Symbioimine exhibiting inhibitory effect of osteoclast differentiation, from the symbiotic marine dinoflagellate Symbiodinium sp.

被引：59

作者：

Kita, M

Kondo, M

Koyama, T

Yamada, K

Matsumoto, T

Lee, KH

Woo, JT

Uemura, D

机构：

[1] Nagoya Univ, Math Sci Res Ctr, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan

[2] Nagoya Univ, Dept Chem, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan

[3] Chubu Univ, Dept Biol Chem, Coll Biosci & Biotechnol, Aichi 4878501, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2004年 / 126卷 / 15期

关键词：

D O I：

10.1021/ja049277f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An amphoteric iminium metabolite, symbioimine (1), was isolated from a cultivated symbiotic marine dinoflagellate Symbiodinium sp. Its structure was deduced by spectroscopic analysis and X-ray crystallographic analysis. Symbioimine (1) has a characteristic 6,6,6-tricyclic iminium ring structure and an aryl sulfate moiety. The plausible biogenetic pathway of 1 can be explained by an intramolecular Diels-Alder reaction followed by imine cyclization. Symbioimine (1) inhibited the differentiation of RAW264 cells into osteoclasts, whereas its cell viability was not affected. Thus, symbioimine (1) is an antiresorptive drug candidate for the prevention and treatment of osteoporosis in postmenopausal women. Copyright © 2004 American Chemical Society.

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页码：4794 / 4795

页数：2

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