ABSTRACT
A bioactivity guided fractionation of roots of Canthium multiflorum led to the isolation of the new ursenoic acid derivative 19alpha-hydroxy-3-oxo-ursa-1,12-dien-28-oic acid (1), which showed antiplasmodial effect without inducing change of the shape of membranes of erythrocytes.
Subject(s)
Antimalarials/isolation & purification , Antimalarials/pharmacology , Plasmodium falciparum/drug effects , Rubiaceae/chemistry , Triterpenes/isolation & purification , Triterpenes/pharmacology , Animals , Antimalarials/chemistry , Erythrocytes/drug effects , Humans , Magnetic Resonance Spectroscopy , Molecular Structure , Triterpenes/chemistryABSTRACT
A new ursane derivative, 3-oxo-15alpha,19alpha-dihydroxyursa-1,12-dien-28-oic acid, was isolated from the roots of Canthium multiflorum (Rubiaceae) along with 10-O-acetylgeniposidic acid, 6,7-dimethoxycoumarin, hymexelsin, scopoletin, and 5,6,7-trimethoxycoumarin.
Subject(s)
Plant Extracts/pharmacology , Plasmodium falciparum/drug effects , Rubiaceae/chemistry , Triterpenes/isolation & purification , Animals , Microbial Sensitivity Tests , Plant Roots/chemistry , Triterpenes/chemistry , Triterpenes/pharmacologyABSTRACT
Kurubasch aldehyde, a sesquiterpenoid with an hydroxylated humulene skeleton, was isolated as free alcohol from Trichilia emetica Vahl. (Meliaceae), belonging to the order Sapindales. Related substances have been previously found in plants as esters of aromatic acids, and these plants were species belonging to the distant order Apiales. This is the first report of humulenes found in the genus Trichilia and only the second of humulenes in the order Sapindales. The aldehyde is a modest inhibitor of the growth of Plasmodium falciparum (IC50 76 microM) and slow-proliferating breast cancer cells MCF7 (78 microM), but a potent inhibitor of proliferation of S180 cancer cells (IC50 7.4 microM).