Synthesis and Preliminary Antitumor Activities of Aurone Derivatives

doi:10.6023/cjoc201305032

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (12): 2565-2571.DOI: 10.6023/cjoc201305032 Previous Articles Next Articles

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橙酮衍生物的合成及初步抗肿瘤活性研究

黄新炜^a,b, 王征^a, 陈巧利^a, 孙艳妮^a, 王翠玲^a, 刘竹兰^a, 刘建利^a

a 西北大学生命科学学院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;
b 西安文理学院化学与化学工程学院西安 710065

收稿日期:2013-05-20 修回日期:2013-07-10 发布日期:2013-08-12
通讯作者: 刘建利 E-mail:jlliu@nwu.edu.cn
基金资助:
国家自然科学基金(Nos. 20872118，30070905)、陕西省重点实验室基金(Nos. 2010JS097，11JS090，12JS110)和陕西省教育厅基金(No. 12JK1010)资助项目.

Synthesis and Preliminary Antitumor Activities of Aurone Derivatives

Huang Xinwei^a,b, Wang Zheng^a, Chen Qiaoli^a, Sun Yanni^a, Wang Cuiling^a, Liu Zhulan^a, Liu Jianli^a

a Key Laboratory of Resource Biology and Biotechnology in Western China, Ministry of Education, School of Life Science, Northwest University, Xi'an 710069;
b School of Chemistry and Chemical Engineering, Xi'an University of Arts and Science, Xi'an 710065

Received:2013-05-20 Revised:2013-07-10 Published:2013-08-12
Supported by:
Project supported by the National Natural Science Fundation of China (Nos. 20872118, 30070905), the Key Laboratory Fund of Shaanxi Province of China (Nos. 2010JS097, 11JS090, 12JS110) and the Foundation of the Education Department of Shaanxi Province (No. 12JK1010).

Aurones are an important type of flavonoids with broad biological activities and pharmacological effects, such as anti-tumor, anti-inflammatory, antioxidant, antibacterial, insect antifeedant etc. They are less common and not widely distributed in nature. The low contents in nature lead to high cost of extraction and separation. In order to extend the compounds diversity and study structure activity relationship, phenoxyacetic acid, 2,3,5-trimethylphenol, 4-chlorol-3,5-dimethylphenol, chloroacetic acid and various aromatic aldehydes are used as starting materials to synthesize three types of aurone derivatives. Their structures were characterized by melting point, ¹H NMR, ¹³C NMR, ESI-MS and elemental analysis. Nine of twenty five synthetic compounds 2h～2m, 5a～5c were unreported in the literature. All the target compounds were evaluated for antitumor activities against Hela human cervical carcinoma cell lines by methyl thiazolyl tetrazolium (MTT) method. The results showed that compounds 2b, 5b, 2s and 2g exhibited potentially high activity against Hela human cervical carcinoma cell lines with IC₅₀ value of 44.3, 31.1, 43.8 and 41.9 μmol/L.

Key words: aurone derivatives, synthesis, antitumor activities, structure activity relationship

Cite this article

Huang Xinwei, Wang Zheng, Chen Qiaoli, Sun Yanni, Wang Cuiling, Liu Zhulan, Liu Jianli. Synthesis and Preliminary Antitumor Activities of Aurone Derivatives[J]. Chin. J. Org. Chem., 2013, 33(12): 2565-2571.

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橙酮衍生物的合成及初步抗肿瘤活性研究

Synthesis and Preliminary Antitumor Activities of Aurone Derivatives

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