title: New isoflavones and pterocarpane with hepatoprotective activity from the stems of Erycibe expansa.
abstract: The methanolic extract from the stems of Erycibe expansa was found to show a hepatoprotective effect on D-galactosamine-induced cytotoxicity in primary cultured mouse hepatocytes. By bioassay-guided separation, two new prenylisoflavones and a pterocarpane, erycibenins A (1), B (2), and C (3), were isolated from the active fraction (the EtOAc-soluble fraction) together with ten isoflavones (4-13) and seven pterocarpanes (14-20). The stereostructures of the new compounds were determined on the basis of chemical and physicochemical evidence including modified Mosher's method. In addition, the isolated constituents, erycibenin A (1, IC50 = 79 microM), genistein (6, 29 microM), orobol (7, 36 microM), and 5,7,4'-trihydroxy-3'-methoxyisoflavone (8, 55 microM) exhibited inhibitory activity on D-galactosamine-induced cytotoxicity in primary cultured mouse hepatocytes.
authors.affiliation: Kyoto Pharmaceutical University, Kyoto, Japan.
authors.forename: Hisashi
authors.initials: H
authors.lastname: Matsuda
authors.forename: Toshio
authors.initials: T
authors.lastname: Morikawa
authors.forename: Fengming
authors.initials: F
authors.lastname: Xu
authors.forename: Kiyofumi
authors.initials: K
authors.lastname: Ninomiya
authors.forename: Masayuki
authors.initials: M
authors.lastname: Yoshikawa
mesh_terms: D000818:Animals; D056486:Chemical and Drug Induced Liver Injury / Q000209:etiology / Q000473:pathology / Q000517:prevention & control*; D027722:Convolvulaceae; D005688:Galactosamine; D022781:Hepatocytes; D020128:Inhibitory Concentration 50; D007529:Isoflavones / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D051379:Mice; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D018547:Plant Stems; D020011:Protective Agents / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D036343:Pterocarpans / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use
chemical_list: D007529:Isoflavones; D010936:Plant Extracts; D020011:Protective Agents; D036343:Pterocarpans; D005688:Galactosamine