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Chinese Journal of Organic Chemistry >

2014 , Vol. 34 >Issue 8: 1609 - 1615

DOI: https://doi.org/10.6023/cjoc201402013

Articles

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

  • Wang Xuejun ,
  • Liu Jianli
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  • 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 date: 2014-02-11

  Revised date: 2014-03-25

  Online 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).

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Abstract

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 IC50 value of 19.4 μmol/L.

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

Cite this article

Wang Xuejun , Liu Jianli . Synthesis and Preliminary Antitumor Activities of 7(6)-Hydroxylflavone Derivatives[J]. Chinese Journal of Organic Chemistry, 2014 , 34(8) : 1609 -1615 . DOI: 10.6023/cjoc201402013

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