Synthetic Analogs of the Alkaloid Cassiarin A with Enhanced Antimalarial Activity.

ABSTRACT: Background: Among the alkaloids from Cassia siamea, cassiarin A has outstanding antiprotozoal activity, but structure-activity relationships for this chemotype were only poorly understood until now. Methods: We worked out efficient approaches to hitherto underexplored analogs (12 examples) on three synthesis routes which mainly comprised variations in the methyl groups at C-2 and C-5. The new compounds were tested for antiprotozoal and cytotoxic activities. Results: Introduction of a (substituted) benzene ring at C-2 led to a significant enhancement of activity against Plasmodium falciparum, while modifications of the methyl group at C-5 and the phenolic group had detrimental effects. Two of the 2-phenyl analogs further showed a resistance index comparabl

SUBMITTER: Klaßmuller T 

PROVIDER: S-EPMC12299140 | biostudies-literature | 2025 Jul

REPOSITORIES: biostudies-literature