Synthesis of substituted-phenyl-1,2,4-triazol-3-thione analogues with modified D-glucopyranosyl residues and their antiproliferative activities

被引：74

作者：

Li, Zhizhang ^{[3
]}

Gu, Zheng ^{[1
,2
]}

Yin, Kai ^{[1
,2
]}

Zhang, Rong ^{[1
,2
]}

Deng, Qin ^{[1
,2
]}

Xiang, Jiannan ^{[1
,2
]}

机构：

[1] Hunan Univ, Coll Chem & Chem Engn, Ctr Biomed Engn, Changsha 410082, Hunan, Peoples R China

[2] Hunan Univ, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China

[3] Hunan Univ Sci & Engn, Dept Chem, Yongzhou 425100, Peoples R China

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2009年 / 44卷 / 11期

基金：

国家教育部博士点专项基金资助; 芬兰科学院;

关键词：

1,2,4-Triazol-3-thiones; D-Glucopyranosyl; Schiff base; Anti proliferative activity; DERIVATIVES; CANCER; AGENTS; 1,2,4-TRIAZOLES; DESIGN; CELLS;

D O I：

10.1016/j.ejmech.2009.05.030

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of D-glucopyranosyl-1,2,4-triazole-3-thione derivatives 1a-1d were synthesized by the reaction of 1,2,4-triazole-3-thione Schiff bases 5a-5d with 2,3,4,6-tetra-O-acetyl-sigma-D-glucopyranosyl bromide. We demonstrate the conversion of 2 to 5, without the necessity of purification of both oxadiazole and triazole intermediates to afford the compounds 5. Their structures were confirmed by standard studies of H-1 NMR, IR, MS and elemental analysis. Analogues 5 and 1 have shown cytotoxic activity against human MCF-7 and Bel-7402 malignant cell lines. Crown Copyright (C) 2009 Published by Elsevier Masson SAS. All rights reserved.

引用

页码：4716 / 4720

页数：5

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