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A new member of the class of antibiotics with thiotetronic acid structure isolated from Streptomyces olivaceus Tü 3010
Author(s) -
Rapp Claudius,
Jung Günther,
IsselhorstScharr Caroline,
Zähner Hans
Publication year - 1988
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198819881105
Subject(s) - chemistry , metabolite , derivatization , chemical structure , two dimensional nuclear magnetic resonance spectroscopy , antibiotics , stereochemistry , biochemistry , organic chemistry , high performance liquid chromatography
A lipophilic antibiotic was isolated from the culture filtrate of Streptomuces olivaceus Tü 3010. Its structure was elucidated spectroscopically using 2D‐ 1 H‐ and 13 C‐NMR experiments (e. g. COLOC, NOESY), FD‐ and GC‐MS, and by chemical degradation and derivatization. The antibiotic Tü 3010 was identified as (2 S )‐4‐ethyl‐2,5‐dihydro‐3‐hydroxy‐2‐[(1 E )‐2‐methyl‐1,3‐butadiyl]‐5‐oxo‐2‐thienylacetamide ( 1 ), therefore it is a new member of natural compounds with thiotetronic acid structure. The metabolite shows antibacterial activity especially against Streptomycetes .