Haplofungins, novel inositol phosphorylceramide synthase inhibitors, from Lauriomyces bellulus SANK 26899 III. Absolute structure of haplofungin A

• Published in: Journal of antibiotics Vol. 62; no. 10; pp. 559 - 563
• Main Authors: Ohnuki, Takashi, Yano, Tatsuya, Furukawa, Youji, Takatsu, Toshio
• Format: Journal Article
• Language: English
• Published: London Nature Publishing Group UK 01.10.2009; Japan Antibiotics Research Assoc; Nature Publishing Group
• Subjects: Antifungal Agents - chemistry; Antifungal Agents - metabolism; Ascomycota - classification; Ascomycota - growth & development; Ascomycota - metabolism; Bacteriology; Biomedical and Life Sciences; Bioorganic Chemistry; Biotechnology & Applied Microbiology; Crystallography, X-Ray; Culture Media; Degradation products; Enzyme Inhibitors - chemistry; Enzyme Inhibitors - metabolism; Fatty Acids, Unsaturated - chemistry; Fatty Acids, Unsaturated - metabolism; Gas Chromatography-Mass Spectrometry; Hexosyltransferases - antagonists & inhibitors; Immunology; Life Sciences; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Medicinal Chemistry; Microbiology; Molecular Conformation; Organic Chemistry; original-article; Pharmacology & Pharmacy; Science & Technology; X-ray crystallography; antifungal; inhibitor; absolute structure; haplofungin; inositol phosphorylceramide synthase; RUSTMICIN; SPHINGOLIPID SYNTHESIS; KHAFREFUNGIN
• ISSN: 0021-8820; 1881-1469
• DOI: 10.1038/ja.2009.74

The absolute structure of haplofungin A, a potent fungal inositol phosphoceramide (IPC) synthase inhibitor from Lauriomyces bellulus SANK 26899, was determined by chiral GC/MS analysis, NMR and X-ray crystallographic analysis of the derivatives of degradation products.