Synthesis, antitumor activity and mechanism of action of novel 1,3-thiazole derivatives containing hydrazide-hydrazone and carboxamide moiety

被引：68
|
作者：
He, Haifeng [1 ]
Wang, Xiaoyan [1 ]
Shi, Liqiao [2 ]
Yin, Wenyan [2 ]
Yang, Ziwen [2 ]
He, Hongwu [1 ]
Liang, Ying [2 ]
机构：
[1] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China
[2] Hubei Acad Agr Sci, Natl Biopesticide Engn Res Ctr, Wuhan 430064, Peoples R China
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2016年 / 26卷 / 14期
基金：
中国国家自然科学基金;
关键词：
1,3-Thiazole; Carboxamide; Hydrazide-hydrazone; Antitumor activity; Apoptosis; BIOLOGICAL EVALUATION; ANTIPROLIFERATIVE ACTIVITY; INHIBITORS; THIAZOLE; DISCOVERY; PYRAZOLE; SERIES; AGENTS; CELLS;
D O I：
10.1016/j.bmcl.2016.05.059
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of novel 2,4,5-trisubstituted 1,3-thiazole derivatives containing hydrazide-hydrazine, and carboxamide moiety including 46 compounds T were synthesized, and evaluated for their antitumor activity in vitro against a panel of five human cancer cell lines. Eighteen title compounds T displayed higher inhibitory activity than that of 5-Fu against MCF-7, HepG2, BGC-823, Hela, and A549 cell lines. Especially, T1, T26 and T38 exhibit best cytotoxic activity with IC50 values of 2.21 mu g/mL, 1.67 mu g/mL and 1.11 mu g/mL, against MCF-7, BCG-823, and HepG2 cell lines, respectively. These results suggested that the combination of 1,3-thiazole, hydrazide-hydrazone, and carboxamide moiety was much favorable to cytotoxicity activity. Furthermore, the flow cytometry analysis revealed that compounds T1 and T38 could induce apoptosis in HepG2 cells, and it was confirmed T38 led the induction of cell apoptosis by S cell-cycle arrest. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3263 / 3270
页数：8
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