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The general characteristic of
SAPONINS
SAPONINS-containing
Medicinal plants and herbal
drugs
National University of Pharmacy
Department of Chemistry of Natural Compounds and
nutriciology
Plan
1. Give the definition of the terms “Triterpenoids”, “Saponins”,
“Sapogenins”, “Steroids”, “Foaming index”.
2. Classification of saponins with examples of structures.
3. Physical and chemical properties of saponins.
4. Identification of saponins.
5. Quantitative analysis of saponins .
6. Biological properties of saponins.
7. Medicinal plants, plant material containing saponins.
Introduction
Saponins are naturally occurring plant glycosides; which is to say they
are phytochemicals — chemicals found in plants. They possess soap-like qualities
and produce a lather when mixed with water.
Saponins have a unique chemical structure that produces foam when mixed
with water, just like a detergent.
And, also like detergent, saponins can bind with water as well as fats and oils.
This means that, in the digestive tract, saponins produce an emulsification of
fat-soluble molecules.
Specifically, saponins bind to bile acids and help eliminate them from the
body, preventing cholesterol from being reabsorbed. You might even say
saponins “wash away” various toxins.
The unique chemical structure of saponins allows them to offer a number of
prospective health benefits.
It’s believed saponins have a favorable effect on cholesterol, can help boost
the immune system, have an antioxidant effect, and may even support
bone strength.
Questions
1. Give the definition of the term “Triterpenoids”, “Saponins”, “Sapogenins”,
“Steroids”, “Foaming index”.
2. Classification of saponins with examples of structures.
3. Physical and chemical properties of saponins.
4. Identification of saponins based on their physical, biological and chemical
properties (reagent used – result obtained).
5. Quantitative analysis of saponins – methods and their descriptions.
6. Biological properties of saponins.
7. Structures of saponins: α-amyrin, β-amyrin, lupeol, friedelin, dammarane,
cycloartane, panaxadiol, panaxatriol, calendulosides, glycyrrhizinic acid,
glycyrrhetic acid, aescin, diosgenin, cholesterol, cyclopentane perhydro
phenanthrene.
8. Medicinal plants, plant material containing saponins.
LITERATURE
 1. Pharmacognosy: textbook for higher school students / ed. by prof.
V.S. Kyslychenko. – Kharkiv: NUPh: Golden pades, 2011. – 552p.
 2.British Herbal Pharmacopoeia. – British Herbal Medicine
Assotiation, 1996. - 212 p.
 3.Trease G.E., Evans W.C. Pharmacognosy. - London; Philadelphia;
Toronto:Sydney; Tokyo; WB Saunders, 1996. - 832 p.
 4.Tyler V.E., Brady L.R., Robbers J.E. Pharmacognosy, 9-th ed. -
Leo and Fabiger. Philadelphia, 1988.-856 p.
 5.Barnes J., Anderson L., Phillipson J. Herbal medicines. - N-Y.:
Pharmaceutical press , 2007. - 710 p.
 6. Практикум по фармакогнозии: учебное пособие для студ.
вузов / под ред В.Н.Ковалева. – Х: Изд-во НФАУ, Золотые
страницы, 2003. - 512 с.
 7.European Pharmacopoeia - Fourth edition. - counsel of Europe,
Strasbourg, 2001
6
The aglycones of saponins are collectively referred
to as Sapogenins. The more poisonous saponins
are often called Sapotoxins.
Saponins – a group of natural organic compounds,
which due to their chemical structure appear to
be glycosides, possessing a high surface and
haemolytic activity, and are toxic to cold-blood
animals (frogs, fish).
7
Glycosides = natural compounds which consists of
sugar units(glycon) + aglycon (genin or nonsugar
untins) which are connected by a glycosidic bond
Saponins = natural compounds which consists of
sugar units(glycon) + aglycon or sapogenin which
are connected by a glycosidic bond
8
 Plant materials containing saponins have long
been used in many parts of the world for their
detergent properties for example, in Europe, the
root of Saponaria officinalis (Fam.
Caryophyllaceae) and in South America, the bark
of Quillaia saponaria (Fam. Rosaceae). Such
plants contain a high percentage of the glycosides
known as saponins (Latin Sapo, means Soap)
which are characterized by their property of
producing a frothing aqueous solution.
9
Properties:
 Saponins form colloidal solution in water
(hydrophilic colloids) which froths upon shaking.
These substances modify and lower the surface
tension and therefore foam when shaken. This
has led to their use to increase the foaming of beer.
 Practical industrial applications of saponins
include their use in cleaning industrial equipment
and fine fabrics and as powerful emulsifiers of
certain resins, fats and fixed oils.
10
 In general, they have a bitter, acrid taste and
drugs containing them are usually sternutatory
(causing or producing sneezing) and irritating to the
mucous membranes of eyes and nose.
 Characteristic for all saponins is their ability to
cause haemolysis of red blood corpuscles and to
destroy them. When injected into the blood
stream, they are highly toxic.
 When taken by mouth, Saponins are
comparatively harmless, being not absorbed from
the intestinal tract. Sarsaparilla, for example, is
rich in saponins but is widely used in the
preparation of non­alcoholic beverages.
11
 Saponins are toxic especially to cold-blooded
animals e.g. frogs. Many are used as fish-
poisons.
 The actual cause of the haemolysis:
The red blood cells carry sterols in their
membranes, and when brought into contact with
saponins, the sterols of the RBCs are precipitated
and the colloidal chemical properties of the
membrane are so altered as to give hemoglobin
passage to the surrounding medium.
 Saponins have a high molecular weight and their
isolation in a state of purity presents some
difficulties.
12
 Structure of Saponins (С5Н8)6 :
According to the structure of the aglycone or
sapogenin, two kinds of saponin are recognized:
1. The steroidal type.
2. The triterpenoid type.
 Both of these have a glycosidal linkage at C-3
and have a common biosynthetic origin via
mevalonic acid and isoprene units.
13
 The steroidal type (commonly
tetracyclic triterpenoids, C-27).
1. Spyrostanol type,
2. Furostanol type.
R
HO
R
O
O
HO
O
N
H
A B
C D
E
F
To compare saponine and steroidal
alkaloid (pseudoalkaloid)
Diosgenin
O
O
H
CH2
OGlu
OH
27
Solasodin
14
The triterpenoid type (tetracyclic and
pentacyclic triterpenoids, C-30).
