Absolute configuration of (+)-pinoresinol 4-O-[6''-O-galloyl]-beta-D-glucopyranoside, macarangiosides E, and F isolated from the leaves of Macaranga tanarius.
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.
Matsunami
Katsuyoshi
K
Department of Pharmacognosy, Graduate School of Biomedical Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8553, Japan.
Otsuka
Hideaki
H
Kondo
Kazunari
K
Shinzato
Takakazu
T
Kawahata
Masatoshi
M
Yamaguchi
Kentaro
K
Takeda
Yoshio
Y
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*
D003512:Cyclohexanones; D016166:Free Radical Scavengers; D005960:Glucosides; D045792:Norisoprenoids; C413264:megastigmane