Structure of YM-254890, a novel Gq/11 inhibitor from Chromobacterium sp QS3666

被引：39

作者：

Taniguchi, M ^{[1
]}

Suzumura, K ^{[1
]}

Nagai, K ^{[1
]}

Kawasaki, T ^{[1
]}

Saito, T ^{[1
]}

Takasaki, J ^{[1
]}

Suzuki, K ^{[1
]}

Fujita, S ^{[1
]}

Tsukamoto, S ^{[1
]}

机构：

[1] Yamanouchi Pharmaceut Co Ltd, Inst Drug Discovery Res, Tsukuba, Ibaraki 3058585, Japan

来源：

TETRAHEDRON | 2003年 / 59卷 / 25期

关键词：

YM-254890; cyclic peptide; depsipeptide; G(q/11) inhibitor;

D O I：

10.1016/S0040-4020(03)00680-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The isolation and structure elucidation of YM-254890, a novel G(q/11) inhibitor from Chromobacterium sp. QS3666, is described. The gross structure was determined by one- and two-dimensional NMR studies and mass spectrometry. YM-254890 is a cyclic depsipeptide containing uncommon amino acids; beta-hydroxyleucine (two residues), N,O-dimethylthreonine and N-methyldehydroalanine. YM-254890 exists as a mixture of two conformers in a variety of NMR solvents, and the distinction between major and minor conformers appears to lie in the geometry of the amide bond between 3-phenyllactic acid and N-methyldehydroalanine. The absolute stereochemistery was elucidated by Mar-fey's analysis and chiral HPLC analysis of the acid hydrolysate of YM-254890. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：4533 / 4538

页数：6

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