinnevelly
senna –indian senna).
senna –indian senna).
Use:
Use: Laxative & purgative
Laxative & purgative
12
12
13. Alexandrian senna
Alexandrian senna
Syn.
Syn.: Folia senna, Cassia senna,
: Folia senna, Cassia senna,
Egyptian senna, Nubian senna
Egyptian senna, Nubian senna
B.S.:
B.S.: dried leaflets of
dried leaflets of Cassia acutifolia
Cassia acutifolia
Delile.
Delile.
Family
Family: Leguminosae
: Leguminosae
G.s.: Indigenous to Africa (tropical
G.s.: Indigenous to Africa (tropical
regions), Sudan, middle and nile
regions), Sudan, middle and nile
territories
territories
Used since 9
Used since 9th
th
and 10
and 10th
th
century
century
Itroduced into medicine by Arab
Itroduced into medicine by Arab
physicians (used both the leaves and
physicians (used both the leaves and
pods)
pods)
Exported by Alexandria – name of the
Exported by Alexandria – name of the
Sudanese drug.
Sudanese drug.
13
13
15. Cultivation & collection
Cultivation & collection
It is small shrub up to 2 mt. height.
It is small shrub up to 2 mt. height.
Obtained from cultivated & wild zone.
Obtained from cultivated & wild zone.
Collected in
Collected in September
September
Whole branches bearing leaves are dried in the
Whole branches bearing leaves are dried in the
sun.
sun.
Pods and large stalks are separated with
Pods and large stalks are separated with
sieves.
sieves.
Leaves are graded (whole leaves and half-leave
Leaves are graded (whole leaves and half-leave
mix, siftings).
mix, siftings).
Whole leaves – sold to public
Whole leaves – sold to public
Rest – used for galenicals (herbal remidies).
Rest – used for galenicals (herbal remidies).
15
15
16. 16
16
Senna – chemical Constituents
Senna – chemical Constituents
Senna consist four types of glycosides
Senna consist four types of glycosides:
:
Sennoside A
Sennoside A
Sennoside B
Sennoside B
Sennoside C
Sennoside C
Sennoside D
Sennoside D
In their active costituents are sennoside A, sennosides B
In their active costituents are sennoside A, sennosides B
Upon hydrolysis of sennosides it gives two molecules
Upon hydrolysis of sennosides it gives two molecules
glucose+aglycones: Sennidin A and Sennidin B.
glucose+aglycones: Sennidin A and Sennidin B. Rhein
Rhein
8-glucosides, Rhein 8-diglucosides
8-glucosides, Rhein 8-diglucosides
Aloe-emodin
Aloe-emodin
Crysophenic acid, myricyl alcohol, resin
Crysophenic acid, myricyl alcohol, resin
Tinnevellin glycoside(indian senna), 6-hydroxy mucizin
Tinnevellin glycoside(indian senna), 6-hydroxy mucizin
glucoside
glucoside
17. Chemical constituents:
Chemical constituents:
(i) 1 and 1,8 ‘O’ glucosides
(i) 1 and 1,8 ‘O’ glucosides
= 1
= 1st
st
series glycosides
series glycosides
aglycones: rhein, aloe emodin
aglycones: rhein, aloe emodin
(ii) dimeric dianthrones
(ii) dimeric dianthrones
= 2
= 2nd
nd
series
series
reduced products
reduced products
dimer can be split into two parts with FeCl3
hydrolysis and monomer aglycones assayed for
18. Indian Senna
Indian Senna
Syn.
Syn.: Cassia leaf, Sonmukhi, senai-ki-patti, bhumiari
: Cassia leaf, Sonmukhi, senai-ki-patti, bhumiari
B.S.:
B.S.: dried leaflets of Cassia angustifolia Vahl.
