去氢表雄酮噻唑衍生物的合成及抗肿瘤活性评估

引用本文: 崔建国, 赵丹丹, 何冬梅, 黄燕敏, 刘志平, 林啟福, 石海信, 甘春芳. 去氢表雄酮噻唑衍生物的合成及抗肿瘤活性评估[J]. 有机化学, 2016, 36(3): 630-637. doi: 10.6023/cjoc201509021 shu

Citation: Cui Jianguo, Zhao Dandan, He Dongmei, Huang Yanmin, Liu Zhiping, Lin Qifu Shi, Haixin Gan, Synthesis of Dehydroepiandrosteronyl Thiazole Derivatives and Their Antiproliferative Evaluation[J]. Chinese Journal of Organic Chemistry, 2016, 36(3): 630-637. doi: 10.6023/cjoc201509021 shu

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,
,}

1.
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;
2.
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

通讯作者: 甘春芳

基金项目:
国家自然科学基金(Nos. 21462009, 21562007) (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) (No. 2014KLOG09)

合成与天然功能分子化学广西重点实验室资助项目.

摘要: 以去氢表雄酮为原料, 通过微波一步合成法及常规2步合成方法合成得到16个新的具有不同结构特征的去氢表雄酮噻唑衍生物. 所有合成物都通过了IR、NMR及HRMS的结构表征. 另外, 分别选用人宫颈癌细胞(HeLa)、人肝癌细胞(HepG)、人肺癌细胞(A549)和人正常肾上皮细胞(HEK-293T)对合成物的抗肿瘤活性进行了研究, 结果表明4-(4'-三氟甲基)苯基噻唑-2-去氢表雄酮腙(4)对所测试的肿瘤细胞株具有很好的生长增殖抑制活性, 对上述肿瘤细胞的IC₅₀值分别为13.2、11.3和8.3 μmol·L^-1, 对人肾上皮正常细胞HEK-293T却没有表现出明显的抑制作用(IC₅₀值>100 μmol·L^-1). 但是, 其它合成物对所测试的细胞株没有表现出明显的抑制活性.

关键词:

English

Synthesis of Dehydroepiandrosteronyl Thiazole Derivatives and Their Antiproliferative Evaluation

1.
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;
2.
b Guangxi Colleges and University Key Laboratory of Beibu Gulf Oil and Natural Gas Resoure Effective Utilization, Qizhou University, Qinzhou 535000

Corresponding author: 甘春芳

Received Date: 18 September 2015
Available Online: 26 November 2015
Fund Project:
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.

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

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1.
沈阳化工大学材料科学与工程学院沈阳 110142

去氢表雄酮噻唑衍生物的合成及抗肿瘤活性评估

通讯作者: 甘春芳

English

Synthesis of Dehydroepiandrosteronyl Thiazole Derivatives and Their Antiproliferative Evaluation

Corresponding author: 甘春芳

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

去氢表雄酮噻唑衍生物的合成及抗肿瘤活性评估

通讯作者: 甘春芳

English

Synthesis of Dehydroepiandrosteronyl Thiazole Derivatives and Their Antiproliferative Evaluation

Corresponding author: 甘春芳

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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