title: Synthesis and antimalarial evaluation of novel benzopyrano[4,3-b]benzopyran derivatives.
abstract: 7-Methoxyflavenes and 5,7,8-trimethoxyflavenes were found to undergo stereoselective acid-catalyzed rearrangement to generate the benzopyrano[4,3-b]benzopyran ring system present in the natural product, dependensin. Dependensin and its analogs were subjected to antimalarial growth inhibition assays against Plasmodium falciparum and found to have IC(50) values ranging between 1.9 and 3.9 μM.
authors.affiliation: School of Chemistry, The University of New South Wales, UNSW, NSW, Sydney, Australia.
authors.forename: Ruth
authors.initials: R
authors.lastname: Devakaram
authors.forename: David StC
authors.initials: DS
authors.lastname: Black
authors.forename: Katherine T
authors.initials: KT
authors.lastname: Andrews
authors.forename: Gillian M
authors.initials: GM
authors.lastname: Fisher
authors.forename: Rohan A
authors.initials: RA
authors.lastname: Davis
authors.forename: Naresh
authors.initials: N
authors.lastname: Kumar
mesh_terms: D000143:Acids / Q000737:chemistry; D000962:Antimalarials / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001578:Benzopyrans / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D002384:Catalysis; D018360:Crystallography, X-Ray; D019281:Dimerization; D008968:Molecular Conformation; D010963:Plasmodium falciparum / Q000187:drug effects; D013237:Stereoisomerism
chemical_list: D000143:Acids; D000962:Antimalarials; D001578:Benzopyrans