有机化学 ›› 2016, Vol. 36 ›› Issue (3): 547-554.DOI: 10.6023/cjoc201508021 上一篇    下一篇

研究论文

天然产物BrosimacutinsH和I的对映选择性全合成

叶子平, 杨金会, 冯尧, 马涛, 牛明杰   

  1. 宁夏大学化学化工学院 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:2015-08-24 修回日期:2015-11-06 发布日期:2015-11-26
  • 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)、教育部"新世纪优秀人才支持计划"(No. NCET-09-0860)资助项目.

First Enantioselective Synthesis of Brosimacutins H and I

Ye Ziping, Yang Jinhui, Feng Yao, Ma Tao, Niu Mingjie   

  1. State Key Laboratory Cultivation Base of Natural Gas Conversion, College of Chemistry and Chemical Engineering, Ningxia University, Yinchuan 750021
  • Received:2015-08-24 Revised:2015-11-06 Published:2015-11-26
  • Supported by:

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

Brosimacutins H和I是从巴西的Brosimum acutifolium Huber树皮中分离出的两个具有相似结构的黄酮类化合物. 此树皮被巴西当地居民作为抗发炎和抗风湿的药物, 并且这两种化合物具有一定的细胞活性. 以廉价的羟苯乙酮和羟苯甲醛为原料完成了黄酮化合物Brosimacutins H和I的对映选择性合成. 所有新化合物的结构都经过NMR, HRMS确认.

关键词: brosimacutin, 异戊烯基黄酮, 查尔酮, 二氢查尔酮, 全合成

Brosimacutins H and I, isolated from the bark of brosimum acutifolium huber, are flavanoid compounds with similar structures. The bark of this plant is used in Brazilian folk medicine as an anti-inflammatory and anti-rheumatic agent, and cellular activities were reported for these two compounds. Herein the first enantio-selective synthesis of brosimacutins H and I from cheap starting material hydroxyl-acetophenone and hydroxyl benzene formaldehyde was reported. All new compounds in this study were confirmed by NMR and HRMS.

Key words: brosimacutin, prenylated flavonoids, chalcone, dihydrochalcones, total synthesis