Antidiabetic activity of N-(6-substituted-1,3-benzothiazol-2-yl)benzenesulfonamides

被引：107

作者：

Moreno-Diaz, Hermenegilda ^{[2
]}

Villalobos-Molina, Rafael ^{[1
]}

Ortiz-Andrade, Rolffy ^{[2
]}

Diaz-Coutino, Daniel ^{[3
]}

Medina-Franco, Jose Luis ^{[4
]}

Webster, Scott P. ^{[5
]}

Binnie, Margaret ^{[5
]}

Estrada-Soto, Samuel ^{[1
,2
]}

Ibarra-Barajas, Maximiliano ^{[1
]}

Leon-Rivera, Ismael ^{[3
]}

Navarrete-Vazquez, Gabriel ^{[1
,2
]}

机构：

[1] Univ Nacl Autonoma Mexico, Unidad Biomed, FES Iztacala, Mexico City 54090, DF, Mexico

[2] Univ Autonoma Estado Morelos, Fac Farm, Cuernavaca 62209, Morelos, Mexico

[3] Univ Autonoma Estado Morelos, Ctr Invest Quim, Cuernavaca 62209, Morelos, Mexico

[4] Torrey Pines Inst Mol Studies, Ft Pierce, FL 34946 USA

[5] Univ Edinburgh, Endocrinol Unit, Ctr Cardiovasc Sci, Queens Med Res Inst, Edinburgh EH16 4TJ, Midlothian, Scotland

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 09期

关键词：

diabetes; benzothiazole; streptozotocin-nicotinamide model;

D O I：

10.1016/j.bmcl.2008.03.086

中图分类号：

R914 [药物化学];

学科分类号：

100701 [药物化学];

摘要：

N-(6-Substituted-1,3-benzothiazol-2-yl)benzenesulfonamide derivatives 1-8 were synthesized and evaluated for their in vivo antidiabetic activity in a non-insulin-dependent diabetes mellitus rat model. Several compounds synthesized showed significant lowering of plasma glucose level in this model. As a possible mode of action, the compounds were in vitro evaluated as 11 beta-hydroxysteroid dehydrogenase type 1 (11 beta-HSD1) inhibitors. The most active compounds (3 and 4) were docked into the crystal structure of 11 beta-HSD1. Docking results indicate potential hydrogen bond interactions with catalytic amino acid residues. (c) 2008 Elsevier Ltd. All rights reserved.

引用

页码：2871 / 2877

页数：7

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