ISOLATION AND CHARACTERIZATION OF A NOVEL POLYETHER ANTIBIOTIC OF THE PYRROLETHER CLASS, ANTIBIOTIC X-14885A

• Published in: Journal of antibiotics Vol. 36; no. 10; pp. 1275 - 1278
• Main Authors: WESTLEY, JOHN W., LIU, CHAO-MIN, BLOUNT, JOHN F., SELLO, LILIAN H., TROUPE, NELSON, MILLER, PHILIP A.
• Format: Journal Article
• Language: English
• Published: Tokyo JAPAN ANTIBIOTICS RESEARCH ASSOCIATION 01.01.1983; Japan Antibiotics Research Association
• Subjects: Anti-Bacterial Agents - isolation & purification; Biological and medical sciences; General pharmacology; Gram-Positive Bacteria - drug effects; Medical sciences; Microbial Sensitivity Tests; Models, Molecular; Molecular Conformation; Pharmacology. Drug treatments; Physicochemical properties. Structure-activity relationships; Pyrans - isolation & purification; Pyrans - toxicity; Species Specificity; Structure-Activity Relationship; Treponema - drug effects; X-Ray Diffraction; Isolation; Antibiotic; Ether polymer; Molecular structure; Pyrrole derivatives; Crystalline structure
• ISSN: 0021-8820; 1881-1469
• DOI: 10.7164/antibiotics.36.1275

Antibiotic X-14885A is a polyether antibiotic belonging to the class of these natural acid ionophores known as pyrrolethers. The structure of the antibiotic was elucidated by X-ray crystallographic analysis of the hydrated sodium salt, which crystallized as a tetramer containing four antibiotic and water molecules and four atoms of sodium. Antibiotic X-14885A differs from the most well-known member of the class, A-23187, in two respects : the aromatic N-methylamino group present in the latter is replaced by a phenolic hydroxyl, and one of the four aliphatic methyls is replaced by a proton. Antibiotic X-14885A is active against Grampositive bacteria and the spirochete, Treponema hyodysenteriae.