1. Tetracyclic triterpenoids
Dammaran Cycloortan
1
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
30
Lanostan
15
2. Pentacyclic triterpenoids
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
30
A B
C D
E
Lupan
19 20
21
22
29
30
Gopan
22
29 30
23
24
25 26
28
Fridelan
28
26
25
24 23
30
29
27
-Amyrin (Ursan)
30
29
-Amyrin (Oleanan)
16
A. Steroidal saponins
 The steroidal saponins are less widely distributed
in nature than the pentacyclic triterpenoid type.
 Steroidal saponins are of great pharmaceutical
importance because of their relationship to
compounds such as the sex hormones, cortisone,
diuretic steroids, vitamin D and the cardiac
glycosides.
17
Quality determination of saponins
 Tests are based on physical properties:
а) They foam in aqueous solution.
b) Determination of chemical nature of saponines.
 Tests are based on chemical properties :
а) Precipitation: barium water; lead acetate; 1% alcoholic solution of cholesterol.
b) Color reaction:
Reagent Color
Н2SO4, conc. yellow  red-violet
Liebermann-Burhard (acetaldehyde,
Н2SO4 conc., chloroform
red ring  violet  green (steroidal)
Formaldehyde, Н2SO4 conc. Yellow  red
Laphon (Н2SO4 conc., Cu2+, >t0C) Dark blue-green
Salcovskij (Н2SO4 conc., chloroform) Orange lower layer
Sb (III), Sb(V) cloride in chloroform red  violet
Sanije (vanillin, Н2SO4 conc., >t0C) teriterpenoid– red; Steroid – yellow
Tests are based on biological properties (hemolysis).
18
Chromatographic determination of saponins
Sistem:
Chloroform:acetic
acid:methanol:water
(60:32:12:8)
reagents:
A. anise aldehide
solution with ac.acid
and methanol
B. Haemolysis reaction
1. Aescin,
2. Horse Chestnut seed,
3. Senega root,
4. Sarsaparilla root,
5. Ginseng root
.
B
A.
19
Quantitative determination of
saponins
 Biological method: determination of haemolytical index
Haemolytical index – the lowest concentration of saponins, which
can cause total haemolysis of RBCs during 24 hours.
 Gravimetric method : based on precipitation of saponins by
reagent
 Physicochemical method : determination of foaming index;
spectrophotomety, gas-liquid chromatography
Foaming index - the lowest concentration of saponins, which can
cause a persistent foam when an aqueous decoction is shaken.
20
All in all
SAPONINS:
produce high and stable foam
Have haemolytic properties
Very toxic to cold-blooded animals
Irritate mucose membranes
They are glycosides (aglycon+ sugar units),
glycosides are soluble in water and not soluble in
organic solvents, aglycone arenot soluble in water
and soluble in organic solvents
21
GINSENG ROOT - Radix Ginseng
Ginseng - Panax Ginseng C.A. Mey
Fam - Araliaceae
Ginseng occurs in Russia and Eastern Asia (Korea, China
etc). Cultivated Ginseng is produced in Korea, Japan, the
Russia and the United States, primarily in Wisconsin.
The roots are gathered from 3 to 6 year-old plant and
carefully cleaned and dried at a temperature about 50-
60oC.
Descriptoin. Ginseng root occurs in rachis-like root, to 25
cm long with 2-5 large branchings, rare without them. The
body of the root is thickened, nearly cylindrical with
clearly expressed ringed thickenings in the upper part. The
outer surface is longitudinally, rare spirally wrinkled.
Their colour is yellowish-white. The upper part of the root
narrows into transverse wrinkled rhizome-root-collar. The
rhizome is short with several scars of fallen-off stems. The
rhizome is represented by extended traces of the stem and
topical bud. The odour is specific, the taste is sweet,
burning, then bitterish.
22
Chemical constituents.
Ginseng contains a complex mixture of
triterpenoidal saponins. These glysosides have
been categorized into 3 series, the panaxosides,
the ginsenosides and the chikusetsusaponins.
Some 13 ginsenosides (e.g. ginsenosides Ro,
Ra, Rb, etc.) have been described. The
panaxosides are termed panaxoside A, B, C
etc. Ginseng root contains a mixture of both
steroidal and pentacyclic triterpenoidal
saponins. Other compounds of the root having
therapeutic activity are high-molecular-weight
polysaccharides; these are known as panaxans
and they have been shown to have
hypoglycaemic activity. Other constituents
isolated include sterols, vitamins of the B
groups, volatile oil, fixed oil, ferments.
Uses. It is classified as an ADAPTOGEN. Ginseng exerts tonic and stimulant
actions. The drug is used for treatment of anemia, diabetes, gastritis, sexual
impotence, sluggishness, exhausting, nervous tension, hypotension. The drug is
administered in such forms as powders, extracts and teas.
OH
OH
OH
Panaxatriol
OH
OH
Panaxadiol
R2O
R1O
Ginsenoside,
R1=D-glucosa-glucosa,
R2 = arabinosa - D -
glucosa
23
LOCOWEED HERB - Herba Astragali dasyanthi
Locoweed - Astragalus dasyanthus Pall.
Family - Fabaceae
Distribution. Southern Ukraine, Moldova,
Southern Russia.
Plant. A perrenial herbs. Its aerial portion
consists with a numerous slender hairy stem
attaining a height of 30 to 40 cm bearing
alternate imparipinnate leaves with long
petioled, pale green, ovate, entire leaflets and
axillaries spikes of yellow-colored
papilionaceous flowers The fruit is a
compressed legume containing kidney-shaped
seeds.
Description. The dried herb, harvesting during
flowering- Odor slight, peculiar, taste sweetish.
24
Constituents.
Herbs containing flavonoids (mainly quercetin);
treterpenic glycosides ;
tannins.
Uses.
Water infusion uses for treatment hypertensia I-II stage,
cardiovascular insufficiency, chronical nephritis.
O
OH
O
H
OH
Dasyanthogenin
25
MARIGOLD FLOWER
- Calendulae Flores
Marigold-Calendula officinalis L.
Fam. Asteraceae
 Flavonoids from flowers
demonstrated positive
antimicrobial activity against
Staphylococcus aureus.
Klebsiella pneumoniae,
Candida monosa.
Saponins – 2-10%
Flavonoids – 0,8%
Organic extracts of the dried flowers of topical
application of Calendula has been shown to
enhance the granulation and epithelialization
of damaged skin.
Liquid extract, Calendula Tincture, Ointment
26
HORSE CHESTNUT SEED- Semen Hippocastani
Horse chestnut - Aesculus hippocastanum
Fam.- Hippocastanaceae
Triterpene saponins (aescin) 3-5%,
Hydroxycoumarins: chief
component is aesculin, fraxin and
scopolin;
Flavonoids: including rutin,
quercitrin, and isoquercitrin;
Tannins : Condensed tannins (only in
the seed-coat), oligomeric
proanthocyanidins;
Polysaccharides: starch 50%;
fatty oil 2-3%.
