Cepacidine A, A novel antifungal antibiotic produced by pseudomonas cepacia. II. Physico-chemical properties and structure elucidation

Abstract

Cepacidine A is a novel glycopeptide with a potent antifungal activity, which is produced by Pseudomonas cepacia AF 2001. Its molecular weight was determined by FAB-MS (m/z 1215). The compound is comprised of glycine (1), serine (2), 2, 4-diaminobutyric acid (1), aspartic acid (1), β-hydroxy tyrosine (1), βMiydroxy asparagine (1), xylose (1) and 5, 7-dihydroxy-3, 9-diamino-octadecanoic acid (1). Unfortunately, cepacidine A is a mixture of A1 and A2, either of which is barely distinguishable. Cepacidine A2 includes asparagine (1) instead of β-hydroxy asparagine (1) of cepacidine A1 The MS data and the NOESY, TOCSY and HMBC spectra show that cepacidine A is a cyclic peptide and xylose is connected to 5, 7-dihydroxy-3, 9-diaminooctadecanoic acid. © 1994, JAPAN ANTIBIOTICS RESEARCH ASSOCIATION. All rights reserved.