天然产物研究与开发 ›› 2024, Vol. 36 ›› Issue (7): 1226-1230.doi: 10.16333/j.1001-6880.2024.7.015

• 开发研究 • 上一篇    下一篇

具有酪氨酸酶抑制活性的Broussonin C全合成及其结构简化

陈慧娟1,张兴平1,李明明2*,王   扣1*   

  1. 1昆明医科大学药学院暨云南省天然药物药理重点实验室;2云南中医药大学民族医药学院,昆明 650500
  • 出版日期:2024-07-28 发布日期:2024-07-26
  • 基金资助:
    云南省中青年学术和技术带头人后备人才项目(20220 5AC160073);云南省科技厅-昆明医科大学应用基础研究联合专项(2019FB001-029)

Total synthesis of broussonin C with tyrosinase inhibitory activity and its structural simplification

CHEN Hui-juan1,ZHANG Xing-ping1,LI Ming-ming2*,WANG Kou1*   

  1. 1School of Pharmaceutical Science and Yunnan Key Laboratory of Pharmacology for Natural Products,Kunming Medical University;2College of Chinese National Medicine,Yunnan University of Chinese Medicine,Kunming 650500,China
  • Online:2024-07-28 Published:2024-07-26

摘要: Broussonin C是从构树(Broussonetia papyrifera)中分离得到的一种1,3-二芳基丙烷类化合物,具有较好的酪氨酸酶抑制活性。本文以2,4-二羟基苯甲醛为起始原料,经6步反应得到broussonin C,实现其首次全合成。该法操作简单、收率高。同时,在类似物研究中发现,broussonin C无异戊烯基片段的结构类似物酪氨酸酶抑制活性更好,实现了对其结构的有效简化。

关键词: broussonin C, 酪氨酸酶抑制活性, 全合成, 结构简化

Abstract:

Broussonin C is a 1,3-diarylpropane compound isolated from Broussonetia papyrifera,which has good tyrosinase inhibitory activity.Using 2,4-dihydroxybenzaldehyde as the starting material,broussonin C has been successfully synthesized in six steps,which achieves the first total synthesis of broussonin C.The method is easy to operate with high yield.Meanwhile,it was found that the compound with non-isopentenyl fragment has better activities,which effectively simplified its structure.

Key words: broussonin C, tyrosinase inhibitory activity, total synthesis, structure simplification

中图分类号:  R914.5