Family
Family: Leguminosae
: Leguminosae
G.S.:
G.S.: South India, Tinneveley & Ramanathpurum district,
South India, Tinneveley & Ramanathpurum district,
Pakistan
Pakistan
Morphology:
Morphology:
Color: yellowish green
Odour: Slight & characteristic
Taste: Bitter & mucilagenous
Shape: lanceolate to ovate lanceolate,
entire margin, uneven base, acute apex,
lamina pubesent.
Size: 2.5 cm-6 cm long & 5mm-8mm wide.
19. Cultivation & collection
Cultivation & collection
It is small shrub up to 1-1.5 mt. height. Twice a year & after
It is small shrub up to 1-1.5 mt. height. Twice a year & after
paddy crops.
paddy crops.
Soil required is sandy loamy, coarse gravelly, loamy soil
Soil required is sandy loamy, coarse gravelly, loamy soil
which well ploughed, leveled & semi-irrigated.
which well ploughed, leveled & semi-irrigated.
Seeds sawn in
Seeds sawn in October & February
October & February. Within
. Within 2-3 months
2-3 months plant
plant
are ready for
are ready for collection
collection.
.
Leaflets are collected by hand before flowring. Dried in shade
Leaflets are collected by hand before flowring. Dried in shade
to maintain natural green color.
to maintain natural green color.
1
1st
st
stage: leaflet are greenish in color & thick
stage: leaflet are greenish in color & thick
2
2nd
nd
stage: harvesting is done after 30 days of 1
stage: harvesting is done after 30 days of 1st
st
stage
stage
3
3rd
rd
stage: plant are uprooted
stage: plant are uprooted
Packing:
Packing: in bales with pressure that cause oblique impressions
in bales with pressure that cause oblique impressions
in leaves. it remain less brittle and in good condition.
in leaves. it remain less brittle and in good condition.
Fresh:
Fresh: anthron, dried at 20-50◦ - dianthron, above 50◦ -
anthron, dried at 20-50◦ - dianthron, above 50◦ -
anthraquinone
anthraquinone
19
19
21. Comparison of
Comparison of
Alexandrian and Tinnevelly Senna
Alexandrian and Tinnevelly Senna
Macroscopical
Macroscopical
larger than 4 cm in
larger than 4 cm in
length
length
Grey-green
Grey-green
Asymmetric at base
Asymmetric at base
Broken and curled at
Broken and curled at
edges
edges
Few press markings
Few press markings
Macroscopical
Macroscopical
exceeds 5cm in length
exceeds 5cm in length
Yellow-green
Yellow-green
Less asymmetric at
Less asymmetric at
base
base
broken and normally
broken and normally
flat
flat
Often shows
Often shows
impressions (mid vein)
impressions (mid vein)
21
21
22. Comparison between
Comparison between
Alexandrian and Tinnevelly Senna
Alexandrian and Tinnevelly Senna
Microscopical
Microscopical
Hairs – numerous
Hairs – numerous
(approximately three
(approximately three
epidermal cells apart)
epidermal cells apart)
Most stomata have
Most stomata have
two subsidiary cells
two subsidiary cells
Microscopical
Microscopical
Hairs less numerous
Hairs less numerous
(approximately six
(approximately six
epidermal cells apart)
epidermal cells apart)
Stomata have 2-3
Stomata have 2-3
subsidiary cells with
subsidiary cells with
the respective ratio 7:3
the respective ratio 7:3
22
22
23. Comparison between
Comparison between
Alexandrian and Tinnevelly Senna
Alexandrian and Tinnevelly Senna
Chemical Tests
Chemical Tests
Ether extract of
Ether extract of
hydrolysed acid
hydrolysed acid
solution of herb with
solution of herb with
methanolic
methanolic
magnesioum acetate
magnesioum acetate
solution gives
solution gives
Pink colour in
Pink colour in
daylight
daylight
Pale green-orange
Pale green-orange
colour in filtered UV
colour in filtered UV
light
light
TLC
TLC
Hydroxymusizin
Hydroxymusizin
Chemical Tests
Chemical Tests
Same Test
Same Test
Orange colour in
Orange colour in
daylight
daylight
Yellow-green colour
Yellow-green colour
in filtered UV light
in filtered UV light
TLC
TLC
Tinnevellin glycoside
Tinnevellin glycoside
23
23
24. Senna – Allied Drugs &
Senna – Allied Drugs & Substitutes
Substitutes
1.
