| Literature DB >> 15158780 |
Masatoshi Taniguchi1, Ken-Ichi Suzumura, Koji Nagai, Tomihisa Kawasaki, Jun Takasaki, Mitsuhiro Sekiguchi, Yumiko Moritani, Tetsu Saito, Kazumi Hayashi, Shigeo Fujita, Shin-Ichi Tsukamoto, Ken-Ichi Suzuki.
Abstract
The structure elucidation and biological activity of novel YM-254890 (1) analogues and semi-synthetic derivatives are described. Three natural analogues, YM-254891 (2), YM-254892 (3), and YM-280193 (4), were isolated from the fermentation broth of Chromobacterium sp. QS3666, and two hydrogenated derivatives, YM-385780 (5) and YM-385781 (6), were synthesized from YM-254890. Their structures were determined by one- and two-dimensional NMR studies and mass spectrometry. Among these compounds, two natural analogues 2-3 which possessed acyl groups at beta-HyLeu-1 and one derivative 6 whose conformation was similar to that of 1 showed comparable Galpha(q/11) inhibitory activity to that of 1. This indicates that the acyl beta-HyLeu residue plays an important role in activity and also that the alpha,beta-unsaturated carbonyl group of the N-MeDha residue is not critical to activity. The other hydrogenated derivative 5 had significantly less activity, which could be attributed to conformational differences.Entities:
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Year: 2004 PMID： 15158780 DOI： 10.1016/j.bmc.2004.04.006
Source DB: PubMed Journal: Bioorg Med Chem ISSN： 0968-0896 Impact factor: 3.641