title: Plant antimutagenic agents, 5. Isolation and structure of two new isoflavones, fremontin and fremontone from Psorothamnus fremontii.
abstract: Two new isoflavones, fremontin and fremontone, were isolated from roots of Psorothamnus fremontii (Fabaceae), a desert plant. Compound 1 has the structure 5'-(alpha, alpha-dimethylallyl)-5,7,2',4'-tetrahydroxyisoflavone; compound 2 is similar but also contains the 3'-(gamma,gamma-dimethylallyl) substituent. The alpha,alpha-dimethylallyl substituent is rarely observed, and the combination of the alpha,alpha- and gamma,gamma-dimethylallyl substituents is unprecedented. Both 1 and 2 were nontoxic toward Salmonella typhimurium and were both highly active in the inhibition of mutagenicity of ethyl methanesulfonate (EMS) at all concentrations tested. Compound 2 was more active than 1 in the inhibition of mutagenicity of 2-aminoanthracene (2AN) and acetylaminofluorene (AAF) toward S. typhimurium.
authors.affiliation: Research Triangle Institute, North Carolina 27709.
authors.forename: G
authors.initials: G
authors.lastname: Manikumar
authors.forename: K
authors.initials: K
authors.lastname: Gaetano
authors.forename: M C
authors.initials: MC
authors.lastname: Wani
authors.forename: H
authors.initials: H
authors.lastname: Taylor
authors.forename: T J
authors.initials: TJ
authors.lastname: Hughes
authors.forename: J
authors.initials: J
authors.lastname: Warner
authors.forename: R
authors.initials: R
authors.lastname: McGivney
authors.forename: M E
authors.initials: ME
authors.lastname: Wall
mesh_terms: D000818:Animals; D003460:Crystallization; D005419:Flavonoids / Q000302:isolation & purification*; D066298:In Vitro Techniques; D007529:Isoflavones / Q000032:analysis / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D009152:Mutagenicity Tests; D009154:Mutation; D010946:Plants, Medicinal / Q000032:analysis*; D051381:Rats; D012486:Salmonella typhimurium / Q000235:genetics
chemical_list: D005419:Flavonoids; D007529:Isoflavones; C061630:fremontin; C061631:fremontone