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Alkaloids
Dr. AmitrRatn Gangwal
Indore
India
(images and structures are taken from internet and not the authors original content or creation)
Plant secondary
metabolites
Alkaloid
Dhatura fruit: To Lord Shiva
Celebrities (brat/s)
Rahul Mahajan
Lindsay Lohan
Britney Spears
Jaswant Singh (exception)
Paris Hilton
Fardin Khan
Most of them were convicted in
court on account of using or
possessing cocaine and other
banned drugs.
Few famous/celebrated drugs
obtained from plants are:
• Cocaine
• Atropine
• Papevarine
• Morphine
• Quinine
• Codeine
• Thebaine
• Caffeine
• Reserpine
• Nicotine
• Vincristine and vinblastine etc
Vinca rosea/Sadabahar/Periwinkle
They all are alkaloids and
possess important
pharmacological actions viz
anticancer, hypotensive,
relaxants, painkiller etc.
Most of the allopathic drugs
used today, trace their roots to
plants metabolites in general
and to alkaloids in particular.
Jumbo
molecules
Vincristine
Reserpine
Tubocurarine
Introduction
They are alkali like compound.
Mainly obtained from plants.
Should possess nitrogen atom
essentially in the ring
(heterocyclic form)
Should be potent.
Should respond to classical four
tests meant for their
identification.
Distribution:
Solanaceae
Rubiaceae
Liliaceae
Amaryllidaceae are the few
families, plants of which are
rich in alkaloids.
Example of lower plant
possessing alkaloids is
fungal alkaloid providing
ergot which possess a
gamut of biological
actions.
Properties
Mainly colorless, crystalline
solid.
But coniine, sparteine and
nicotine are liquid and
berberine and betanidine
possess colors.
In general alkaloidal salts are
soluble in water and their free
forms are soluble in organic
solvents (mainly ether and
chloroform).
Some of the pseudo and proto
alkaloids show higher solubility in
water e. g. colchicine and caffeine.
They are basic in nature due
to the lone pair of electrons on
nitrogen.
Their salt formation with an
inorganic acid prevents many
a time their decomposition.
Extraction
One has to consider following
steps in sequential manner for
the extraction of alkaloids:
Separation of the alkaloid from
unwanted material(Hardly any
plant which contains only one
alkaloid exclusively.)
Separation of each individual
alkaloid from the mixture using
chromatographic techniques.
Extraction depends mainly on:
The alkaline nature of most
alkaloids
The ability and ease of
formation of alkaloidal salt with
acids
Relative solubilities of resulting
salts either in organic or
aqueous media.
Identification tests
Mayer’s reagent
Dragendorff’s reagent
Wagner’s reagent
Hager’s reagent
But proto and pseudo alkaloids
do not respond to these tests
and so they got the names.
Functions in plants
Waste metabolites
Waste products or secretary
products
They play defensive roles in
plants.
But their exact role in plants is a
debatable issue.
Nomenclature
From the generic name
Atropine from Atropa belladona
From the specific name
Belladonine from A. belladona
From common name
Ergotamine from ergot
From their specific pharmacological
actions
Narcotine from Papaver somniferum
Morphine from p somniferum.
From the name of discoverer
Pelletierine from the bark of Puniea granatum.
Generally with all the alkaloids
suffix ine is added.
Classification
They can be classified based on
their:
pharmacological actions
biosynthetic precursors and mostly
used
chemical structure which we will
see in detail:
Pyrorolidine alkaloids: hygrine
Piperizine:lobeline
Tropane: atropine
Quinoline: quinine
Isoquinoline:morphine
Aporphine: boldine
Indole: ergometrinine
Imidazole: pilocarpine
Purine: caffeine
Steroidal: solanidine
Biosynthesis
They are mainly derived from
aromatic amino acids in the plants.
But again few alkaloids defy this
rule.
Some interesting facts about alkaloids
Hemlock alkaloid (Conium
maculatum)
Opium poppy
No manipulation in opium alkaloids can
be done without the permission of Govt.
of India.
Neemuch and Ghazipur: Govt. opium
factories.
Alkaloid colony in Neemuch.
Alkaloids pvt. ltd. (Secunderabad, AP)
Individual drugs
Opium
Thank
you

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Alkaloids