Synthesis of Dehydroepiandrosteronyl Thiazole Derivatives and Their Antiproliferative Evaluation

doi:10.6023/cjoc201509021

Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (3): 630-637.DOI: 10.6023/cjoc201509021 Previous Articles Next Articles

Notes

去氢表雄酮噻唑衍生物的合成及抗肿瘤活性评估

崔建国^a,b, 赵丹丹^a, 何冬梅^a, 黄燕敏^a, 刘志平^a, 林啟福^b, 石海信^b, 甘春芳^a

a 广西师范学院化学与材料科学学院北部湾环境演变与资源利用教育部重点实验室南宁 530001;
b 广西钦州学院广西高校北部湾石油天然气资源有效利用重点实验室钦州 535000

收稿日期:2015-09-18 修回日期:2015-11-18 发布日期:2015-11-26
通讯作者: 甘春芳 E-mail:ganchunfang2008@126.com
基金资助:
国家自然科学基金(Nos. 21462009, 21562007)、广西高校北部湾石油天然气资源有效利用重点实验室开放课题(No. 2014KLOG09)、合成与天然功能分子化学广西重点实验室资助项目.

Synthesis of Dehydroepiandrosteronyl Thiazole Derivatives and Their Antiproliferative Evaluation

Cui Jianguo^a,b, Zhao Dandan^a, He Dongmei^a, Huang Yanmin^a, Liu Zhiping^a, Lin Qifu^b, Shi Haixin^b, Gan Chunfang^a

a Key Laboratory of Environment Change and Resources Use in Beibu Gulf Ministry of Education, Chemistry and Materials Science College, Guangxi Teachers Education University, Nanning 530001;
b Guangxi Colleges and University Key Laboratory of Beibu Gulf Oil and Natural Gas Resoure Effective Utilization, Qizhou University, Qinzhou 535000

Received:2015-09-18 Revised:2015-11-18 Published:2015-11-26
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21462009, 21562007), the Key Laboratory Project of Effective Utilization of Petroleum and Natural Gas Resources in Guangxi Beibu Gulf (No. 2014KLOG09), and the Synthetic and Natural Functional Molecular Chemistry Lab of Guangxi.

1. Synthesis of Dehydroepiandrosteronyl Thiazole Derivatives and Their Antiproliferative Evaluation.PDF(1361KB)

Abstract

Using dehydroepiandrosterone as starting material, 16 dehydroepiandrosteronyl thiazol derivatives with different structures had been synthesized via microwave irradiation assisted one-pot reaction and general synthetic method, and their structures were characterized by IR, NMR and HRMS. The antiproliferative activity of the compounds was evaluated against human cervical carcinoma (HeLa), human lung carcinoma (A549), human liver carcinoma cells (HEPG2) and normal kidney epithelial cells (HEK293T). The results showed that compound 4 displayed significant inhibitory activity to tested cancer cells, and the values of IC₅₀ were 13.2, 11.3 and 8.3 μmol·L^-1 respectively, but was almost inactive to HEK293T cells (IC₅₀>100 μmol·L^-1). However, other compounds did not exhibit distinct antiproliferative activity to all tested cells.

Key words: dehydroepiandrosterone, thiazole, dehydroepiandrosteronyl thiazole derivatives, antiproliferative activity

Cite this article

Cui Jianguo, Zhao Dandan, He Dongmei, Huang Yanmin, Liu Zhiping, Lin Qifu, Shi Haixin, Gan Chunfang. Synthesis of Dehydroepiandrosteronyl Thiazole Derivatives and Their Antiproliferative Evaluation[J]. Chin. J. Org. Chem., 2016, 36(3): 630-637.

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去氢表雄酮噻唑衍生物的合成及抗肿瘤活性评估

Synthesis of Dehydroepiandrosteronyl Thiazole Derivatives and Their Antiproliferative Evaluation

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