Progress in the Synthesis of Indole Alkaloid Uleine and Its Derivatives

doi:10.6023/cjoc1108212

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (02): 420-430 .DOI: 10.6023/cjoc1108212 Previous Articles Next Articles

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单萜吲哚生物碱Uleine 及其衍生物的合成进展

王学军^a,b, 刘建利^a, 黄新炜^a, 王翠玲^a

a 西部资源生物与现代生物技术省部共建教育部重点实验室西北大学生命科学院西安 710069;
b 甘肃中医学院化学教研室兰州 730000

收稿日期:2011-08-21 修回日期:2011-10-09 发布日期:2012-03-09
通讯作者: 刘建利 E-mail:jlliu@nwu.edu.cn
基金资助:
国家自然科学基金(Nos. 20872118, 30070905)、教育部博士点基金(No. 20070697012)、陕西省重大科技专项(No. 2008ZDKG-67)和陕西省重点实验室基金(Nos. 2010JS097, 08jk477)资助项目.

Progress in the Synthesis of Indole Alkaloid Uleine and Its Derivatives

Wang Xuejun^a,b, Liu Jianli^a, Huang Xinwei^a, Wang Cuiling^a

a Key Laboratory of Resource Biology and Biotechnology in Western China, Ministry of Education, School of Life Science, Northwest University, Xi'an 710069;
b Department of Chemistry, Gansu College of Traditional Chinese Medicine, Lanzhou 730000

Received:2011-08-21 Revised:2011-10-09 Published:2012-03-09
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 20872118, 30070905), the Doctoral Fund of Ministry of Education of China (No. 20070697012), the Major Science and Technology Projects of Shaanxi Province (No. 2008ZDKG-67) and the Foundation of State Key Laboratory of Shaanxi Province (Nos. 2010JS097, 08jk477).

Uleine and its derivatives belong to the monoterpenoid indole alkaloids based on their structures. The characteristic of their structures is only one carbon atom which separates the indole nucleus and the basic nitrogen atom, as opposed to the normal two-carbon bridge of tryptamine and most monoterpenoid indole alkaloids. Their natural contents are extremely low, and their synthetic work has attracted generations of chemists. The synthetic methods of uleine and its derivatives are reviewed according to the types of structure building methodology. The indole and pyridine derivatives were used as the starting material in most tetracyclic synthesis. Several simple and convenient routes are succeeded.

Key words: uleine, derivative, synthesis, review

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Wang Xuejun, Liu Jianli, Huang Xinwei, Wang Cuiling. Progress in the Synthesis of Indole Alkaloid Uleine and Its Derivatives[J]. Chin. J. Org. Chem., 2012, 32(02): 420-430 .

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单萜吲哚生物碱Uleine 及其衍生物的合成进展

Progress in the Synthesis of Indole Alkaloid Uleine and Its Derivatives

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