Synthesis, Anticancer and Antibacterial Activities of Novel 2-Amino-4-phenylthiazole Derivatives Containing Amide Moiety

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	Synthesis, Anticancer and Antibacterial Activities of Novel 2-Amino-4-phenylthiazole Derivatives Containing Amide Moiety
其他题名	Synthesis, Anticancer and Antibacterial Activities of Novel 2-Amino-4-phenylthiazole Derivatives Containing Amide Moiety
	Zhang Zhihua 1; Chen Yu 1; Chai Baoshan 1; Yang Xiaoman 3; Cai Xiaoyu 3; Cui Bo 3; You Song 1
	2017
发表期刊	CHINESE JOURNAL OF ORGANIC CHEMISTRY
ISSN	0253-2786
卷号	37 期号:9 页码:2377-2384
摘要	A series of novel 2-amino-4-phenylthiazole derivatives containing amide moiety were designed and synthesized based on the structural features of sorafenib. The structures of synthesized compounds were characterized by H-1 NMR, C-13 NMR and HRMS. Both the anticancer and antibacterial activities of all the target compounds were evaluated. Most of the compounds showed potent activities, especially N-(3-(2-acetamidothiazol-4-yl) phenyl)-3-fluorobenzamide (4n) exhibited a remarkable antitumor effect against human colon cancer cell line (HT29) and human lung epithelial cells (A549) cells with IC50 values of 6.31 and 7.98 mu mol circle L-1, respectively. Further mechanistic study revealed that 4n can influence the Raf/MEK/ ERK pathway. In addition, N-(3-(2-acetamidothiazol-4-yl) phenyl)-3,4-dichlorobenzamide (4h), N-(3-(2-acetamidothiazol-4-yl) phenyl)-3-chlorobenzamide (4i) and N-(3-(2-acetamidothiazol-4-yl) phenyl)-2,4-dichlorobenzamide (4o) exhibit moderate antibacterial activity against the tested bacteria.
其他摘要	A series of novel 2-amino-4-phenylthiazole derivatives containing amide moiety were designed and synthesized based on the structural features of sorafenib. The structures of synthesized compounds were characterized by ~1H NMR, ~(13)C NMR and HRMS. Both the anticancer and antibacterial activities of all the target compounds were evaluated. Most of the compounds showed potent activities, especially N-(3-(2-acetamidothiazol-4-yl)phenyl)-3-fluorobenzamide(4n) exhibited a remarkable antitumor effect against human colon cancer cell line(HT29) and human lung epithelial cells(A549) cells with IC_(50) values of 6.31 and 7.98 μmol·L~(-1), respectively. Further mechanistic study revealed that 4n can influence the Raf/MEK/ ERK pathway. In addition, N-(3-(2-acetamidothiazol-4-yl)phenyl)-3,4-dichlorobenzamide(4h), N-(3-(2-acetamidothiazol- 4-yl)phenyl)-3-chlorobenzamide(4i) and N-(3-(2-acetamidothiazol-4-yl)phenyl)-2,4-dichlorobenzamide(4o) exhibit moderate antibacterial activity against the tested bacteria.
关键词	BIOLOGICAL EVALUATION KINASE INHIBITORS SORAFENIB ANALOGS ANTITUMOR AGENTS RATIONAL DESIGN 2-AMINOTHIAZOLES BRAF MELANOMA THIOUREA GROWTH thiazole derivative amide synthesis anticancer antibacterial
收录类别	CSCD
语种	英语
CSCD记录号	CSCD:6088077
引用统计
文献类型	期刊论文
条目标识符	http://ir.imr.ac.cn/handle/321006/153919
专题	中国科学院金属研究所
作者单位	1.中国科学院金属研究所 2.辽宁大学 3.Jinzhou Med University, Coll Pharm, Jinzhou 121000, Peoples R China
推荐引用方式 GB/T 7714	Zhang Zhihua,Chen Yu,Chai Baoshan,et al. Synthesis, Anticancer and Antibacterial Activities of Novel 2-Amino-4-phenylthiazole Derivatives Containing Amide Moiety[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY,2017,37(9):2377-2384.
APA	Zhang Zhihua.,Chen Yu.,Chai Baoshan.,Yang Xiaoman.,Cai Xiaoyu.,...&You Song.(2017).Synthesis, Anticancer and Antibacterial Activities of Novel 2-Amino-4-phenylthiazole Derivatives Containing Amide Moiety.CHINESE JOURNAL OF ORGANIC CHEMISTRY,37(9),2377-2384.
MLA	Zhang Zhihua,et al."Synthesis, Anticancer and Antibacterial Activities of Novel 2-Amino-4-phenylthiazole Derivatives Containing Amide Moiety".CHINESE JOURNAL OF ORGANIC CHEMISTRY 37.9(2017):2377-2384.