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中国药学(英文版) ›› 2024, Vol. 33 ›› Issue (12): 1101-1109.DOI: 10.5246/jcps.2024.12.079

• 【研究论文】 •    下一篇

一种实用高效的杨梅素全合成方法

顾海娟1,#, 姚敏1,#, 王琦2, 樊丽娟4, 张伟4, 和芳3,*(), 李润涛2,*(), 张浩1,*()   

  1. 1. 南通市肿瘤医院/南通大学附属肿瘤医院, 江苏 南通 226361
    2. 北京大学药学院 天然药物及仿生药物全国重点实验室, 北京 100191
    3. 北京创立科创医药技术开发有限公司, 北京 100191
    4. 昆明龙津药业股份有限公司, 云南 昆明 650000
  • 收稿日期:2024-06-23 修回日期:2024-08-15 接受日期:2024-09-28 出版日期:2025-01-07 发布日期:2025-01-06
  • 通讯作者: 和芳, 李润涛, 张浩

Practical and efficient synthesis of myricetin: a scalable approach

Haijuan Gu1,#, Min Yao1,#, Qi Wang2, Lijuan Fan4, Wei Zhang4, Fang He3,*(), Runtao Li2,*(), Hao Zhang1,*()   

  1. 1 Nantong Tumor Hospital/Affiliated Tumor Hospital of Nantong University, Nantong 226361, Jiangsu, China
    2 State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China
    3 Beijing Chuangli Kechuang Medical Technology Development Co., Ltd. Beijing 100191, China
    4 Kunming Longjin Pharmaceutical Co., Ltd. Kunming 650000, Yunnan, China
  • Received:2024-06-23 Revised:2024-08-15 Accepted:2024-09-28 Online:2025-01-07 Published:2025-01-06
  • Contact: Fang He, Runtao Li, Hao Zhang
  • About author:

    # These authors contribute equally to this work.

  • Supported by:
    The Clinical Medicine Special Project of Nantong University for financial support (Grant No. 2022JQ011).

摘要:

本研究设计了两种杨梅素的全合成方法。实验证明, 方法B只需要以便宜易得的间苯三酚为原料, 通过3步反应就能以60%的总收率得到杨梅素, 且不需要柱层析。该方法已经在25 g的规模上得到了验证。

关键词: 杨梅素, 黄酮醇, 全合成, Allan-Robinson反应

Abstract:

Two total synthetic routes for the preparation of myricetin were designed and explored. It was validated that route B presented an efficient approach to synthesizing myricetin, starting from commercially available and inexpensive phloroglucinol. Myricetin was synthesized with an overall yield of 60% across three steps without the need of column chromatography separation. The successful preparation of myricetin on a 25-g scale underscored the potential of this approach.

Key words: Myricetin, Flavonol, Total synthesis, Allan-Robinson reaction

Supporting: /attached/file/20250104/20250104162542_774.pdf