title: Absolute configuration of (+)-pinoresinol 4-O-[6''-O-galloyl]-beta-D-glucopyranoside, macarangiosides E, and F isolated from the leaves of Macaranga tanarius.
abstract: A lignan glucoside, (+)-pinoresinol 4-O-[6''-O-galloyl]-beta-D-glucopyranoside (1), and two megastigmane glucosides, named macarangiosides E and F (2,3), together with 15 known compounds (4-18) were isolated from leaves of Macaranga tanarius (L.) Müll.-Arg. (Euphorbiaceae). Their structures were elucidated by spectroscopic and chemical analyses. In addition, the absolute stereochemistry of macarangiosides B and C isolated previously from the same plant was also determined for the first time. Compounds 1 and 2 were galloylated on glucose and possessed potent DPPH radical-scavenging activity.
authors.affiliation: Department of Pharmacognosy, Graduate School of Biomedical Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8553, Japan.
authors.forename: Katsuyoshi
authors.initials: K
authors.lastname: Matsunami
authors.forename: Hideaki
authors.initials: H
authors.lastname: Otsuka
authors.forename: Kazunari
authors.initials: K
authors.lastname: Kondo
authors.forename: Takakazu
authors.initials: T
authors.lastname: Shinzato
authors.forename: Masatoshi
authors.initials: M
authors.lastname: Kawahata
authors.forename: Kentaro
authors.initials: K
authors.lastname: Yamaguchi
authors.forename: Yoshio
authors.initials: Y
authors.lastname: Takeda
mesh_terms: D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D003512:Cyclohexanones / Q000737:chemistry / Q000494:pharmacology; D019665:Euphorbiaceae / Q000737:chemistry*; D016166:Free Radical Scavengers / Q000737:chemistry / Q000494:pharmacology*; D005960:Glucosides / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D015394:Molecular Structure; D045792:Norisoprenoids / Q000737:chemistry / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry*
chemical_list: D003512:Cyclohexanones; D016166:Free Radical Scavengers; D005960:Glucosides; D045792:Norisoprenoids; C413264:megastigmane