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Synthesis of aspirin eugenol ester and its biological activity

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Abstract

Aspirin, as starting precursor, was reacted with SOCl2 to generate acyl chloride compound via esterifying eugenol to aspirin eugenol ester (AEE) with a yield of 65%. Tests of AEE for acute toxicity, anti-inflammatory, analgesic, and antipyretic effects were carried out in mice and rats. The results showed that toxicity of AEE was significantly reduced, about 50 and 3.7 times lower than aspirin and eugenol, respectively. Its strength of anti-inflammation, analgesia, and antipyresis was similar as aspirin and eugenol, but the effects lasted longer.

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Acknowledgments

NMR, EIMS, and element analysis were carried out in the center of analysis and identification, department of chemistry, Lanzhou University. The project was supported by Specific Program Funded by Basic Scientific Research Operating Expenses of Central Public Scientific Research Institutes of China (BRF060403), Key Project of Scientific and Technical Supporting Programs of Gansu Province of China (0804NKCA074).

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Authors and Affiliations

  1. Key Lab of New Animal Drug Project of Gansu Province, Key Lab of Veterinary Pharmaceutics Discovery of Agricultural Ministry, Lanzhou Institute of Animal Science and Veterinary Pharmaceutics, Chinese Academy of Agricultural Sciences, No. 335, Jiangouyan, Xiaoxihu, Qilihe District, Lanzhou, 730050, China

    Jian-yong Li, Yuan-guang Yu, Qi-wen Wang, Ji-yu Zhang, Ya-jun Yang, Bing Li, Xu-zheng Zhou, Jian-rong Niu, Xiao-juan Wei & Xi-wang Liu

  2. The Academy of Life Science and Engineering, Lanzhou University of Technology, Lanzhou, 730050, China

    Zhi-qi Liu

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  1. Jian-yong Li
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Correspondence to Jian-yong Li.

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Li, Jy., Yu, Yg., Wang, Qw. et al. Synthesis of aspirin eugenol ester and its biological activity. Med Chem Res 21, 995–999 (2012). https://doi.org/10.1007/s00044-011-9609-1

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  • DOI: https://doi.org/10.1007/s00044-011-9609-1

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