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白藜芦醇及白藜芦醇烟酸酯的合成

张学景, 朱杰, 熊晓云, 邹永*, 林慧贞   

  1. 1.中国科学院广州化学研究所, 广州 510650;
    2.第四军医大学药理教研室, 西安 710032
  • 收稿日期:2003-11-06 修回日期:2004-02-10 出版日期:2004-03-15 发布日期:2004-03-15
  • 通讯作者: 邹永*

Synthesis of Resveratrol and Resveratrol Trinicotinate

ZHANG Xue-jing, ZHU Jie, XIONG Xiao-yun, ZOU Yong*, LIN Hu i-zhen   

  1. 1. Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou Gua ngdong 510650, China;
    2. Department of Pharmacology, The Fourth Military Medical University, Xi′an Sh anxi 710032, China
  • Received:2003-11-06 Revised:2004-02-10 Online:2004-03-15 Published:2004-03-15
  • Contact: ZOU Yong*

摘要:

目的 合成一种前药白藜芦醇烟酸酯. 方法 在金属锂片和催化量的萘的存在下, 3,5-二甲氧基苯甲醛与对甲氧基苯甲醇的三甲基硅醚反应经过一系列转变得到白藜芦醇, 白藜芦醇与烟酰氯反应得到白藜芦醇烟酸酯.结果 设计并合成了白藜芦醇烟酸酯. 结论 提供了一种合成白藜芦醇及白藜芦醇烟酸酯的方法, 采用KHSO4脱水可选择性的得到反式产物.

关键词: 白藜芦醇, 白藜芦醇, 白藜芦醇烟酸酯, 白藜芦醇烟酸酯, 合成, 合成

Abstract: Aim To synthesize a new prodrug, resveratrol trinicotinate. Methods In presence of lithium and a catalytic amount of naphthalene, the reaction of p-methoxybenzyl trimethylsilyl ether and 3,5-dimethoxylbenzaldehyde gave resveratrol after a series of translation.Resveratrol trinicotinate was obtained by the reaction of resveratrol and nicotinoyl chloride hydrochloride. Results A mutual prodrug resveratrol trinicotinate was designed and synthesized. Conclusion A novel method for synthesis of resveratrol and resveratrol trinicotinate has been afforded.The E-isomer is selectivily obtained by dehydration of the compound 2 with KHSO4.

Key words: resveratrol, resveratrol, resveratrol trinicotinate, resveratrol trinicotinate, synthesis, synthesis

中图分类号: 

Supporting: Foundation item: Natural Science Foundation of Guangdong Province (000942); Science and Technology Program of Guangdong Province (2003B31603).
*Corresponding author. Tel.: 020-85231309; fax: 020-85231119