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

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• 作者：Haifeng He^a ; Xiaoyan Wang^a ; Liqiao Shi^b ; Wenyan Yin^b ; Ziwen Yang^b ; Hongwu He^a ; ^{he1208@mail.ccnu.edu.cn" class="auth_mail" title="E-mail the corresponding author} ; Ying Liang^b ; ^{liangying2004123@163.com" class="auth_mail" title="E-mail the corresponding author}
• 关键词：1 ; 3-Thiazole ; Carboxamide ; Hydrazide&ndash ; hydrazone ; Antitumor activity ; Apoptosis
• 刊名：Bioorganic & Medicinal Chemistry Letters
• 出版年：2016
• 出版时间：15 July 2016
• 年：2016
• 卷：26
• 期：14
• 页码：3263-3270
• 全文大小：1936 K

文摘

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 μg/mL, 1.67 μg/mL and 1.11 μg/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.