27
Effects of horse chestnut
 As found in different animal tests and preclincal
investigations, the principal ingredient of Horse
Chestnut seed extract, triterpene glycoside mixture
(aescin), has an anti-exudative, vascular tightening
effect, and reduction of vascular permeability
which result in an antiedemic effect.
Treatment of symptoms found in pathological
conditions of the veins of the legs (chronic venous
insufficiency), for example pain and a sensation of
heaviness in the legs, cramps, pruritis and swelling of
the legs.
Venostasin, Retardkapseln, Noricaven, Rexiluven,
Aescusan, Hoevenol, etc
28
Liquorice root - Radix Glycyrrhyzae
Liquorice - Glycyrrhyza glabra L.
Fam. - Fabaceae
This plant is grown in Spain, Italy, England, France,
Germany and the U.S.A., but the Russian and Persian
drugs are obtained from wild plants.
Description. It consists generally of roots in nearly
cylindrical pieces, up to 1 m long and 5-20 mm in
diameter; externally, the bark is brownish grey to dark
brown, longitudinally wrinkled, occasionally bearing
small dark buds in rhizomes or small circular or
transverse rootlet-scars in roots. The peeled root is
yellow, smooth, fibrous, finely striated; fracture, fibrous,
in the bark and splintery in the wood; internally, bright
yellow. A distinct cambium ring separates the yellowish
grey bark from the finely radiate yellow wood;
The fracture of roots is fibrous, yellow in colour. The
odour is absent, the taste is sickly-sweet.
29
Chemical constituents.
The major constituents are triterpene saponins. Glycyrrhizin
(glycyrrhizinic acid) is the major component (2-9%);
Glycyrrhizin occurs as a mixture of potassium and calcium salts. It on
hydrolysis releases two molecules of D-glucuronic acid and the
aglycone glycyrrhetic (glycyrrhetinic) acid.
Glycyrrhizin is generally regarded as the active principle of Radix
Glycyrrhizae and is responsible for its sweetness, which is 50 times that
of sucrose.
Flavonoid constituents include liquiritigenin and isoliquiritigenin.
Uses. As an expectorant in the treatment of coughs and bronchial
catarrh. Also in the prophylaxis and treatment of gastric and duodenal
ulcers, and dyspepsia. As an anti-inflammatory agent in the treatment
of allergic reactions, rheumatism and arthritis, to prevent liver toxicity,
and to treat tuberculosis and adrenocorticoid insufficiency
Contraindications. Radix Glycyrrhizae is contraindicated in
patients with hypertension, cholestatic disorders or cirrhosis of the
liver, hypokalaemia, or chronic renal insufficiency, and during
pregnancy. Syrupus “Liquriton”, “Flacarbin”.
O
OH
O
H OH
1
2
4
5
6
1'
2'
3'
4'
5'
6'
Isoliquiritigenin
O
CH3
CH3
CH3
CH3
CH3
C
H3 COOH
C
H3
O
O
COOH
OH
OH O
O
COOH
OH
OH
OH
Glycyrrhizinic acid
30
GREEK VALERIAN RHIZOME WITH ROOTS - Rhizomata cum
radicibus Polemonii
Greek valerian, Jacob’s ledder - Polemonium caeruleum
Fam - Polemoniaceae
Chemical constituents.
The drug contains triterpenic pentacyclic
saponins- derivatives of -amirin. Aglycones of
these compounds are ethers of tritertenic
alcohols –longispigenol, barrigenol, et so on.
Uses.
As a demulcent in the treatment of sore throats, and as an expectorant in the
treatment of coughs and bronchial catarrh.
R R1 R2 R3 R4
Лонгиспиогенол H H OH H H
AR 1-баригенол OH OH OH H H
R 1-баригенол OH OH OH OH H
O
H
C
H3
CH3
CH3
CH3
C
H3
CH3
CH2OH
R 4
R 3
R 2
R 1
R
Камелиагенин Е OH OH OH H CHO
31
ARALIA ROOT - Radix Araliae elatae
Aralia (spikenard) - Aralia mandshurica (A. elata), A.racemosa
Fam. - Araliaceae
Act. const
Saponins : -Amyrine: Araloside А, В,
С.
alkaloids: aralin,
Essential oil,
resine,
Use
Tincture, “Saparal” – tonic, adaptogen
O
H
C
H3
CH3
CH3
CH3
C
H3
CH3
CH3
COOH
oleanolic acids
32
Pine grass, Field horsetail
EQUISETUM STEM - Herba Equiseti
Equisetum arvense L.
Fam. Equisetaceae
 Flavonoids: 0.6 to 0-9%: apigenins, luteolins,
 quercetins glucosides;
 Acids: caffeic acid ester up to 1%;
 Silicic acid 5 to 7.7%: to some extent water-soluble;
 Pyridine alkaloids: nicotine (traces), palustrine,
 Saponins triterpenic: equisitonin.
Uses
Horsetail has a mild diuretic and spasmolytic action in animal
tests. The flavonoids and silicic acid contribute to the astringent
effect.
It is used for infections of the urinary tract, kidney and bladder
stones, wounds and burns.
33
ENGLISH IVY LEAVES - Hederae helicis Folia
English Ivy - Hedera helix L., Fam. Araliaceae
 Triterpene saponins: aglycone
hederagenin, oleanolic acid, bayogenin,
chief components hederosaponin C,
additionally hederosaponin B;
 Volatile oils steroids: sterols, including β-
sitosterol, campesterol;
 Flavonoids: including rutin
English Ivy is indigenous to the temperate regions of
Europe, and also north and central Asia
Uses
English Ivy is a respiratory catarrh used for the symptomatic treatment
of chronic inflammatory bronchial conditions.
Dry extracts of Ivy Leaf are used in monopreparations and also in
combination products.
Prospan, combination product Bronchipret
34
GOTU KOLA LEAF - Centellae asiaticae Folia
Gotu Kola - Centella asiatica (L.) Urb.,
Fam. Apiaceae.
Triterpene saponins: including asiatic
acid, madecassic acid (6-hydroxy
asiatic acid), terminolic acid;
including asiaticoside, asiaticoside A,
asiaticoside B; volatile oil 0.1%.
Uses
The plan is used internally for rheumatism and skin diseases.
Externally, the drug is used for poorly healing wounds, leprosy sores.
