Synthesis and Antiproliferative Activity of Novel Thiazolo[3,2-a]pyrimidine Derivates

doi:10.6023/cjoc201408039

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (2): 497-504.DOI: 10.6023/cjoc201408039 Previous Articles Next Articles

Notes

新型噻唑并[3,2-a]嘧啶衍生物的合成及其抗肿瘤活性

张磊^a, 林娅^a, 王京^a, 朱心玲^a, 姚秋丽^a, 姚其正^b

a 遵义医学院药学院遵义 563003;
b 中国药科大学药学院南京 210009

收稿日期:2014-08-31 修回日期:2014-11-09 发布日期:2014-11-18
通讯作者: 张磊, 王京 E-mail:lzhang@zmc.edu.cn;wangjing@zmc.edu.cn
基金资助:
国家自然科学基金(No. 21462056)、遵义医学院博士科研启动基金(No. F-631)、贵州省科技厅(Nos. 黔科合LH字[2014]7565号, 黔科合LH字[2014]7557号, 黔科合人才团队[2014]4002号)和贵州省教育厅(No. 黔科合人才团队字[2012]03号)资助项目.

Synthesis and Antiproliferative Activity of Novel Thiazolo[3,2-a]pyrimidine Derivates

Zhang Lei^a, Lin Ya^a, Wang Jing^a, Zhu Xinling^a, Yao Qiuli^a, Yao Qizheng^b

a School of Pharmacy, Zunyi Medical College, Zunyi 563003;
b School of Pharmacy, China Pharmaceutical University, Nanjing 210009

Received:2014-08-31 Revised:2014-11-09 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).

1. Synthesis and Antiproliferative Activity of Novel Thiazolo[3,2-a]pyrimidine Derivates.PDF(2138KB)

Abstract

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

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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]. Chin. J. Org. Chem., 2015, 35(2): 497-504.

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新型噻唑并[3,2-a]嘧啶衍生物的合成及其抗肿瘤活性

Synthesis and Antiproliferative Activity of Novel Thiazolo[3,2-a]pyrimidine Derivates

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