1. Bombay, Mecca and Arabian Sennas (found in
Bombay, Mecca and Arabian Sennas (found in Cassia
Cassia
angustifolia
angustifolia from Arabia).
from Arabia).
2.
2. Palthe senna(
Palthe senna( Cassia Auriculata)
Cassia Auriculata)
3.
3. Dog senna –
Dog senna – Cassia obovata
Cassia obovata
4.
4. Cassia podocarpa
Cassia podocarpa
5.
5. Argel leaves – Solenostemma argel
Argel leaves – Solenostemma argel
6.
6. Coriario myrtifolia
Coriario myrtifolia
24
24
25. Senna Fruit
Senna Fruit
Definition:
Definition: Senna
Senna
pods
pods are the dried,
are the dried,
ripe fruits of
ripe fruits of Cassia
Cassia
senna
senna and
and Cassia
Cassia
angustifolia
angustifolia, which
, which
are commercially
are commercially
known as Alexandrian
known as Alexandrian
and Tinnevelly senna
and Tinnevelly senna
pods respectively.
pods respectively.
Both have separate
Both have separate
monographs
monographs
25
25
26. Senna Fruit - Collection
Senna Fruit - Collection
Pods are collected with
Pods are collected with
the leaves and dried in
the leaves and dried in
a similar fashion.
a similar fashion.
After separation of the
After separation of the
leaves, the pods are
leaves, the pods are
hand-picked into
hand-picked into
various qualities, the
various qualities, the
finer being sold
finer being sold
(commercially), while
(commercially), while
the finer pieces are
the finer pieces are
used to make
used to make
galenicals.
galenicals.
26
26
27. Senna Fruit - Constituents
Senna Fruit - Constituents
Active constituents
Active constituents
are found in the
are found in the
pericarp.
pericarp.
Similar to those
Similar to those
actives of the leaves
actives of the leaves
Sennoside A
Sennoside A
Sennidin
Sennidin
27
27
28. Senna – Additional uses
Senna – Additional uses
Medicinal Actions
Medicinal Actions
Vermifuge, diuretic,
Vermifuge, diuretic,
febrifuge
febrifuge
Other uses:
Other uses: laxative
laxative
candy (bitter taste).
candy (bitter taste).
Also used to treat
Also used to treat
flatulence, gout, fever.
flatulence, gout, fever.
Topically:
Topically: poultice
poultice
prepared with vinegar to
prepared with vinegar to
treat pimples.
treat pimples.
NOTE: Senna may
NOTE: Senna may
cause urine to become
cause urine to become
reddish – no clinical
reddish – no clinical
significance
significance.
.
Contra-indications
Contra-indications
Gout, colitis, GI
Gout, colitis, GI
inflammation.
inflammation.
Should not be used with
Should not be used with cardiac
cardiac
glycosides.
glycosides.
Seeds/pods
Seeds/pods give gentler action
give gentler action
than leaves: more appropriate for
than leaves: more appropriate for
the young, elderly and those
the young, elderly and those
prone to stomach cramps.
prone to stomach cramps.
NB:
NB: Over-use causes
Over-use causes
dependency.
dependency.
Overdose: nausea, bloody
Overdose: nausea, bloody
diarrhoea, vomiting and nephritis.
diarrhoea, vomiting and nephritis.
Long-term use: dehydration &
Long-term use: dehydration &
electrolyte depletion, worsening
electrolyte depletion, worsening
constipation and weakening
constipation and weakening
intestinal muscles.
intestinal muscles.
28
28
29. Some Drugs containing Anthracene derivatives:
Some Drugs containing Anthracene derivatives:
Senna
Senna:
:
Leaves and pods contain Sennosides A-D.