In Asia, the drug is used to enhance urination, for physical and mental exhaustion,
diarrhea, eye diseases
The plant is indigenous to southeast Asia, India,
Sri Lanka, parts of China, the western South Sea Islands
 Madagascar
35
SOAPWORT ROOT – SAPONARIAE RADICES
Soapwort - Saponaria officinalis L.,
Fam. Caryophyllaceae
The plant is indigenous to the temperate regions
of North America, Asia, and Europe
Triterpene saponins up 2 to 8%: aglycones
quillaic acid, gypsogenic acid.
Uses
As an expectorant for cough and other diseases of the respiratory
tract, folk medicine internal uses also gastrointestinal disorders, liver
and kidney disorders, rheumatic gout, neurasthenia.
External folk medicine indications include skin rashes, eczema and as
a gargle for tonsillitis
36
Orthosiphon leaf - Foium Orthosiphonis
Java tea, Orthosiphon - Orthosiphon stamineus Benth.
Family - Lamiaceae (Labiatae)
Orthosiphon, is a ligneous plant coming
from Indonesia. It grows in India,
Australia and tropical America, in damp
places, rivers and marshes. They are
harvested before flowering time and the
natives of Java prepare them like tea.
The leaves may reach 7.5 cm in length and 2.5 cm in
width. The petiole is short. The lamina is oval to
lanceolate, the apex acuminate. The lower surface of the
leaves is light greyish-green and the upper surface is dark
green to brownish-green. The venation is pinnate with few
secondary veins. Examined under a lens (103), the
secondary veins, after running parallel to the midrib,
diverge at an acute angle. The margin is irregularly and
roughly dentate. The petioles are thin, up to 8 mm long and
usually violet-coloured. Occasionally, inflorescences in
clusters of bluish-white to violet flowers, not yet opened,
are found.
37
Chem const.
The leaves contain terpenoids: diterpenes,
triterpenes: saponins (ursolic acid), particularly -
amyrin;
steroids (beta-sitosterol);
betaine, choline;
lipids - 3 %;
organic acids: benzoic acid, glycolic acid;
phenolic compounds : chlorogenic acid, rosmarinic
acid;
Uses.
Orthosiphon leaves have powerfully diuretic functions and ease the elimination of
chlorides and nitrogenous waste. It is mainly due to their content in saponins,
essential oil and potassium salts.
Orthosiphon also presents choleretic, anti-inflammatory, hypotensive and cholesterol-
lowering virtues, it has hypoglycaemic activities.
C
H3 CH3
CH3 CH3
CH3
CH3
CH3
C
H3
O
H
-amyrin
flavonoids: flavones (apigenin, eupatorin, scutellarin);
5 to 6 % tannins;
traces of essential oil consisted in terpenoids, notably, monoterpenes and
sesquiterpenes: β-elemene, β-caryophyllene, β-selinene, γ-cadinene, humulene.
38
Yam rhizome with roots - Rhizoma cum radicibus Dioscoreae
Plant Yam - Dioscorea nipponica Makino
Family - Dioscoreaceae
Distribution. Collection. Both wild and cultivated
plants are used. Dioscorea nipponica are found in
China and Russia. Dioscorea is collected in
autumn, washed and dried at a temperature up to
60oC.
Description. The raw material of yam is
represented by pieces of rhizomes up to 30 cm long
and to 2 cm in diameter. The rhizomes are
cylindical, slightly curved, unbranched,
longitudinally wrinkled. They are covered by thin
layer of cork, which usually easily breaks off. The
upper surface of rhizomes bears leaf-scars. Thin
unbranched adventitious roots stem from rhizomes;
they are up to 40 cm long and about 1 mm in
diameter. The outer surface of rhizome is light-
brown or yellowish. The fracture is even, white.
The odour is weak, specific. The taste is bitter,
slightly burning.
39
Chemical constituents. Rhizome with roots contain steroidal
saponin: dioscin, whose sapogenin is diosgenin.
Uses.
Yam rhizome with roots exert antisclerotic and diuretic effects.
Diosgenin, obtained upon hydrolysis of dioscin, is now the major source of
the synthesis of glucocorticosteroids, which are prepared by processes that
involve microbial transformation.
O
O
RO
Diosgenin
R = Glu–O–Rha–O–Rha – Dioscin
R = Rha–O–Glu–O–Glu - Gracillin
40
Sarsaparilla root – Radix Sarsaparillae
Smilax – Smilax officinalis,
Fam. Liliaceae
Стероидные сапонины
The species is indigenous to tropical and subtropical regions of
America, eastern Asia and India.
The species are evergreen shrubs with climbing
branches and stipular tendrils. They have a short,
creeping or ascending rhizome with numerous long
roots. The branched, thorny, nodular stem is yellowish-
green. The leaves are in 2 rows. They are alternate,
simple and often hardy, with 3, joined main ribs. The
leaves are ovate and cordate, and petiolate. They turn
into climbing tendrils above and break off at this point
when they die. The flowers are white or pale green,
yellow or brown. They are usually in axillary cymes or
racemes, and contain 6 petals in 2 circles.
In long roots up to 6 mm, in diameter; light grayish-brown,
longitudinally ridged; with few fibrous rootlets; fracture of cortex
brittle, central cylinder fibrous. It is pale orange, horny cortex, a
yellow band porous woody zone and a lighter colored central pith.
41
Steroid saponins
0.5-3%: chief
components are
sarsaparilloside,
parillin,
aglycones
sarsapogenin;
other constituents:
caffeoylshikimic
acid, ferulic
acid, shikimic
acid,
kaempferol,
quercetin;
resin;
starch;
volatile oil.
Sarsaparilla root
42
Uses
 The steroid saponins in the drug are
responsible for its irritating effect on the skin
and the strong diuretic and diaphoretic effect
in high doses, as well as its effect as an
emulsifier and foam stabilizer. Preparations of
Sarsaparilla root are used for skin diseases,
psoriasis, rheumatic complaints, kidney
diseases, and as a diuretic and diaphoretic.
Sarsaparilla root
BHC 199, BHP 1996, Martindale 35th edition
43
Adam's Needle leaves – Folia Yuccae filamentosae
Adam's Needle - Yucca filamentosa L.,
Fam. Agavaceae
Steroid saponins:
protoyuccoside C, yuccoside B,
yuccoside E, yuccoside C,
aglycones including
sarsapogenin, tigogenin.
The plant is used for liver
and gallbladder disorders
and as raw material for
semi synthesis of steroidal
hormones.
44
American aloe leaves – Radix Agavae
American aloe , Agava americana L.
Family - Agavaceae
It is naturalized in Florida. All
agaves are natives of Mexico and
are cultivated for centuries. It
blossoms only once in a hundred
years.
The leaves of the American aloe
are long, lanceolate, thick,
succulent, and curved or
reflected backward.
