STRUCTURE OF WS9326A, A NOVEL TACHYKININ ANTAGONIST FROM A STREPTOMYCES

STRUCTURE OF WS9326A, A NOVEL TACHYKININ ANTAGONIST FROM A STREPTOMYCES
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DOI:
10.1021/jo00053a032
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发表时间:
1993-01-01
影响因子:
3.6
通讯作者:
TANAKA, H
TANAKA, H
中科院分区:
化学2区
文献类型:
--
作者:
SHIGEMATSU, N;HAYASHI, K;TANAKA, H

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A novel tachykinin antagonist WS9326A was isolated from Streptomyces violaceoniger no. 9326. It is an acylated macrocyclic heptapeptide lactone consisting Of L-Thr, (E)-dehydro-N-methyltyrosine ((E)-DELTAMeTYr), L-Leu, D-Phe, L-alloThr, L-Asn, L-Ser, and 3-[2-(1(Z)-pentenyl)phenyl]-2(E)-propenoic acid. Its structure, including absolute stereochemistry, was unequivocally determined as 1 on the basis of chemical and spectroscopic evidence. The spectroscopic investigations were carried out mainly with 2, the triacetyl derivative of WS9326A. This is the first example of a tachykinin antagonist isolated from a natural source.