AURANTIMYCINS, NEW DEPSIPEPTIDE ANTIBIOTICS FROM STREPTOMYCES-AURANTIACUS IMET-43917 PRODUCTION, ISOLATION, STRUCTURE ELUCIDATION, AND BIOLOGICAL-ACTIVITY

• Published in: Journal of antibiotics Vol. 48; no. 2; pp. 119 - 125
• Main Authors: GRAFE, U, SCHLEGEL, R, RITZAU, M, IHN, W, DORNBERGER, K, STENGEL, C, FLECK, WF, GUTSCHE, W, HARTL, A, PAULUS, EF
• Format: Journal Article
• Language: English
• Published: TOKYO JAPAN ANTIBIOT RES ASSN 1995; Japan Antibiotics Research Association
• Subjects: Animals; Anti-Bacterial Agents - biosynthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Antibiotics (antibacterial agents, antifungal agents); Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents; Applied microbiology; Biological and medical sciences; Biotechnology & Applied Microbiology; Cell Line; Cytotoxins - biosynthesis; Cytotoxins - chemistry; Cytotoxins - isolation & purification; Cytotoxins - pharmacology; Fibroblasts - cytology; Fibroblasts - drug effects; Fundamental and applied biological sciences. Psychology; Immunology; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Mice; Microbiology; Molecular Structure; Peptides; Pharmacology & Pharmacy; Science & Technology; Spectrometry, Mass, Fast Atom Bombardment; Streptomyces - metabolism; X-Ray Diffraction; FERMENTATION; AMINO-ACIDS; Antibiotic; Depsipeptide; Toxicity; Chemical structure; Cytotoxicity; Isolation; Antibacterial agent; In vitro; Biological activity
• ISSN: 0021-8820; 1881-1469
• DOI: 10.7164/antibiotics.48.119

Aurantimycins A (1), B (2) and C (3) were isolated from the mycelium of Streptomyces aurantiacus JA 4570 as new representatives of the azinothricin group of hexadepsipeptide antibiotics. Their structures were settled by X-ray diffraction analysis of crystalline aurantimycin A (1), high field home- and heteronuclear 2D NMR experiments, high-resolution mass spectrometry and amino acid analysis. Aurantimycins are characterized by a new side chain containing fourteen carbon atoms. They display strong activity against Gram-positive bacteria and cytotoxic effects against L-999 mouse fibroblast cells.