The Agava are employed in
Mexico in the manufacture of a
spiritous beverage known as
pulqué. This is prepared by
fermentation of the saccharine
liquid, known as honey water,
which exudes from the leaves
and root when cut.
Стероидные сапонины
O
O
HO
H
O
CH3
H
Chem. const. Steroidal saponins
including hecogenin, manogenin,
hitogenin.
Uses. Steroidal saponines are the
a source of synthesis hormon.

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saponin.pdf

  • 1. 1 The general characteristic of SAPONINS SAPONINS-containing Medicinal plants and herbal drugs National University of Pharmacy Department of Chemistry of Natural Compounds and nutriciology
  • 2. Plan 1. Give the definition of the terms “Triterpenoids”, “Saponins”, “Sapogenins”, “Steroids”, “Foaming index”. 2. Classification of saponins with examples of structures. 3. Physical and chemical properties of saponins. 4. Identification of saponins. 5. Quantitative analysis of saponins . 6. Biological properties of saponins. 7. Medicinal plants, plant material containing saponins.
  • 3. Introduction Saponins are naturally occurring plant glycosides; which is to say they are phytochemicals — chemicals found in plants. They possess soap-like qualities and produce a lather when mixed with water. Saponins have a unique chemical structure that produces foam when mixed with water, just like a detergent. And, also like detergent, saponins can bind with water as well as fats and oils. This means that, in the digestive tract, saponins produce an emulsification of fat-soluble molecules. Specifically, saponins bind to bile acids and help eliminate them from the body, preventing cholesterol from being reabsorbed. You might even say saponins “wash away” various toxins. The unique chemical structure of saponins allows them to offer a number of prospective health benefits. It’s believed saponins have a favorable effect on cholesterol, can help boost the immune system, have an antioxidant effect, and may even support bone strength.
  • 4. Questions 1. Give the definition of the term “Triterpenoids”, “Saponins”, “Sapogenins”, “Steroids”, “Foaming index”. 2. Classification of saponins with examples of structures. 3. Physical and chemical properties of saponins. 4. Identification of saponins based on their physical, biological and chemical properties (reagent used – result obtained). 5. Quantitative analysis of saponins – methods and their descriptions. 6. Biological properties of saponins. 7. Structures of saponins: α-amyrin, β-amyrin, lupeol, friedelin, dammarane, cycloartane, panaxadiol, panaxatriol, calendulosides, glycyrrhizinic acid, glycyrrhetic acid, aescin, diosgenin, cholesterol, cyclopentane perhydro phenanthrene. 8. Medicinal plants, plant material containing saponins.
  • 5. LITERATURE  1. Pharmacognosy: textbook for higher school students / ed. by prof. V.S. Kyslychenko. – Kharkiv: NUPh: Golden pades, 2011. – 552p.  2.British Herbal Pharmacopoeia. – British Herbal Medicine Assotiation, 1996. - 212 p.  3.Trease G.E., Evans W.C. Pharmacognosy. - London; Philadelphia; Toronto:Sydney; Tokyo; WB Saunders, 1996. - 832 p.  4.Tyler V.E., Brady L.R., Robbers J.E. Pharmacognosy, 9-th ed. - Leo and Fabiger. Philadelphia, 1988.-856 p.  5.Barnes J., Anderson L., Phillipson J. Herbal medicines. - N-Y.: Pharmaceutical press , 2007. - 710 p.  6. Практикум по фармакогнозии: учебное пособие для студ. вузов / под ред В.Н.Ковалева. – Х: Изд-во НФАУ, Золотые страницы, 2003. - 512 с.  7.European Pharmacopoeia - Fourth edition. - counsel of Europe, Strasbourg, 2001
  • 6. 6 The aglycones of saponins are collectively referred to as Sapogenins. The more poisonous saponins are often called Sapotoxins. Saponins – a group of natural organic compounds, which due to their chemical structure appear to be glycosides, possessing a high surface and haemolytic activity, and are toxic to cold-blood animals (frogs, fish).
  • 7. 7 Glycosides = natural compounds which consists of sugar units(glycon) + aglycon (genin or nonsugar untins) which are connected by a glycosidic bond Saponins = natural compounds which consists of sugar units(glycon) + aglycon or sapogenin which are connected by a glycosidic bond
  • 8. 8  Plant materials containing saponins have long been used in many parts of the world for their detergent properties for example, in Europe, the root of Saponaria officinalis (Fam. Caryophyllaceae) and in South America, the bark of Quillaia saponaria (Fam. Rosaceae). Such plants contain a high percentage of the glycosides known as saponins (Latin Sapo, means Soap) which are characterized by their property of producing a frothing aqueous solution.
  • 9. 9 Properties:  Saponins form colloidal solution in water (hydrophilic colloids) which froths upon shaking. These substances modify and lower the surface tension and therefore foam when shaken. This has led to their use to increase the foaming of beer.  Practical industrial applications of saponins include their use in cleaning industrial equipment and fine fabrics and as powerful emulsifiers of certain resins, fats and fixed oils.
  • 10. 10  In general, they have a bitter, acrid taste and drugs containing them are usually sternutatory (causing or producing sneezing) and irritating to the mucous membranes of eyes and nose.  Characteristic for all saponins is their ability to cause haemolysis of red blood corpuscles and to destroy them. When injected into the blood stream, they are highly toxic.  When taken by mouth, Saponins are comparatively harmless, being not absorbed from the intestinal tract. Sarsaparilla, for example, is rich in saponins but is widely used in the preparation of non­alcoholic beverages.
  • 11. 11  Saponins are toxic especially to cold-blooded animals e.g. frogs. Many are used as fish- poisons.  The actual cause of the haemolysis: The red blood cells carry sterols in their membranes, and when brought into contact with saponins, the sterols of the RBCs are precipitated and the colloidal chemical properties of the membrane are so altered as to give hemoglobin passage to the surrounding medium.  Saponins have a high molecular weight and their isolation in a state of purity presents some difficulties.
  • 12. 12  Structure of Saponins (С5Н8)6 : According to the structure of the aglycone or sapogenin, two kinds of saponin are recognized: 1. The steroidal type. 2. The triterpenoid type.  Both of these have a glycosidal linkage at C-3 and have a common biosynthetic origin via mevalonic acid and isoprene units.
