咖啡酸苯乙酯及其苯甲酰基衍生物: 合成和单晶X衍射分析

doi:10.5246/jcps.2011.01.005

咖啡酸苯乙酯及其苯甲酰基衍生物: 合成和单晶X衍射分析

宁显玲, 马小艳^*, 陈柱陀, 朱仁宗, 李超, 王孝伟, 张志丽, 刘俊义^*

北京大学医学部药学院化学生物学系, 北京 100191

收稿日期:2010-05-21 修回日期:2010-10-15 出版日期:2011-01-15 发布日期:2011-01-15
通讯作者: 马小艳*, 刘俊义*

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^*

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*

摘要/Abstract

摘要：

在Na2CO3的催化下, 咖啡酸和β溴乙基苯在非质子性混合溶剂HMPA−CH3CN中高收率地合成天然蜂胶中主要的生物活性成分咖啡酸苯乙酯(CAPE)。为了更好地探究CAPE的构效关系和活性机理, 我们首次成功地合成了单、双苯甲酰基取代的咖啡酸苯乙酯产物, 同时单苯甲酰基取代产物结构通过单晶X衍射被确定。

关键词: 咖啡酸苯乙酯, 苯甲酰基衍生物, X-单晶衍射分析

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

中图分类号:

R916.42

Supporting:

Foundation items: National Natural Science Foundation of China (Grant No. 20672008, 20972011).
^*Corresponding author. Tel: 86-10-82801706

宁显玲, 马小艳^*, 陈柱陀, 朱仁宗, 李超, 王孝伟, 张志丽, 刘俊义^*. 咖啡酸苯乙酯及其苯甲酰基衍生物: 合成和单晶X衍射分析[J]. , DOI: 10.5246/jcps.2011.01.005.

Xian-Ling Ning, Xiao-Yan Ma^*, Zhu-Tuo Chen, Ren-Zong Zhu, Chao Li, Xiao-Wei Wang, Zhi-Li Zhang, Jun-Yi Liu^*. Caffeic acid phenethyl ester and its benzoyl derivatives: synthesis and X-ray structural analysis[J]. , DOI: 10.5246/jcps.2011.01.005.

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