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Antibiotics from Gliding Bacteria, LXIII. Ratjadone: A New Antifungal Metabolite from Sorangium cellulosum
Author(s) -
Schummer Dietmar,
Gerth Klaus,
Reichenbach Hans,
Höfle Gerhard
Publication year - 1995
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199519950497
Subject(s) - polyketide , chemistry , metabolite , antifungal , secondary metabolite , bacteria , antibiotics , stereochemistry , dihydropyran , fermentation , chromatography , strain (injury) , microbiology and biotechnology , biochemistry , biosynthesis , biology , catalysis , genetics , anatomy , gene , enzyme
The antifungal metabolite ratjadone ( 1 ) was isolated from the myxobacterium Sorangium cellulosum , strain So ce360. Production was achieved by fermentation in the presence of the adsorber resin XAD‐16, extraction and separation by RP chromatography. The structure of 1 was determined by spectroscopic methods. It is characterized by a 4‐hydroxytetrahydropyran and a 5,6‐dihydropyran‐2‐one ring which are connected by an unsaturated C 11 carbon chain. The polyketide origin of 1 was proven by feeding experiments with 13 C‐labeled precursors and NMR spectroscopic examinations.