Difficidin and oxydifficidin: novel broad spectrum antibacterial antibiotics produced by Bacillus subtilis. II. Isolation and physico-chemical characterization.
The isolation of difficidin (1) and oxydifficidin (2) from fermentation broth of Bacillus subtilis ATCC 39320 and the physico-chemical characterization of these labile antibiotics are described. The structures of the compounds represent a new class of antibiotics, characterized as highly unsaturated 22-membered macrolide phosphates. Difficidin and oxydifficidin undergo reversible thermal isomerization to 3 and 4 respectively. Biological evaluation of the isomers is presented.
Wilson
K E
KE
Merck Sharp and Dohme Research Laboratories, Rahway, New Jersey.
Flor
J E
JE
Schwartz
R E
RE
Joshua
H
H
Smith
J L
JL
Pelak
B A
BA
Liesch
J M
JM
Hensens
O D
OD
D000469:Alkaline Phosphatase; D000900:Anti-Bacterial Agents; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006863:Hydrogen-Ion Concentration; D019811:Hydroxylamine; D006898:Hydroxylamines / Q000494:pharmacology; D007536:Isomerism; D007783:Lactones / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D013696:Temperature
D000900:Anti-Bacterial Agents; D006898:Hydroxylamines; D007783:Lactones; D019811:Hydroxylamine; C054843:difficidin; C054844:oxydifficidin; D000469:Alkaline Phosphatase