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

doi:10.6023/cjoc201301006

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (06): 1319-1325.DOI: 10.6023/cjoc201301006 Previous Articles Next Articles

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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^a,c, 何江波^a, 程永现^a, 蒋晟^b

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 发布日期:2013-03-15
通讯作者: 程永现, 蒋晟 E-mail:yxcheng@mail.kib.ac.cn;jiang_sheng@gibh.ac.cn
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.

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

Yang Mei^a,c, He Jiangbo^a, Cheng Yongxian^a, Jiang Sheng^b

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:2013-01-04 Revised:2013-03-07 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).

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

Cite this article

Yang Mei, He Jiangbo, Cheng Yongxian, Jiang Sheng. Synthesis of 3-[(Z)-Pentadec-8-enyl]catechol and Its Anti-angiogenesis Activity[J]. Chin. J. Org. Chem., 2013, 33(06): 1319-1325.

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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

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

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