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2013 , Vol. 33 >Issue 06: 1319 - 1325

DOI: https://doi.org/10.6023/cjoc201301006

研究论文

3-[(Z)-十五碳-8-烯基]儿茶酚的全合成及其抗肿瘤血管生成活性研究

  • 杨梅 ,
  • 何江波 ,
  • 程永现 ,
  • 蒋晟
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  • b 中国科学院昆明植物研究所 植物化学与西部植物资源持续利用国家重点实验室 昆明 650204;
    b 中国科学院广州生物医药与健康研究院 广州 510530;
    c 中国科学院大学 北京 100039

收稿日期: 2013-01-04

  修回日期: 2013-03-07

  网络出版日期: 2013-03-15

基金资助

国家自然科学基金(No.U1202222);中国科学院昆明植物研究所植物化学与西部植物资源持续利用国家重点实验室(No.P2010-ZZ09)资助项目.

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Synthesis of 3-[(Z)-Pentadec-8-enyl]catechol and Its Anti-angiogenesis Activity

  • Yang Mei ,
  • He Jiangbo ,
  • Cheng Yongxian ,
  • Jiang Sheng
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  • a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204;
    b Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou 510530;
    c University of Chinese Academy of Sciences, Beijing 100039

Received date: 2013-01-04

  Revised date: 2013-03-07

  Online published: 2013-03-15

Supported by

Project supported by the National Natural Science Foundation of China (No.U1202222), and the State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences (No.P2010-ZZ09).

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摘要

以2,3-二甲氧基苯甲醛为原料, 经过Barbier偶联反应, 将邻二酚羟基的保护基从甲基保护转换成缩丙酮保护, 再经Wittig反应等方法合成了3-[(Z)-十五碳-8-烯基]儿茶酚(GQ-5).所合成化合物的结构均经1H NMR, 13C NMR及MS (HRMS)进行了鉴定.采用人脐静脉内皮细胞株对GQ-5的抗肿瘤血管生成活性进行了评价.

关键词： 漆酚; 干漆; Wittig反应; 抗肿瘤血管生成

本文引用格式

杨梅 , 何江波 , 程永现 , 蒋晟 . 3-[(Z)-十五碳-8-烯基]儿茶酚的全合成及其抗肿瘤血管生成活性研究[J]. 有机化学, 2013 , 33(06) : 1319 -1325 . DOI: 10.6023/cjoc201301006

Abstract

3-[(Z)-Pentadec-8-enyl]catechol (GQ-5) was produced from 2,3-dimethoxybenzaldehyde through Barbier coupling reaction, the conversion of protecting group from methyl ether to acetonylidene, Wittig reaction and so on.These compounds have been confirmed by 1H NMR, 13C NMR and MS (or HRMS) techniques.Meanwhile, anti-angiogenesis activity of compound GQ-5 was evaluated by using HUVEC cells.

Key words： urushiol; resina toxicodendri; Wittig reaction; angiogenesis

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