1. CP-78,545, a new monocarboxylic acid ionophore antibiotic related to zincophorin and produced by a Streptomyces.
- Author
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Dirlam JP, Belton AM, Chang SP, Cullen WP, Huang LH, Kojima Y, Maeda H, Nishiyama S, Oscarson JR, and Sakakibara T
- Subjects
- Animals, Anti-Bacterial Agents biosynthesis, Carboxylic Acids biosynthesis, Carboxylic Acids pharmacology, Chemical Phenomena, Chemistry, Physical, Chickens, Coccidiostats biosynthesis, Fermentation, Ionophores biosynthesis, Magnetic Resonance Spectroscopy, Microbial Sensitivity Tests, Models, Molecular, Molecular Conformation, Molecular Structure, Streptomyces metabolism, X-Ray Diffraction, Anti-Bacterial Agents isolation & purification, Carboxylic Acids isolation & purification, Coccidiostats isolation & purification, Ionophores isolation & purification
- Abstract
A new monocarboxylic acid ionophore antibiotic related to zincophorin, CP-78,545 (1), was found in the culture broth of Streptomyces sp. N731-45. CP-78,545 was extracted with organic solvents and purified by column chromatography. The metabolite, which is active in vitro against certain Gram-positive bacteria, as well as the anaerobe Treponema hyodysenteriae, and a coccidium Eimeria tenella, was isolated as a water insoluble magnesium salt (2) in 2:1 (ligand/metal) stoichiometry. The structure of CP-78,545 was elucidated by spectroscopic (NMR and MS) methods, and the relative stereochemistry was determined by single-crystal X-ray analysis of the cadmium salt (3). CP-78,545, i.e., 24-dehydrozincophorin, is unique since its molecular backbone contains a terminal double bond previously not found in other polyether ionophores.
- Published
- 1989
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