Absolute configuration of (+)-pinoresinol 4-O-[6"-O-galloyl]-β-D-glucopyranoside, macarangiosides E, and F isolated from the leaves of Macaranga tanarius

被引:25
作者
Matsunami, Katsuyoshi [1 ]
Otsuka, Hideaki [1 ]
Kondo, Kazunari [2 ]
Shinzato, Takakazu [3 ]
Kawahata, Masatoshi [4 ]
Yamaguchi, Kentaro [4 ]
Takeda, Yoshio [5 ]
机构
[1] Hiroshima Univ, Grad Sch Biomed Sci, Dept Pharmacognosy, Minami Ku, Hiroshima 7348553, Japan
[2] Natl Inst Hlth Sci, Setagaya Ku, Div Novel Food & Immunochem, Tokyo 1588501, Japan
[3] Univ Ryukyus, Fac Agr, Subtrop Field Sci Ctr, Nishihara, Okinawa 9030213, Japan
[4] Tokushima Bunri Univ, Fac Pharmaceut Sci, Sanuki, Kagawa 7692193, Japan
[5] Yasuda Womens Univ, Fac Pharmaceut Sci, Asaminami Ku, Hiroshima 7310153, Japan
关键词
Macaranga tanarius; Euphorbiaceae; Lignan; Megastigmane; DPPH; Cytotoxicity; MEGASTIGMANE GLYCOSIDES; GLUCOSIDES; CONSTITUENTS;
D O I
10.1016/j.phytochem.2009.07.020
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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) Mull-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 I and 2 were galloylated on glucose and possessed potent DPPH radical-scavenging activity. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1277 / 1285
页数:9
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