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Sekundärstoffe aus dem chemischen Screening, 16. Inthomycine, neue Oxazol‐triene aus Streptomyces sp.
Author(s) -
Henkel Thomas,
Zeeck Axel
Publication year - 1991
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.199119910164
Subject(s) - chemistry , streptomyces , stereochemistry , polyketide , oxazole , strain (injury) , streptomycetaceae , actinomycetales , substructure , organic chemistry , biosynthesis , bacteria , biology , genetics , structural engineering , anatomy , engineering , enzyme
Secondary Metabolites by Chemical Screening, 16 1) . – Inthomycins, New Oxazole‐Trienes from Streptomyces sp. The oxazole‐triene metabolites inthomycin A to C ( 2, 4, 6 ) have been discovered by chemical screening in the culture broth of Streptomyces sp. (strain Gö 2). Its separation was successful only when the compounds had previously been transformed into the 3‐ O ‐( S )‐2‐phenylbutanoates 3, 5 and 7 . The structures were deduced from their spectroscopic data, especially those taken from 2D‐NMR spectra. The natural products reveal differences in the ( E/Z ) configuration of its triene chains. By feeding [1‐ 13 C]acetate to growing cultures of strain Gö 2, it was determined that C‐1 to C‐10 of the inthomycins biosynthetically originated via the polyketide pathway. Inthomycin A ( 2 ) has already been known as a substructure element of oxazolomycin ( 1 ) and probably is identical with the recently described phthoxazolin.