  • 13. 13  The steroidal type (commonly tetracyclic triterpenoids, C-27). 1. Spyrostanol type, 2. Furostanol type. R HO R O O HO O N H A B C D E F To compare saponine and steroidal alkaloid (pseudoalkaloid) Diosgenin O O H CH2 OGlu OH 27 Solasodin
  • 14. 14 The triterpenoid type (tetracyclic and pentacyclic triterpenoids, C-30). 1. Tetracyclic triterpenoids Dammaran Cycloortan 1 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 30 Lanostan
  • 15. 15 2. Pentacyclic triterpenoids 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 30 A B C D E Lupan 19 20 21 22 29 30 Gopan 22 29 30 23 24 25 26 28 Fridelan 28 26 25 24 23 30 29 27 -Amyrin (Ursan) 30 29 -Amyrin (Oleanan)
  • 16. 16 A. Steroidal saponins  The steroidal saponins are less widely distributed in nature than the pentacyclic triterpenoid type.  Steroidal saponins are of great pharmaceutical importance because of their relationship to compounds such as the sex hormones, cortisone, diuretic steroids, vitamin D and the cardiac glycosides.
  • 17. 17 Quality determination of saponins  Tests are based on physical properties: а) They foam in aqueous solution. b) Determination of chemical nature of saponines.  Tests are based on chemical properties : а) Precipitation: barium water; lead acetate; 1% alcoholic solution of cholesterol. b) Color reaction: Reagent Color Н2SO4, conc. yellow  red-violet Liebermann-Burhard (acetaldehyde, Н2SO4 conc., chloroform red ring  violet  green (steroidal) Formaldehyde, Н2SO4 conc. Yellow  red Laphon (Н2SO4 conc., Cu2+, >t0C) Dark blue-green Salcovskij (Н2SO4 conc., chloroform) Orange lower layer Sb (III), Sb(V) cloride in chloroform red  violet Sanije (vanillin, Н2SO4 conc., >t0C) teriterpenoid– red; Steroid – yellow Tests are based on biological properties (hemolysis).
  • 18. 18 Chromatographic determination of saponins Sistem: Chloroform:acetic acid:methanol:water (60:32:12:8) reagents: A. anise aldehide solution with ac.acid and methanol B. Haemolysis reaction 1. Aescin, 2. Horse Chestnut seed, 3. Senega root, 4. Sarsaparilla root, 5. Ginseng root . B A.
  • 19. 19 Quantitative determination of saponins  Biological method: determination of haemolytical index Haemolytical index – the lowest concentration of saponins, which can cause total haemolysis of RBCs during 24 hours.  Gravimetric method : based on precipitation of saponins by reagent  Physicochemical method : determination of foaming index; spectrophotomety, gas-liquid chromatography Foaming index - the lowest concentration of saponins, which can cause a persistent foam when an aqueous decoction is shaken.
  • 20. 20 All in all SAPONINS: produce high and stable foam Have haemolytic properties Very toxic to cold-blooded animals Irritate mucose membranes They are glycosides (aglycon+ sugar units), glycosides are soluble in water and not soluble in organic solvents, aglycone arenot soluble in water and soluble in organic solvents
  • 21. 21 GINSENG ROOT - Radix Ginseng Ginseng - Panax Ginseng C.A. Mey Fam - Araliaceae Ginseng occurs in Russia and Eastern Asia (Korea, China etc). Cultivated Ginseng is produced in Korea, Japan, the Russia and the United States, primarily in Wisconsin. The roots are gathered from 3 to 6 year-old plant and carefully cleaned and dried at a temperature about 50- 60oC. Descriptoin. Ginseng root occurs in rachis-like root, to 25 cm long with 2-5 large branchings, rare without them. The body of the root is thickened, nearly cylindrical with clearly expressed ringed thickenings in the upper part. The outer surface is longitudinally, rare spirally wrinkled. Their colour is yellowish-white. The upper part of the root narrows into transverse wrinkled rhizome-root-collar. The rhizome is short with several scars of fallen-off stems. The rhizome is represented by extended traces of the stem and topical bud. The odour is specific, the taste is sweet, burning, then bitterish.
  • 22. 22 Chemical constituents. Ginseng contains a complex mixture of triterpenoidal saponins. These glysosides have been categorized into 3 series, the panaxosides, the ginsenosides and the chikusetsusaponins. Some 13 ginsenosides (e.g. ginsenosides Ro, Ra, Rb, etc.) have been described. The panaxosides are termed panaxoside A, B, C etc. Ginseng root contains a mixture of both steroidal and pentacyclic triterpenoidal saponins. Other compounds of the root having therapeutic activity are high-molecular-weight polysaccharides; these are known as panaxans and they have been shown to have hypoglycaemic activity. Other constituents isolated include sterols, vitamins of the B groups, volatile oil, fixed oil, ferments. Uses. It is classified as an ADAPTOGEN. Ginseng exerts tonic and stimulant actions. The drug is used for treatment of anemia, diabetes, gastritis, sexual impotence, sluggishness, exhausting, nervous tension, hypotension. The drug is administered in such forms as powders, extracts and teas. OH OH OH Panaxatriol OH OH Panaxadiol R2O R1O Ginsenoside, R1=D-glucosa-glucosa, R2 = arabinosa - D - glucosa
  • 23. 23 LOCOWEED HERB - Herba Astragali dasyanthi Locoweed - Astragalus dasyanthus Pall. Family - Fabaceae Distribution. Southern Ukraine, Moldova, Southern Russia. Plant. A perrenial herbs. Its aerial portion consists with a numerous slender hairy stem attaining a height of 30 to 40 cm bearing alternate imparipinnate leaves with long petioled, pale green, ovate, entire leaflets and axillaries spikes of yellow-colored papilionaceous flowers The fruit is a compressed legume containing kidney-shaped seeds. Description. The dried herb, harvesting during flowering- Odor slight, peculiar, taste sweetish.
  • 24. 24 Constituents. Herbs containing flavonoids (mainly quercetin); treterpenic glycosides ; tannins. Uses. Water infusion uses for treatment hypertensia I-II stage, cardiovascular insufficiency, chronical nephritis. O OH O H OH Dasyanthogenin
  • 25. 25 MARIGOLD FLOWER - Calendulae Flores Marigold-Calendula officinalis L. Fam. Asteraceae  Flavonoids from flowers demonstrated positive antimicrobial activity against Staphylococcus aureus. Klebsiella pneumoniae, Candida monosa. Saponins – 2-10% Flavonoids – 0,8% Organic extracts of the dried flowers of topical application of Calendula has been shown to enhance the granulation and epithelialization of damaged skin. Liquid extract, Calendula Tincture, Ointment
  • 26. 26 HORSE CHESTNUT SEED- Semen Hippocastani Horse chestnut - Aesculus hippocastanum Fam.- Hippocastanaceae Triterpene saponins (aescin) 3-5%, Hydroxycoumarins: chief component is aesculin, fraxin and scopolin; Flavonoids: including rutin, quercitrin, and isoquercitrin; Tannins : Condensed tannins (only in the seed-coat), oligomeric proanthocyanidins; Polysaccharides: starch 50%; fatty oil 2-3%.
