Synthesis of the cyclic heptapeptide axinellin A

被引：33
|
作者：
Fairweather, Kelly A. [1 ]
Sayyadi, Nima [1 ]
Roussakis, Christos [2 ]
Jolliffe, Katrina A. [1 ]
机构：
[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
[2] Fac Pharm, F-044035 Nantes 01, France
来源：
TETRAHEDRON | 2010年 / 66卷 / 04期
基金：
澳大利亚研究理事会;
关键词：
Cyclic peptide; Pseudoproline; Cyclization; Natural product; SPONGE STYLOTELLA-AURANTIUM; MARINE SPONGE; ANTINEOPLASTIC AGENTS; HYMENIACIDON SP; AXINASTATIN-2; CYCLOPEPTIDES; CYCLIZATION; GROWTH; PHAKELLISTATIN-11; OCTAPEPTIDES;
D O I：
10.1016/j.tet.2009.11.090
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first synthesis of the naturally occurring cyclic peptide axinellin A has been achieved. Cyclization and subsequent deprotection of linear precursors containing either a t-butyl protected Thr residue or a Thr(Psi(Me,Me)pro) derivative gave a cyclic peptide, identical in all respects to the naturally occurring material, with the exception that the synthetic peptide does not exhibit the cytotoxic activity reported for the natural product. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：935 / 939
页数：5
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