2. INTRODUCTION
The term alkaloid is applied to naturally occurring basic compounds.
The term is derived from ‘vegetable alkali’ (alk=alkali; oid= like).
A true alkaloid has: a nitrogen atom as a part of hetrocyclic system; a complex
molecular structure; it manifests significant pharmacological activity and it is
restricted to the plant kingdom .
Alkaloids have been reported in various plant parts such as: a)in whole aerial
plant (Lobelia, Tylophora, Ephedra)
b) in leaves (Datura , Belladonna , Coca)
c)in bark (Kurchi, cinchona)
d) in stem (withania) etc.
Textbook of Pharmacognosy, 2nd edition, Mohammed Ali, Pg 282
3. Several alkaloids have been found in cultures of microorganisms, e.g., in
bacteria, in fungi and algae.
The names of alkaloids have been derived from plants yielding them , from
physiological activity and from the discoverer .
As per the chemical rules the names of all alkaloids should end in “ine”.
Alkaloids exhibit a variety of physical and chemical properties.
All of them possess carbon,hydrogen and nitrogen and in most cases oxygen as
elements.
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 283
4. They form their crystalline salts with acids like hydrochloric acid, sulfuric
acid, citric acid and tartaric acid.
The free alkaloids are insoluble or slightly soluble in water but their salts are
freely soluble.
However, they are soluble in non polar solvents such as ether or chloroform.
Most of the alkaloids are crystalline solids with definite melting point, some
of them are amorphous and few are liquids.
They are generally colorless compounds but few are coloured substances e.g.
berberine (yellow) betaine (red) etc.
They are generally bitter in taste and optically active.
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 283
5. CLASSIFICATION OF ALKALOIDS
Alkaloids are basic nitrogen containing compounds. They are generally
obtained from plants, animals and microorganisms and often demonstrate
a marked physiological action. Alkaloids show greatly diverse structure and
origins as well as pharmacological action. The only thing that unites all
these natural compounds under the term ‘alkaloids’ (alkali-like) is the
nitrogen atom which is present in all of them. According to
Pharmacognosy, alkaloids are broadly classified into two classes depending
upon whether the nitrogen is a part of a ring or not.
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 283
6. In the recent past, the alkaloids have been divided into two major categories based on
the analogy that one containing a non-heterocyclic nucleus, while the other having the
heterocyclic nucleus. These two classes of alkaloids shall be discussed briefly as under.
• Non-heterocyclic Alkaloids: A few typical alkaloids having non-heterocyclic nucleus
are enumerated below:
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 284
7. • Heterocyclic Alkaloids: Many specific alkaloids possessing heterocyclic
nucleus are stated below:
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 284
8. Other methods of classification of alkaloids include:
Based on their pharmacological action: Alkaloids have very diverse pharmacological
actions. They are known to be adrenergic, antibiotics, poisons, stimulants, diuretics,
astringents, anti-inflammatory, anti-hypertensives, anti-mydriatics, analgesics, anti-gout,
expectorant, emetic, anti-spasmodic and many others.
Based on their taxonomy: Alkaloids can be classified based on the biological source
from which they are obtained but this generalization does not work most often.
Based on their biosynthetic origin: Biosynthetic origin here means from which
fundamental chemical building block these alkaloids are derived. For example, indole
alkaloids often come from tryptophan, pyrrolidine and tropane containing alkaloids
come from proline and ornithine, quinolizidine containing alkaloids are derived from
lysine.
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 284
9. CHEMICAL TEST FOR ALKALOIDS
Mayer’s Reagent Test – It is Potassium Mercuric Iodide solution. When added to
alkaloid solution it gives a pale yellow precipitate except with purine group
alkaloids.
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 283
10. Wagner’s Reagent – It is Iodine Solution. It gives a brown or reddish
brown precipitate when added to alkaloid solution.
Ammonia Reineckate Test – A saturated aqueous solution of Ammonia
Reineckate slightly acidified with hydrochloric acid gives a pink flocculent
precipitate with most of the alkaloids.
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 283
11. Hager’s Reagent Test – It is a Saturated solution of Picric Acid in
cold water. It gives a characteristic crystalline precipitate with
many alkaloids.
Dragendroff’s Reagent – It is Potassium iodide + Bismuth nitrate.
When this reagent is added to the alkaloid solution an orange
colour precipitate is obtained.
Tannic Acid Test – A freshly prepared aqueous solution of Tannic
Acid (50% w/v) gives a precipitate with most of the alkaloids which
is soluble in dilute acid or ammonia solution.
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 283
12. USES OF ALKALOIDS
Alkaloids are capable to exhibit extensive and well marked pharmacological
activities like :
Analgesic (cocain, morphine, codeine)
Antihypertensive (reserpine, deserpine)
Antimalarial (quinine, cinchonine)
Antitumor (vinblastine)
Antitussive (codeine, noscapine)
Cardiac depressant (quinidine)
Oxytocic (ergometrine, ergotamine)
Diuretic (theobromine)
Smooth muscle relaxant (theophylline)
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 284
13. Tomatin the major alkaloid of tomato acts as a repellent.
They also acts as regulatory growth factors and, reserve substances for
nitrogen and other elemental supply.
They occur as pigments, such as pteridine and betalains and attract animals
for pollination.
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 284
14. EXAMPLE OF ALKALOIDS
LOBELIA
Synonyms: Lobelia herb; Indiana tobacco; Wild tobacco; Emetic herb; Asthma
weed; Bladder pod; Vomit wort
Family: Lobeliaceae
Geographical source: Indigenous to the eastern USA, Canada and Holland. It is an
erect annual herb and 30 – 90 cm high.
Cultivation and collection: Seeds of Lobelia are sown in March – April or autumn
in rich, moist, loamy soil. On germination the plants are grown to produce stems
of 30 – 50 cm in height.
Textbook of pharmacognosy, 2nd edition, Mohammed Ali, Pg 286
15. Uses:
Expectorant used to treat spasmodic asthma and chronic bronchitis.
Used as respiratory stimulant and relaxant.
Used in gas, alcohol and narcotic poisoning.
Help to discontinue smoking habits.
Textbook of Pharmacognosy, 2nd edition, Mohammed Ali, Pg 289