Synthesis and cytotoxic activity of novel 3-(1H-indol-3-yl)-1H-pyrazole-5-carbohydrazide derivatives

被引：37

作者：

Zhang, Datong ^{[1
]}

Wang, Guangtian ^{[1
]}

Zhao, Guilong ^{[2
]}

Xu, Weiren ^{[2
]}

Huo, Lingyan ^{[1
]}

机构：

[1] Shandong Polytech Univ, Sch Chem & Pharmaceut Engn, Jinan 250353, Shandong, Peoples R China

[2] Tianjin Inst Pharmaceut Research, Tianjin Key Lab Mol Design & Drug Discovery, Tianjin 300193, Peoples R China

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2011年 / 46卷 / 12期

关键词：

Indole; Pyrazole; Carbohydrazide; Synthesis; Cytotoxic activity; Cell cycle; BIOLOGICAL EVALUATION; PYRAZOLE DERIVATIVES; ANTICANCER AGENTS; ANTIFUNGAL ACTIVITY; CANCER-CELLS; INHIBITORS; POTENT; ANTIBACTERIAL; INDOLES; DESIGN;

D O I：

10.1016/j.ejmech.2011.09.049

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel 3-(1H-indole-3-yl)-1H-pyrazole-5-carbohydrazide derivatives 4Ia-n, 4IIa-b and 6 were prepared by hydrazinolysis of ethyl 3-(1H-indole-3-yl)-1H-pyrazole-5-carboxylate with hydrazine hydrate in excellent yields. These new compounds were fully characterized by spectroscopic methods, and the important intermediates 3Ie, 3IIc and 3IId were further confirmed by X-ray crystallography. All the new compounds were evaluated for their cytotoxic activity against 4 human cancer cell lines by MTT method. Some of them exhibited more potent antiproliferative activity against HepG-2, BGC823 and BT474 cell lines than the positive drug 5-fluorourcail. Flow cytometry analysis showed that 4Ik and 4Il arrested the cell cycle at S phase. (C) 2011 Elsevier Masson SAS. All rights reserved.

引用

页码：5868 / 5877

页数：10

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