Synthesis of new sugar derivatives from Stachys sieboldi Miq and antibacterial evaluation against Mycobacterium tuberculosis, Mycobacterium avium, and Staphylococcus aureus

被引:9
作者
Chiba, Taku
Takii, Takemasa [1 ]
Nishimura, Kenji
Yamamoto, Yoshifumi
Morikawa, Hiroko
Abe, Chiyoji
Onozaki, Kikuo
机构
[1] Nagoya City Univ, Grad Sch Pharmaceut Sci, Dept Mol Hlth Sci, Nagoya, Aichi, Japan
[2] Kinjo Gokuin Univ, Coll Pharm, Nagoya, Aichi, Japan
[3] Japan Anti Tuberculosis Assoc, Res Inst Tuberculosis, Tokyo, Japan
基金
日本学术振兴会;
关键词
stachyose; beta-allyl manninotrioside; antibacterial activity;
D O I
10.1016/j.bmcl.2007.02.024
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of sugar derivatives (7-14) were synthesized from stachyose, a sugar compound of Stachys sieboldi Miq, and evaluated for antibacterial activity against Mycobacterium tuberculosis, Mycobacterium avium, and Staphylococcus aureus, and their structure-activity relationships were studied. The results showed that the compound OCT359 (allyl O-(2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosyl)-(1 6)-O-(2,3,4-tri-O-acetyl-alpha-D-galactopyranosyl)-(1 -> 6)-O-2,3,4-tri-O-acetyl-alpha-D-glucopyranoside) (12) exhibited in vitro antibacterial activity. The allyl group at C-1 and the acetoxy groups of the manninotrioside were requisite for the antibacterial activity. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2487 / 2491
页数:5
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