  • 27. 27 Effects of horse chestnut  As found in different animal tests and preclincal investigations, the principal ingredient of Horse Chestnut seed extract, triterpene glycoside mixture (aescin), has an anti-exudative, vascular tightening effect, and reduction of vascular permeability which result in an antiedemic effect. Treatment of symptoms found in pathological conditions of the veins of the legs (chronic venous insufficiency), for example pain and a sensation of heaviness in the legs, cramps, pruritis and swelling of the legs. Venostasin, Retardkapseln, Noricaven, Rexiluven, Aescusan, Hoevenol, etc
  • 28. 28 Liquorice root - Radix Glycyrrhyzae Liquorice - Glycyrrhyza glabra L. Fam. - Fabaceae This plant is grown in Spain, Italy, England, France, Germany and the U.S.A., but the Russian and Persian drugs are obtained from wild plants. Description. It consists generally of roots in nearly cylindrical pieces, up to 1 m long and 5-20 mm in diameter; externally, the bark is brownish grey to dark brown, longitudinally wrinkled, occasionally bearing small dark buds in rhizomes or small circular or transverse rootlet-scars in roots. The peeled root is yellow, smooth, fibrous, finely striated; fracture, fibrous, in the bark and splintery in the wood; internally, bright yellow. A distinct cambium ring separates the yellowish grey bark from the finely radiate yellow wood; The fracture of roots is fibrous, yellow in colour. The odour is absent, the taste is sickly-sweet.
  • 29. 29 Chemical constituents. The major constituents are triterpene saponins. Glycyrrhizin (glycyrrhizinic acid) is the major component (2-9%); Glycyrrhizin occurs as a mixture of potassium and calcium salts. It on hydrolysis releases two molecules of D-glucuronic acid and the aglycone glycyrrhetic (glycyrrhetinic) acid. Glycyrrhizin is generally regarded as the active principle of Radix Glycyrrhizae and is responsible for its sweetness, which is 50 times that of sucrose. Flavonoid constituents include liquiritigenin and isoliquiritigenin. Uses. As an expectorant in the treatment of coughs and bronchial catarrh. Also in the prophylaxis and treatment of gastric and duodenal ulcers, and dyspepsia. As an anti-inflammatory agent in the treatment of allergic reactions, rheumatism and arthritis, to prevent liver toxicity, and to treat tuberculosis and adrenocorticoid insufficiency Contraindications. Radix Glycyrrhizae is contraindicated in patients with hypertension, cholestatic disorders or cirrhosis of the liver, hypokalaemia, or chronic renal insufficiency, and during pregnancy. Syrupus “Liquriton”, “Flacarbin”. O OH O H OH 1 2 4 5 6 1' 2' 3' 4' 5' 6' Isoliquiritigenin O CH3 CH3 CH3 CH3 CH3 C H3 COOH C H3 O O COOH OH OH O O COOH OH OH OH Glycyrrhizinic acid
  • 30. 30 GREEK VALERIAN RHIZOME WITH ROOTS - Rhizomata cum radicibus Polemonii Greek valerian, Jacob’s ledder - Polemonium caeruleum Fam - Polemoniaceae Chemical constituents. The drug contains triterpenic pentacyclic saponins- derivatives of -amirin. Aglycones of these compounds are ethers of tritertenic alcohols –longispigenol, barrigenol, et so on. Uses. As a demulcent in the treatment of sore throats, and as an expectorant in the treatment of coughs and bronchial catarrh. R R1 R2 R3 R4 Лонгиспиогенол H H OH H H AR 1-баригенол OH OH OH H H R 1-баригенол OH OH OH OH H O H C H3 CH3 CH3 CH3 C H3 CH3 CH2OH R 4 R 3 R 2 R 1 R Камелиагенин Е OH OH OH H CHO
  • 31. 31 ARALIA ROOT - Radix Araliae elatae Aralia (spikenard) - Aralia mandshurica (A. elata), A.racemosa Fam. - Araliaceae Act. const Saponins : -Amyrine: Araloside А, В, С. alkaloids: aralin, Essential oil, resine, Use Tincture, “Saparal” – tonic, adaptogen O H C H3 CH3 CH3 CH3 C H3 CH3 CH3 COOH oleanolic acids
  • 32. 32 Pine grass, Field horsetail EQUISETUM STEM - Herba Equiseti Equisetum arvense L. Fam. Equisetaceae  Flavonoids: 0.6 to 0-9%: apigenins, luteolins,  quercetins glucosides;  Acids: caffeic acid ester up to 1%;  Silicic acid 5 to 7.7%: to some extent water-soluble;  Pyridine alkaloids: nicotine (traces), palustrine,  Saponins triterpenic: equisitonin. Uses Horsetail has a mild diuretic and spasmolytic action in animal tests. The flavonoids and silicic acid contribute to the astringent effect. It is used for infections of the urinary tract, kidney and bladder stones, wounds and burns.
  • 33. 33 ENGLISH IVY LEAVES - Hederae helicis Folia English Ivy - Hedera helix L., Fam. Araliaceae  Triterpene saponins: aglycone hederagenin, oleanolic acid, bayogenin, chief components hederosaponin C, additionally hederosaponin B;  Volatile oils steroids: sterols, including β- sitosterol, campesterol;  Flavonoids: including rutin English Ivy is indigenous to the temperate regions of Europe, and also north and central Asia Uses English Ivy is a respiratory catarrh used for the symptomatic treatment of chronic inflammatory bronchial conditions. Dry extracts of Ivy Leaf are used in monopreparations and also in combination products. Prospan, combination product Bronchipret
  • 34. 34 GOTU KOLA LEAF - Centellae asiaticae Folia Gotu Kola - Centella asiatica (L.) Urb., Fam. Apiaceae. Triterpene saponins: including asiatic acid, madecassic acid (6-hydroxy asiatic acid), terminolic acid; including asiaticoside, asiaticoside A, asiaticoside B; volatile oil 0.1%. Uses The plan is used internally for rheumatism and skin diseases. Externally, the drug is used for poorly healing wounds, leprosy sores. In Asia, the drug is used to enhance urination, for physical and mental exhaustion, diarrhea, eye diseases The plant is indigenous to southeast Asia, India, Sri Lanka, parts of China, the western South Sea Islands  Madagascar
  • 35. 35 SOAPWORT ROOT – SAPONARIAE RADICES Soapwort - Saponaria officinalis L., Fam. Caryophyllaceae The plant is indigenous to the temperate regions of North America, Asia, and Europe Triterpene saponins up 2 to 8%: aglycones quillaic acid, gypsogenic acid. Uses As an expectorant for cough and other diseases of the respiratory tract, folk medicine internal uses also gastrointestinal disorders, liver and kidney disorders, rheumatic gout, neurasthenia. External folk medicine indications include skin rashes, eczema and as a gargle for tonsillitis
  • 36. 36 Orthosiphon leaf - Foium Orthosiphonis Java tea, Orthosiphon - Orthosiphon stamineus Benth. Family - Lamiaceae (Labiatae) Orthosiphon, is a ligneous plant coming from Indonesia. It grows in India, Australia and tropical America, in damp places, rivers and marshes. They are harvested before flowering time and the natives of Java prepare them like tea. The leaves may reach 7.5 cm in length and 2.5 cm in width. The petiole is short. The lamina is oval to lanceolate, the apex acuminate. The lower surface of the leaves is light greyish-green and the upper surface is dark green to brownish-green. The venation is pinnate with few secondary veins. Examined under a lens (103), the secondary veins, after running parallel to the midrib, diverge at an acute angle. The margin is irregularly and roughly dentate. The petioles are thin, up to 8 mm long and usually violet-coloured. Occasionally, inflorescences in clusters of bluish-white to violet flowers, not yet opened, are found.
