Synthesis and Anti-tumor Effect of Artemisone Derivatives

doi:10.6023/cjoc201409039

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (5): 1097-1103.DOI: 10.6023/cjoc201409039 Previous Articles Next Articles

ARTICLE

新型青蒿砜-酯类衍生物的合成及其抗癌活性研究

魏梦雪^a, 徐建^a, 张和^a, 李学强^a,b

a 宁夏大学化学化工学院银川 750021;
b 宁夏天然药物工程技术研究中心银川 750021

收稿日期:2014-09-24 修回日期:2014-10-28 发布日期:2015-01-28
通讯作者: 李学强 E-mail:lixq@nxu.edu.cn
基金资助:
国家自然科学基金(Nos.21462032,21062014)和宁夏大学人才引进科研启动基金(No.80020241)资助项目.

Synthesis and Anti-tumor Effect of Artemisone Derivatives

Wei Mengxue^a, Xu Jian^a, Zhang He^a, Li Xueqiang^a,b

a School of Chemistry and Chemical Engineering, Ningxia University, Yinchuan 750021;
b Ningxia Engineering Research Center for Natural Medicines, Yinchuan 750021

Received:2014-09-24 Revised:2014-10-28 Published:2015-01-28
Supported by:
Project supported by the National Natural Science Foundation of China (Nos.21462032, 21062014) and the Research Starting Funds for Imported Talents of Ningxia University (No.80020241).

1. Synthesis and Anti-tumor Effect of Artemisone Derivatives.PDF(1890KB)

Abstract

The artemisone was rationally designed to be attached with an ester unit, and a series of such artemisone derivatives were practically prepared from dihydroartemisinin. The synthetic route was combined with amination, oxidation, alkylation and esterification. All the new artemisone derivatives were identified by NMR, IR and HRMS technology. The anti-tumor activities of artemisone derivatives against human hepatoma SMMC-7721 cell lines were evaluated by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) colorimetric method. It revealed that they could obviously exert their inhibition of proliferation of the liver cancer cells by inducing apoptosis. Compound 7b exhibited the most potent antiproliferative activity with IC₅₀ value of 0.06 μmol/L treatment for 72 h. Compared with artemisinin, dihydroartemisinin and artemisone, the new artemisone derivatives are superior to each of them in antitumor activity. These results are significant to the potential application of artemisone derivatives in the further development of new anticancer drugs.

Key words: artemisinin, artemisone, esters, synthesis, anti-tumor activity

Cite this article

Wei Mengxue, Xu Jian, Zhang He, Li Xueqiang. Synthesis and Anti-tumor Effect of Artemisone Derivatives[J]. Chin. J. Org. Chem., 2015, 35(5): 1097-1103.

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新型青蒿砜-酯类衍生物的合成及其抗癌活性研究

Synthesis and Anti-tumor Effect of Artemisone Derivatives

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