SYNTHESIS OF
IMPORTANT ALKALOIDS
ALKALOID
Alkaloids means alkali like.
Mostly nitrogenous
compounds isolated from
plants.
Alkaloids are medicinally very
important molecules.
There are many medicinally
important alkaloids such as
morphine,ephedrine,papaveri
ne, cocaine etc.
CLASSES OF ALKALOIDS
• Indole alkaloids: (strychnine, lysergic acid, ergotamine)
• Isoquinoline alkaloids: (papaverine )
• Morphinan alkaloids: (isoquinoline gr.) (morphine, codeine,
thebaine
•Tropane alkaloids: (atropine, hyoscyamine, cocaine, scopolamine )
•Pyridine alkaloids: (nicotine)
•Piperidine alkaloids: (piperine, coniine coniine )
• Quinoline alkaloids: (quinine )
•Purine alkaloids: (caffeine , theobromine , theophylline )
•Non-heterocyclic alkaloids: ephedrine, Mescaline
INDOLE ALKALOID:
(ERGOTAMINE)
Isoquinoline alkaloids: PAPAVERINE
Morphinan alkaloids:
(MORPHINE)
BIOSYNTHESIS OF TROPANE
ALKALOIDS
• Tropane is formed by the condensation of
Pyrrolidine compound with 3 acetate derived
carbon atoms.
• The Pyrrolidine ring is formed from amino acid
ornithine.
• The remaining 3 carbon atoms are derived from
acetate and methylation results in the completion
of the tropine nucleus.
• The 3-hydroxy derivative of tropane is called
tropine.
PYRIDINE
ALKALOID(NICOTINE)
• A nitrogen-containing chemical – an alkaloid,
which is made by several types of plants,
including the tobacco plant.
• It is made in the roots and accumulates in the
leaves of the plant.
• Nicotine is a stimulant drug.
• Nicotianatabacum is the type of nicotine found in
tobacco plants, which comes from the nightshade
family.
• Nicotine is also an antiherbivore chemical,
specifically for the elimination of insects.
SYNTHESIS OF NICOTINE
PIPERIDINE ALKALOIDS:
(PIPERINE)
QUINOLINE ALKALOIDS:
(QUININE)
Purines are derivatives of a heterocyclic nucleus
consisting of a six-membered Pyrimidine ring
fused to a five-membered Imidazole ring.
Purines are Psudo alkaloids (Are not derived
from amino acids but have nitrogen in a
heterocyclic ring)
Purine alkaloids
xanthine
theophyillinecoffeine theobromine
Purine alkaloids
 They are all methyl derivatives of xanthine.
Alkaloids derived from
phenylalanine
• EPHEDRINE, PSEUDOEPHEDRINE :-
• It consists of dried young stem of Ephedra
gerardiana and Ephedra nebrodensis.
• It contains the amino alkaloids : Ephedrine,
nor-ephedrine, n-methyl ephedrine, pseudo-
ephedrine.
• Uses: it is used in Asthma, hay fever, flu, cold
medications.
Biosynthesis of Ephedrine

Synthesis of important alkaloid

Editor's Notes

  • #16 Caffeine biosynthetic pathway in C. canephora ‘robusta’. The first (1), third (3), and fourth (4) steps are N-methylations and the second (2) step is cleavage of Rib. Water is depicted as the proton acceptor for nitrogens accepting the reactive methyl group from SAM to produce an oxonium ion (H3O+). Italic letters highlight the atom undergoing methylation and the transferred groups are highlighted in bold. http://www.plantphysiol.org/content/144/2/879/F1.expansion