Total Synthesis of Natural Cyclic Depsipeptide—Obyanamide

Chin. J. Org. Chem. ›› 2007, Vol. 27 ›› Issue (08): 1007-1012. Previous Articles Next Articles

Original Articles

天然环酯肽Obyanamide的全合成

王晓季*^,a，李阳^b，陈立功^b，郑鹏武^a，段学民^a，许正双^c

(^a江西科技师范学院药学院南昌 330013)
(^b天津大学化工学院天津 300072)
(^c北京大学深圳研究生院化学基因实验室深圳 518055)

收稿日期:2006-08-01 修回日期:1900-01-01 发布日期:2007-07-30
通讯作者: 王晓季*

Total Synthesis of Natural Cyclic Depsipeptide—Obyanamide

WANG Xiao-Ji*^,a, LI Yang^b, CHEN Li-Gong^b, ZHENG Peng-Wu^a
DUAN Xue-Min^a, XU Zheng-Shuang^c

(^a School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013)
(^b School of Chemical Engineering, Tianjin University, Tianjin 300072)
(^c Laboratory of Chemical Genomics, The Shenzhen Graduate School of Peking University, Shenzhen 518055)

Received:2006-08-01 Revised:1900-01-01 Published:2007-07-30
Contact: WANG Xiao-Ji*

Abstract

Based on the structural features of obyanamide, the target molecule was disconnected into four fragments by applying retrosynthetic analysis method, i.e., N-Me-Phe-N-Me-Val (fragment A), thiazole carboxy acid derivative (fragment B), lactic acid derivative (fragment C) and unnatural 3-aminopentanoic acid (fragment D). The total synthesis of a natural marine cytotoxic cyclic depsipeptide obyanamide was accomplished successfully from synthesized the fragments A, B, C and D. The structures of the synthesized intermediates and product was identified by ¹H NMR, ¹³C NMR, HMBC and HRMS (FAB) spectra.

Key words: total synthesis, natural cyclic depsipeptide, obyanamide

Cite this article

WANG Xiao-Ji*^,a, LI Yang^b, CHEN Li-Gong^b, ZHENG Peng-Wu^a
DUAN Xue-Min^a, XU Zheng-Shuang^c. Total Synthesis of Natural Cyclic Depsipeptide—Obyanamide[J]. Chin. J. Org. Chem., 2007, 27(08): 1007-1012.

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天然环酯肽Obyanamide的全合成

Total Synthesis of Natural Cyclic Depsipeptide—Obyanamide

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