有机化学 ›› 2014, Vol. 34 ›› Issue (10): 2001-2006.DOI: 10.6023/cjoc201407047 上一篇    下一篇

研究论文

(±)-Cycloaltilisin 7和(±)-Poinsettifolin B的首次全合成

马晓琴, 杨金会, 冯尧, 陈兵兵, 谢一民   

  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:2014-07-31 修回日期:2014-09-07 发布日期:2014-09-18
  • 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(Nos. 21362025,21162021)、教育部新世纪优秀人才支持计划(No. NCET-09-0860)资助项目.

First Total Synthesis of (±)-Cycloaltilisin 7 and (±)-Poinsettifolin B

Ma Xiaoqin, Yang Jinhui, Feng Yao, Chen Bingbing, Xie Yimin   

  1. Key Laboratory of Energy Sources and Chemical Engineering of Ningxia, Ningxia University, Yinchuan 750021
  • Received:2014-07-31 Revised:2014-09-07 Published:2014-09-18
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21362025, 21162021) and the Program for New Century Excellent Talents in University (No. NCET-09-0860).

Cycloaltilisin 7是从桑科植物面包树(Artocarpus altilis)的芽中分离出的一种新异戊烯基黄烷酮,具有组织蛋白酶K抑制活性;Poinsettifolin B也是从桑科琉桑属植物Dorstenia poinsettifolia中分离出的一种新的香叶基查尔酮, Dorstenia poinsettifolia是原产于喀麦隆潮湿森林的草本植物,用于民间雅司病和伤口感染的治疗,对治疗皮肤病也有潜在功效. 以廉价的羟苯乙酮和羟苯甲醛为原料,用简单温和的方法完成了这两种天然产物的首次全合成. 所有新化合物的结构都经过HRMS,1H NMR和13C NMR的确认.

关键词: cycloaltilisin 7, poinsettifolin B, 黄酮, 查尔酮, 全合成

Cycloaltilisin 7, isolated from the bud covers of Artocarpus altilis, is a new isoprenyl flavone and has the potential cathepsin K inhibitory activity; while poinsettifolin B is another new geranyl chalcone isolated from the extract of Dorsetenia poinsettifolia, an native cameroonian herb used for the treatment of yaws disease, infection, and other possible skin diseases. Starting from the inexpensive hydroxyl acetophenones and hydroxyl benzaldehydes, the first total syntheses of these two natural products are accomplished with simple and mild conditions. The structures of all new compounds are elucidated by HRMS, 1H NMR and 13C NMR spectra.

Key words: cycloaltilisin 7, poinsettifolin B, flavanoid, chalcone, total synthesis