  • 37. 37 Chem const. The leaves contain terpenoids: diterpenes, triterpenes: saponins (ursolic acid), particularly - amyrin; steroids (beta-sitosterol); betaine, choline; lipids - 3 %; organic acids: benzoic acid, glycolic acid; phenolic compounds : chlorogenic acid, rosmarinic acid; Uses. Orthosiphon leaves have powerfully diuretic functions and ease the elimination of chlorides and nitrogenous waste. It is mainly due to their content in saponins, essential oil and potassium salts. Orthosiphon also presents choleretic, anti-inflammatory, hypotensive and cholesterol- lowering virtues, it has hypoglycaemic activities. C H3 CH3 CH3 CH3 CH3 CH3 CH3 C H3 O H -amyrin flavonoids: flavones (apigenin, eupatorin, scutellarin); 5 to 6 % tannins; traces of essential oil consisted in terpenoids, notably, monoterpenes and sesquiterpenes: β-elemene, β-caryophyllene, β-selinene, γ-cadinene, humulene.
  • 38. 38 Yam rhizome with roots - Rhizoma cum radicibus Dioscoreae Plant Yam - Dioscorea nipponica Makino Family - Dioscoreaceae Distribution. Collection. Both wild and cultivated plants are used. Dioscorea nipponica are found in China and Russia. Dioscorea is collected in autumn, washed and dried at a temperature up to 60oC. Description. The raw material of yam is represented by pieces of rhizomes up to 30 cm long and to 2 cm in diameter. The rhizomes are cylindical, slightly curved, unbranched, longitudinally wrinkled. They are covered by thin layer of cork, which usually easily breaks off. The upper surface of rhizomes bears leaf-scars. Thin unbranched adventitious roots stem from rhizomes; they are up to 40 cm long and about 1 mm in diameter. The outer surface of rhizome is light- brown or yellowish. The fracture is even, white. The odour is weak, specific. The taste is bitter, slightly burning.
  • 39. 39 Chemical constituents. Rhizome with roots contain steroidal saponin: dioscin, whose sapogenin is diosgenin. Uses. Yam rhizome with roots exert antisclerotic and diuretic effects. Diosgenin, obtained upon hydrolysis of dioscin, is now the major source of the synthesis of glucocorticosteroids, which are prepared by processes that involve microbial transformation. O O RO Diosgenin R = Glu–O–Rha–O–Rha – Dioscin R = Rha–O–Glu–O–Glu - Gracillin
  • 40. 40 Sarsaparilla root – Radix Sarsaparillae Smilax – Smilax officinalis, Fam. Liliaceae Стероидные сапонины The species is indigenous to tropical and subtropical regions of America, eastern Asia and India. The species are evergreen shrubs with climbing branches and stipular tendrils. They have a short, creeping or ascending rhizome with numerous long roots. The branched, thorny, nodular stem is yellowish- green. The leaves are in 2 rows. They are alternate, simple and often hardy, with 3, joined main ribs. The leaves are ovate and cordate, and petiolate. They turn into climbing tendrils above and break off at this point when they die. The flowers are white or pale green, yellow or brown. They are usually in axillary cymes or racemes, and contain 6 petals in 2 circles. In long roots up to 6 mm, in diameter; light grayish-brown, longitudinally ridged; with few fibrous rootlets; fracture of cortex brittle, central cylinder fibrous. It is pale orange, horny cortex, a yellow band porous woody zone and a lighter colored central pith.
  • 41. 41 Steroid saponins 0.5-3%: chief components are sarsaparilloside, parillin, aglycones sarsapogenin; other constituents: caffeoylshikimic acid, ferulic acid, shikimic acid, kaempferol, quercetin; resin; starch; volatile oil. Sarsaparilla root
  • 42. 42 Uses  The steroid saponins in the drug are responsible for its irritating effect on the skin and the strong diuretic and diaphoretic effect in high doses, as well as its effect as an emulsifier and foam stabilizer. Preparations of Sarsaparilla root are used for skin diseases, psoriasis, rheumatic complaints, kidney diseases, and as a diuretic and diaphoretic. Sarsaparilla root BHC 199, BHP 1996, Martindale 35th edition
  • 43. 43 Adam's Needle leaves – Folia Yuccae filamentosae Adam's Needle - Yucca filamentosa L., Fam. Agavaceae Steroid saponins: protoyuccoside C, yuccoside B, yuccoside E, yuccoside C, aglycones including sarsapogenin, tigogenin. The plant is used for liver and gallbladder disorders and as raw material for semi synthesis of steroidal hormones.
  • 44. 44 American aloe leaves – Radix Agavae American aloe , Agava americana L. Family - Agavaceae It is naturalized in Florida. All agaves are natives of Mexico and are cultivated for centuries. It blossoms only once in a hundred years. The leaves of the American aloe are long, lanceolate, thick, succulent, and curved or reflected backward. The Agava are employed in Mexico in the manufacture of a spiritous beverage known as pulqué. This is prepared by fermentation of the saccharine liquid, known as honey water, which exudes from the leaves and root when cut. Стероидные сапонины O O HO H O CH3 H Chem. const. Steroidal saponins including hecogenin, manogenin, hitogenin. Uses. Steroidal saponines are the a source of synthesis hormon.