Leaves and pods contain Sennosides A-D.
The C-C bond protect the anthrone from oxidation.
The C-C bond protect the anthrone from oxidation.
30. Chemical test:
Chemical test:
Borntrager’s and Modified Borntrager’s test:
Borntrager’s and Modified Borntrager’s test:
For Aglycones:
For Aglycones:
Extract plant material with organic solvent.
Extract plant material with organic solvent.
Shake with NH
Shake with NH4
4 OH OR KOH.
OH OR KOH.
For O-Glycosides:
For O-Glycosides:
Boil plant material with dil. HCl for 10 min, filter and shake with
Boil plant material with dil. HCl for 10 min, filter and shake with
organic solvent (Ether or Benzene).
organic solvent (Ether or Benzene).
Separate the organic solvent.
Separate the organic solvent.
Shake with NH
Shake with NH4
4 OH OR KOH.
OH OR KOH.
For C-Glycosides:
For C-Glycosides:
Boil plant material with dil. HCl/FeCl
Boil plant material with dil. HCl/FeCl3
3 , filter and shake with
, filter and shake with
organic solvent (Ether or Benzene).
organic solvent (Ether or Benzene).
Separate the organic solvent.
Separate the organic solvent.
Shake with NH
Shake with NH4
4 OH OR KOH.
OH OR KOH.
Positive result indicated by
Positive result indicated by Rose Red colour
Rose Red colour in
in
the aqueous alkaline layer.
the aqueous alkaline layer.
31. Cascara
Cascara
Syn: Sacred bark, cortex rhamni, Californian buckthron, cascara
Syn: Sacred bark, cortex rhamni, Californian buckthron, cascara
sagrada
sagrada
B.S.;
B.S.; Rhamnus pershiana
Rhamnus pershiana
Family:
Family: Rhamnaceae
Rhamnaceae
G.S.: N.Colifornia, columbia, canada, Kenya
G.S.: N.Colifornia, columbia, canada, Kenya
Morphology:
Morphology:
Color: outer surface: dark purple to brown (lichens & moss)
Color: outer surface: dark purple to brown (lichens & moss)
Inner surface: yellow to reddish brown
Inner surface: yellow to reddish brown
Odour: cherecterictic
Odour: cherecterictic
Taste: bitter
Taste: bitter
Shape: Single squill, curved or channel
Shape: Single squill, curved or channel
Size: 5-20 cm long, 2-3 cm wide, 1.2-4 mm thick
Size: 5-20 cm long, 2-3 cm wide, 1.2-4 mm thick
32. C&C: Cascaroside A,B,C,D
C&C: Cascaroside A,B,C,D
Use: bark extract
Use: bark extract
collected, dried and stored for 12 months (↓ anthraquinone
collected, dried and stored for 12 months (↓ anthraquinone
content -> less toxic)
content -> less toxic)
more violent purgative
more violent purgative
griping action
griping action
harder to eliminate
harder to eliminate
Use
Use: night before to clear bowels for x-rays.
: night before to clear bowels for x-rays.
Larg dose use as cathartic.
Larg dose use as cathartic.
