Syntheses and structures of imidazole analogues of Lissoclinum cyclopeptides

Syntheses and structures of imidazole analogues of Lissoclinum cyclopeptides
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DOI:
10.1002/ejoc.200300207
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发表时间:
2003-08-11
影响因子:
2.8
通讯作者:
Rominger, F
Rominger, F
中科院分区:
化学3区
文献类型:
--
作者:
Haberhauer, G;Rominger, F

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描述了环肽3-7的合成,这些环肽的骨架中含有咪唑单元,类似于天然存在的海洋环肽,例如westiellamide和ascidiacylamide。对三聚体3的结构研究表明,咪唑氮原子和仲酰胺的氢原子的所有孤对指向大环中心的分子三角形构象。四聚体4和6的结构显示畸变的分子正方形构象,杂环(4)和aCH基团(6)分别位于矩形的角部。(C)Wiley-VCH Verlag GmbH & Co. KGaA,69451魏因海姆,德国,2003.
The syntheses of the cyclic peptides 3-7, which contain imidazole units in their backbones and resemble naturally occurring marine cyclopeptides such as westiellamide and ascidiacyclamide, are described. Structural investigations on the trimer 3 reveal a molecular triangle conformation with all lone pairs of the imidazole nitrogen atoms and the hydrogen atoms of the secondary amides directed to the center of the macrocycle. The structures of the tetramers 4 and 6 display distorted molecular square conformations with the heterocycles (4) and the aCH groups (6) placed at the corners of the rectangle, respectively. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.