Synthesis and biological evaluation of 5-methyl-4-phenyl thiazole derivatives as anticancer agents

被引：24

作者：

Evren, Asaf E. ^{[1
]}

Yurttas, Leyla ^{[1
]}

Ekselli, Buesra ^{[2
]}

Akalin-Ciftci, Gulsen ^{[2
]}

机构：

[1] Anadolu Univ, Dept Pharmaceut Chem, Fac Pharm, Eskisehir, Turkey

[2] Anadolu Univ, Dept Biochem, Fac Pharm, Eskisehir, Turkey

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2019年 / 194卷 / 08期

关键词：

Azoles; anticancer activity; thiazole; apoptosis; OVERCOMING DRUG-RESISTANCE; IN-VITRO; CANCER; INHIBITORS; APOPTOSIS; IDENTIFICATION; CYTOTOXICITY; DISCOVERY; TOXICITY; SURVIVAL;

D O I：

10.1080/10426507.2018.1550642

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

New N-(5-methyl-4-phenylthiazol-2-yl)-2-(substituted thio)acetamides were synthesized and studied for their anticancer activity. The title compounds were procured by reacting 2-chloro-N-(5-methyl-4-phenylthiazol-2-yl)acetamide with some mercapto derivatives. The structural elucidation of the compounds was performed by H-1-NMR, C-13-NMR and LC-MS/MS spectral data and elemental analyses. The synthesized compounds were investigated for their antitumor activities against A549 human lung adenocarcinoma cells and NIH/3T3 mouse embryoblast cell line for determining their selective cytotoxicity. 2-[(1-methyl-1H-tetrazol-5-yl)thio]-N-(5-methyl-4-phenylthiazol-2-yl)acetamide (4c) showed high selectivity, and whose IC50 value was determined as 23.30 +/- 0.35 mu M and >1000 mu M against A549 human lung adenocarcinoma cells and NIH/3T3 mouse embryoblast cell lines, respectively. 2-[(1-Methyl-1H-imidazol-2-yl)thio]-N-(5-methyl-4-phenyl thiazol-2-yl)acetamide (4a) and 2-[(1-Methyl-1H-tetrazol-5-yl)thio]-N-(5-methyl-4-phenyl thiazol-2-yl)acetamide (4c) exhibited the highest apoptosis percentage among those tested, but not as high as the standard, cisplatin.

引用

页码：820 / 828

页数：9

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