Chinese Journal of Organic Chemistry >
Synthesis and Antiproliferative Activity of Novel Thiazolo[3,2-a]pyrimidine Derivates
Received date: 2014-08-31
Revised date: 2014-11-09
Online published: 2014-11-18
Supported by
Project supported by the National Natural Science Fundation of China (No. 21462056), the Priming Scientific Research Foundation for Doctoral Program of Zunyi Medical College (No. F-631), the Department of Science and Technology of Guizhou Province (Nos. [2014]7565, [2014]7557, [2014]4002) and the Education Department of Guizhou Province (No. QJHRCTDZ-2012-03).
Nine novel thiazolo[3,2-a]pyrimidine derivatives with pyrazole substituent were synthesized from substituted phenylhydrazines via Vilsmeier-Haack, Biginelli and Knoevenagel reactions and characterized by IR, 1H NMR, 13C NMR, ESI-MS and HRMS. The antiproliferative activities of target compounds against human prostate cancer PC-3 and human hepatoma HepG2 cell lines were evaluated by methyl thiazolyl tetrazolium (MTT) assay. The results displayed that several compounds showed moderate to potent antitumor activity. Particularly, compounds 5b, 5c, 5g and 5i exhibited slightly stronger antitumor activity than positive control 5-fluorouracil (5-FU) against PC-3 cells with IC50 values of 29.98, 27.69, 26.36 and 12.56 μmol/L. Moreover, the cellular mechanisms showed that compound 5i could induce apoptosis and G2/M cell cycle arrest of PC-3 cells.
Key words： thiazolo[3,2-a]pyrimidine; anticancer activity; cell apoptosis; cell cycle
Zhang Lei , Lin Ya , Wang Jing , Zhu Xinling , Yao Qiuli , Yao Qizheng . Synthesis and Antiproliferative Activity of Novel Thiazolo[3,2-a]pyrimidine Derivates[J]. Chinese Journal of Organic Chemistry, 2015 , 35(2) : 497 -504 . DOI: 10.6023/cjoc201408039
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