title: Antimalarial agents, 4. Synthesis of a brusatol analog and biological activity of brusatol-related compounds.
abstract: The quassinoids bruceoside-A [1], brusatol [2], and bruceolide [3] were tested for antimalarial activity in vitro against the chloroquine-resistant (Smith) isolates of Plasmodium falciparum. Compound 2 was quite active, 1 was not active, and 3 showed only a trace of activity. The fact that 15 [(E)-non-2-enoyl] bruceolide [7] synthesized from 2 was eight times less active than 2 would indicate that the requirement of a C-15 ester moiety for enhanced antimalarial activity among brusatol related quassinoids could be quite specific.
authors.affiliation: Division of Medicinal Chemistry and Natural Products, School of Pharmacy, University of North Carolina, Chapel Hill 27514.
authors.forename: K H
authors.initials: KH
authors.lastname: Lee
authors.forename: S
authors.initials: S
authors.lastname: Tani
authors.forename: Y
authors.initials: Y
authors.lastname: Imakura
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D005900:Glaucarubin / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D010616:Phenanthrenes / Q000138:chemical synthesis*; D010963:Plasmodium falciparum / Q000187:drug effects; D036702:Quassins
chemical_list: D000962:Antimalarials; D010616:Phenanthrenes; D036702:Quassins; C020237:brusatol; D005900:Glaucarubin