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Caffeic acid phenethyl ester and its benzoyl derivatives: synthesis and X-ray structural analysis

Xian-Ling Ning, Xiao-Yan Ma*, Zhu-Tuo Chen, Ren-Zong Zhu, Chao Li, Xiao-Wei Wang, Zhi-Li Zhang, Jun-Yi Liu*   

  1. Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China
  • Received:2010-05-21 Revised:2010-10-15 Online:2011-01-15 Published:2011-01-15
  • Contact: Xiao-Yan Ma*, Jun-Yi Liu*

Abstract:

Caffeic acid phenethyl ester (CAPE), the main biologically active component of propolis, has been successfully synthesized from caffeic acid and β-bromoethylbenzene catalyzed by Na2CO3 in a mixed solvent of HMPA-CH3CN. To better understand the structure-activity relationship of CAPE, phenylethyl-monobenzoylcinnamate and phenylethyl-dibenzoylcinnamate were prepared. Meanwhile, the structure of phenylethyl-monobenzoylcinnamate was confirmed by single-crystal X-ray diffraction.

Key words: Caffeic acid phenethyl ester, Benzoyl derivatives, Single-crystal X-ray diffraction

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