33. Chemical constituents:
Chemical constituents:
(i) 4 primary glycosides
(i) 4 primary glycosides
O- and C- linkages
O- and C- linkages
(ii) C-glycosides - two aloins
(ii) C-glycosides - two aloins
barbaloin – derived from aloe-emodin
barbaloin – derived from aloe-emodin
chrysaloin – derived from chrysophanol
chrysaloin – derived from chrysophanol
(iii) a number of O-glycosides
(iii) a number of O-glycosides
derived from emodin oxanthrone, aloe-emodin, chrysophanol
derived from emodin oxanthrone, aloe-emodin, chrysophanol
(iv) various dianthrones
(iv) various dianthrones
incl. emodin, aloe-emodin, chrysophanol, herterodianthrones palmidin A
incl. emodin, aloe-emodin, chrysophanol, herterodianthrones palmidin A
B C
B C
(v) aloe-emodin, chrysophanol, emodin in free state
(v) aloe-emodin, chrysophanol, emodin in free state
To get aglycones FeCl3
To get aloins oxidise with acid
34. Rhubarb
Rhubarb
Syn.: Rheum, Radix rhei, da huang
Syn.: Rheum, Radix rhei, da huang
B.S.: Peeled & dried rhizomes , root of
B.S.: Peeled & dried rhizomes , root of Rheum officinale
Rheum officinale
Bail.,
Bail., R.palmetum L
R.palmetum L.,
., R.rhaponticum
R.rhaponticum Willd (chinese)
Willd (chinese)
R.emodi
R.emodi Wall.,
Wall., R. webbianum
R. webbianum Royale (Indian)
Royale (Indian)
Family: Polygonaceae
Family: Polygonaceae
G.S.: Tibet to south east china, germany, south europe,
G.S.: Tibet to south east china, germany, south europe,
kashmir, kullu, Sikkim, UP, panjab, nepal
kashmir, kullu, Sikkim, UP, panjab, nepal
35. Morphology
Morphology
Color:
Color: fresh surface after cut pink to dull grey in day
fresh surface after cut pink to dull grey in day
light & reddish brown U
light & reddish brown UV
V
Odour:
Odour: Characteristics
Characteristics
Taste:
Taste: Bitter, gritty, astringent
Bitter, gritty, astringent
Size:
Size: 8-10 cm in length, 3-4 cm thick
8-10 cm in length, 3-4 cm thick
C.C.
C.C.:
: rhein, glucorhein, emodin, aloe emodin and
rhein, glucorhein, emodin, aloe emodin and
chrysophenol
chrysophenol
Palmidin A, B, C
Palmidin A, B, C
Rheinoside A,B,C,D
Rheinoside A,B,C,D
36. USE
USE
Bitter, stomachic, laxative, purgative, diarrhoea,
Bitter, stomachic, laxative, purgative, diarrhoea,
eczema, psoriasis
eczema, psoriasis
ADULTRANTS
ADULTRANTS
Rheum rhaponticum,
Rheum rhaponticum,
R. undulatum
R. undulatum
R.copactum
R.copactum
Japanese rhubarb
Japanese rhubarb
37. ALOE
ALOE
Syn.: Kumari, musabar, korphad, Gheekunwar, Ghrit
Syn.: Kumari, musabar, korphad, Gheekunwar, Ghrit
kumara
kumara
B.S.: dried juce of leaves of
B.S.: dried juce of leaves of Aloe barbadensis
Aloe barbadensis Miller(
Miller(
Curacao Aloe),
Curacao Aloe), Aloe perryi
Aloe perryi Baker (Socotrine aloe),
Baker (Socotrine aloe),
Aloe ferox
Aloe ferox Miller.,
Miller., Aloe spicata
Aloe spicata Baker (Cape Aloe)
Baker (Cape Aloe)
Family: Liliaceae
Family: Liliaceae
G.S.: Estern & southern Africa, west Indies, India,
G.S.: Estern & southern Africa, west Indies, India,
western region.
western region.
39. Cultivation
Cultivation
Sandy, lomy, well drained soil.
Sandy, lomy, well drained soil.
Acidic, Basic, Neutral.
Acidic, Basic, Neutral.
Grow in dry climate condition. It is xerophytic plant.
Grow in dry climate condition. It is xerophytic plant.
Propagated by seed, sawn in spring, germinate in 1-6
Propagated by seed, sawn in spring, germinate in 1-6
mnths at 16 degree C. then transferred in pot.
mnths at 16 degree C. then transferred in pot.
Offsets & suckers are available in spring.
Offsets & suckers are available in spring.
Suckers planted in raw 50 cm in rainy season.
Suckers planted in raw 50 cm in rainy season.
