有机化学 ›› 2013, Vol. 33 ›› Issue (10): 2155-2161.DOI: 10.6023/cjoc201305045 上一篇    下一篇

研究论文

四种天然双异戊烯基黄酮的合成及其抑菌活性研究

杨金会, 谢一民, 冯尚彪, 左武标, 陈兵兵, 马晓琴, 冯尧   

  1. 宁夏大学天然气转化国家重点实验室培育基地 银川 750021
  • 收稿日期:2013-05-27 修回日期:2013-06-13 发布日期:2013-06-25
  • 通讯作者: 杨金会 E-mail:yang_jh@nxu.edu.cn
  • 基金资助:

    国家自然科学基金(No.21162021);教育部“新世纪优秀人才支持计划”(No. NCET-09-0860)资助项目

Total Synthesis and Antibacterial Activities of Four Natural Dual Prenylated Flavonoids

Yang Jinhui, Xie Yimin, Feng Shangbiao, Zuo Wubiao, Chen Bingbing, Ma Xiaoqin, Feng Yao   

  1. State Key Laboratory Cultivation Base of Natural Gas Conversion, Ningxia University, Yinchuan 750021
  • Received:2013-05-27 Revised:2013-06-13 Published:2013-06-25
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21162021) and the Program for New Century Excellent Talents in University (No. NCET-09-0860).

Abyssinone-Ⅴ, 4'-hydroxy-6,3',5'-triprenylisoflavonone, abyssinone-Ⅵ和abyssinone-Ⅳ都是从刺桐中分离出来的天然双异戊烯基黄酮. 利用简单、温和的方法首次完成了这4个天然产物的全合成. 初步活性测试表明, 4个化合物都具有一定的抑菌活性, 其中, abyssinone-Ⅳ和abyssinone-Ⅴ对金黄葡萄球菌和大肠杆菌都有良好的抑菌效果. 所有新化合物的结构都经过HRMS, 1H NMR和13C NMR确认.

关键词: 异戊烯基黄酮, (±)-abyssinone-Ⅵ, (±)-abyssinone-Ⅳ, (±)-abyssinone-Ⅴ, 4'-hydroxy-6,3',5'-triprenyliso-flavonone, 全合成, 抑菌活性

Abyssinone-Ⅴ, 4'-hydroxy-6,3',5'-triprenylisoflavonone, abyssinone-Ⅵ and abyssinone-Ⅳ were all isolated from the genus erythrina. This study completed the first total synthesis of four natural prenylated flavanoids by using simple and facile approaches. The result of their in vitro antibacterial tests indicated that all of them displayed moderate bacteriostatic activities. The compounds abyssinone-Ⅳ and abyssinone-Ⅴ showed remarkable antibacterial activities. The structures of all new compounds have been confirmed by HRMS, 1H NMR and 13C NMR spectra.

Key words: prenylated flavanoid, (±)-abyssinone-Ⅵ, (±)-abyssinone-Ⅳ, (±)-abyssinone-Ⅴ, 4'-hydroxy-6,3',5'-triprenyli-soflavonone, total synthesis, antibacterial activity