Synthesis and Preliminary Antitumor Activities of 7(6)-Hydroxylflavone Derivatives

doi:10.6023/cjoc201402013

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (8): 1609-1615.DOI: 10.6023/cjoc201402013 Previous Articles Next Articles

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7（6）-羟基黄酮衍生物的合成及初步抗肿瘤活性研究

王学军^a, 刘建利^b

a 陕西省商洛学院生物医药工程系商洛 726000;
b 西部资源生物与现代生物技术省部共建教育部重点实验室西安 710069

收稿日期:2014-02-11 修回日期:2014-03-25 发布日期:2014-04-18
通讯作者: 王学军 E-mail:xuejunwangd@163.com
基金资助:
国家自然科学基金（Nos.20872118，30070905）、陕西省自然科学基金（No.2014JM4097）、陕西省教育厅基金（No.2013JK0836）、商洛学院人才引进基金（No.13sky0035）资助项目.

Synthesis and Preliminary Antitumor Activities of 7(6)-Hydroxylflavone Derivatives

Wang Xuejun^a, Liu Jianli^b

aDepartment of Biomedical Engineering, Shangluo University, Shangluo 726000;
b Key Laboratory of Resource Biology and Biotechnology in Western China, Ministry of Education, School of Life Science, Northwest University, Xi'an 710069

Received:2014-02-11 Revised:2014-03-25 Published:2014-04-18
Supported by:
Project supported by the National Natural Science Fundation of China (Nos. 20872118, 30070905), the Natural Science Fundation of Shaanxi Province (No. 2014JM4097), the Foundation of the Education Department of Shaanxi Province (No. 2013JK0836) and the Talent Introduction Foundation of Shangluo University (No. 13sky0035).

Five 7-hydroxylflavones and five 6-hydroxylflavones have been synthesized with resorcinol and paradioxybenzene as starting materials in three steps by an improved Baker-Venkatarama rearrangement reaction. Experimental results showed that the ten compounds have poor solubility in methanol and chloroform solvent and low biological activity. Therefore, some of these compounds are further derivatived and five new compounds were successfully synthesized. The nineteen compounds, including four new β-propenediones 4b, 4c, 4d and 4e, were evaluated for antitumor activities against hela human cervical carcinoma cell lines by methyl thiazolyl tetrazolium (MTT) method. The preliminary biological activity tests showed that compound 13 exhibited potentially high activity against hela human cervical carcinoma cell lines with IC₅₀value of 19.4 μmol/L.

Key words: 7(6)-hydroxyflavone, derivative, synthesis, antitumor activity

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Wang Xuejun, Liu Jianli. Synthesis and Preliminary Antitumor Activities of 7(6)-Hydroxylflavone Derivatives[J]. Chin. J. Org. Chem., 2014, 34(8): 1609-1615.

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7（6）-羟基黄酮衍生物的合成及初步抗肿瘤活性研究

Synthesis and Preliminary Antitumor Activities of 7(6)-Hydroxylflavone Derivatives

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