2
2nd
nd
year harvesting is started upto next 12 year.
year harvesting is started upto next 12 year.
After that plant are uprooted.
After that plant are uprooted.
Aloitic juice collected after cutting leaves.
Aloitic juice collected after cutting leaves.
40. Aloe - Liliaceae
Aloe - Liliaceae
Definition:
Definition: Aloes are the
Aloes are the
solid residue obtained by
solid residue obtained by
evaporating the liquid which
evaporating the liquid which
drains from the transversely
drains from the transversely
cut leaves of various
cut leaves of various Aloe
Aloe
species.
species.
The juice is usually
The juice is usually
concentrated by boiling and
concentrated by boiling and
solidifies on cooling.
solidifies on cooling.
Official varieties are the
Official varieties are the
Cape Aloes from SA and
Cape Aloes from SA and
Kenya (
Kenya (Aloe ferox
Aloe ferox), and the
), and the
Curacao Aloes from West
Curacao Aloes from West
Indies (
Indies (Aloe barbadensis
Aloe barbadensis).
).
40
40
41. 41
41
Preparation of Cape Aloes
Preparation of Cape Aloes
Cape Aloes are prepared from the wild plants
Cape Aloes are prepared from the wild plants of Aloe
of Aloe
ferox
ferox.
.
Leaves are cut transversely near the base.
Leaves are cut transversely near the base.
Two hundred leaves arranged around a shallow hole in
Two hundred leaves arranged around a shallow hole in
the ground (lined with canvas or goatskin).
the ground (lined with canvas or goatskin).
Cut ends overlap & drain into the canvas.
Cut ends overlap & drain into the canvas.
After 6hrs all the juice is collected.
After 6hrs all the juice is collected.
Transferred to a drum.
Transferred to a drum.
Boiled for 4hrs on an open fire.
Boiled for 4hrs on an open fire.
Poured into tins while hot
Poured into tins while hot
solidifies.
solidifies.
43. Cape Aloes - Characteristics
Cape Aloes - Characteristics
Dark brown or Green-
Dark brown or Green-
brown
brown
Glassy masses
Glassy masses
Thin fragments have
Thin fragments have
a deep olive colour
a deep olive colour
Semi-transparent.
Semi-transparent.
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43
44. Cape Aloes - Characteristics
Cape Aloes - Characteristics
Powder: green-yellow
Powder: green-yellow
When rubbed two pieces
When rubbed two pieces
of drug together – powder is
of drug together – powder is
found on the surfaces.
found on the surfaces.
Characteristic sour odour
Characteristic sour odour
(rhubarb/apple-tart odour).
(rhubarb/apple-tart odour).
Taste: nauseous and bitter.
Taste: nauseous and bitter.
Microscopy: powder in
Microscopy: powder in
lactophenol – amorphous.
lactophenol – amorphous.
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44
45. Characteristics of Curacao Aloes
Characteristics of Curacao Aloes
Colour: yellow-brown – chocolate brown.
Colour: yellow-brown – chocolate brown.
Cut at base, V shaped container of wood 1-2 m long with
Cut at base, V shaped container of wood 1-2 m long with
cut surface towards container.
cut surface towards container.
Poor qualities (overheated) black colour.
Poor qualities (overheated) black colour.
Opaque
Opaque
Breaks with a waxy facture
Breaks with a waxy facture
Semi-transparent
Semi-transparent
More opaque on keeping.
More opaque on keeping.
Nauseous and bitter taste.
Nauseous and bitter taste.
Thick hot juice taken completely in copper(metal) pan till it
Thick hot juice taken completely in copper(metal) pan till it
become thick (hard)
become thick (hard)
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45
46. Socotrine aloe
Socotrine aloe
Juice collected on goat skin and allow to dry for long
Juice collected on goat skin and allow to dry for long
time without heating or boliling.
time without heating or boliling.
It forms viscous pasty mass which is filled in
It forms viscous pasty mass which is filled in
container of wood.
container of wood.
