Cinchonine
Medicinal Chemistry
Molecular Weight
294.39
Molecular Formula
C19H22N2O
IUPAC Name
(1R)-(6-methoxyquinolin-4-yl)[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl]methanol
Pharmacognosy
Biological Source
Cinchona spp.
Active Constituents
Cinchonine
Pharmacology & Synthesis
Mechanism of Action
Interferes with heme polymerization in malaria parasites.
Pharmacokinetics (ADME)
A: Good oral absorption.
D: Wide distribution.
M: Hepatic.
E: Renal.
Pharmacodynamics
Antimalarial activity (stereoisomer of cinchonidine).
Synthesis Pathway
Synthesized from tryptophan and strictosidine.
Safety, Warnings & Interactions
Adverse Effects
Cinchonism, GI upset.
Contraindications
G6PD deficiency.
Drug Interactions
Antacids delay absorption.
Pharmaceutics & Compendia
Dosage Forms
Tablets