Microbial conversion of nigericin in three successive steps, by Sebekia benihana.
A strain of Sebekia benihana NRRL 11111 was found to transform nigericin in three successive steps, giving three compounds which were isolated. Their structure were determined by IR, 1H and 13C NMR, and fast atom bombardment mass spectra. The first compound resulted from the reduction of the terminal hemiketal ring it was then transformed into the two other compounds as a result of the oxidation of methyl (C-33) into a CH2OH and COOH group respectively. All these products had lost the ionophoric and antibiotic properties of nigericin and thus were products of a detoxification process.
Delort
A M
AM
Laboratoire de Chimie Organique Biologique, U.A. 485 du C.N.R.S., Université Blaise Pascal, Aubiere, France.
Jeminet
G
G
Sancelme
M
M
Dauphin
G
G
D000900:Anti-Bacterial Agents / Q000378:metabolism*; D001419:Bacteria / Q000378:metabolism; D008658:Inactivation, Metabolic; D008968:Molecular Conformation; D009550:Nigericin / Q000378:metabolism*; D010084:Oxidation-Reduction
D000900:Anti-Bacterial Agents; D009550:Nigericin