Zinzibar aloe
Zinzibar aloe
Same as above
Same as above
Also called monkey skin aloe.
Also called monkey skin aloe.
47. Aloes - Constituents
Aloes - Constituents
C-glycosides
C-glycosides
Resins
Resins
Glycosides
Glycosides
Aloin
Aloin
Barbaloin
Barbaloin
Isobarbaloin
Isobarbaloin
Aloe-emodin
Aloe-emodin
Cape Aloes:
Cape Aloes: Also Contain
Also Contain
Aloinoside A
Aloinoside A &
& Aloinoside B
Aloinoside B
(O-glycosides of
(O-glycosides of
barbaloin)
barbaloin)
47
47
49. Aloe Constituents & Chemical
Aloe Constituents & Chemical
Tests:
Tests:
Unlike C-glycosides, O-glycosides
Unlike C-glycosides, O-glycosides
of
of Aloe
Aloe are not hydrolysed by
are not hydrolysed by
heating with dilute acids or alkali.
heating with dilute acids or alkali.
Can be decomposed with ferric
Can be decomposed with ferric
chloride & dilute HCl -
chloride & dilute HCl - NB
NB:
: Modified
Modified
Borntrager’s Test
Borntrager’s Test – oxidative
– oxidative
hydrolysis. Anthraquinones give a
hydrolysis. Anthraquinones give a
red
red colour when shaken with dilute
colour when shaken with dilute
ammonia.
ammonia.
NB:
NB: All Aloes give a strong
All Aloes give a strong green
green
fluorescence
fluorescence with borax
with borax
(characteristic of anthranols) -
(characteristic of anthranols) -
General test for aloes.
General test for aloes.
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49
50. Aloe
Aloe - Uses
- Uses
Purgative, abortification,
Purgative, abortification,
emolient, stomachic,
emolient, stomachic,
stimulant & tonic.
stimulant & tonic.
Used in solar, tharmal,
Used in solar, tharmal,
radiation burns, in skin
radiation burns, in skin
irritation
irritation
Cosmetic
Cosmetic
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50
51. Aloe – Additional uses
Aloe – Additional uses
Medicinal Uses:
Medicinal Uses:
Anti-bacterial, anti-fungal,
Anti-bacterial, anti-fungal,
chologoge, emmenogogue,
chologoge, emmenogogue,
anti-inflammatory (juice),
anti-inflammatory (juice),
anti-inflammatory ,
anti-inflammatory ,
demulcent, vulnerary,
demulcent, vulnerary,
immune-stimulating (gel).
immune-stimulating (gel).
Radiation burns
Radiation burns (internal and
(internal and
external use)
external use)
Contra-indications
Contra-indications
Pregnancy & lactation
Pregnancy & lactation
(internal uses)
(internal uses)
Etymology
Etymology
Name derives from Arabic
Name derives from Arabic
alu,
alu, meaning shiny or bitter
meaning shiny or bitter
in reference to the gel.
in reference to the gel.
Other uses
Other uses
Khoi-San hunters rub gel
Khoi-San hunters rub gel
on their bodies to reduce
on their bodies to reduce
sweating and mask their
sweating and mask their
scent.
scent.
Used to break nail-biting
Used to break nail-biting
habit.
habit.
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51
52. Aloe vera Products
Aloe vera Products
These are derived from
These are derived from
the mucilage gel –
the mucilage gel –
parenchyma cells
parenchyma cells
Should not be confused
Should not be confused
with aloes (juice of
with aloes (juice of
pericycle – juice used for
pericycle – juice used for
laxative effect).
laxative effect).
Cosmetic industry
Cosmetic industry
(usefulness often
(usefulness often
exaggerated) - Used as
exaggerated) - Used as
suntan lotions, tonics and
suntan lotions, tonics and
food additives.
food additives.
Mucilage =
Mucilage =
polysaccharide of
polysaccharide of
glucomannans and pectin
glucomannans and pectin
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