Lowdenic Acid: A New Antifungal Polyketide-Derived Metabolite from a New Fungicolous Verticillium sp

Lowdenic acid (1), a new antifungal metabolite with an unusual structure and a mixed biogenetic origin, has been obtained from nonsporulating cultures of a previously undescribed Verticillium sp. (MYC-406 = NRRL 29280) that was isolated as a colonist of polypore basidiomata. The gross structure of 1...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 2003-09, Vol.66 (9), p.1259-1262
Hauptverfasser:	Angawi, Rihab F., Swenson, Dale C., Gloer, James B., Wicklow, Donald T.
Format:	Artikel
Sprache:	eng
Schlagworte:	antibacterial properties Antibiotics (antibacterial agents, antifungal agents) Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents Antifungal Agents - chemistry Antifungal Agents - isolation & purification Antifungal Agents - pharmacology antifungal properties Applied microbiology Aspergillus flavus Bacillus subtilis Benzopyrans - chemistry Benzopyrans - isolation & purification Benzopyrans - pharmacology Biological and medical sciences Candida albicans canescin canescin A carbon carolic acid chemical structure Crystallography, X-Ray Deuteromycotina Fundamental and applied biological sciences. Psychology Furans - chemistry Furans - isolation & purification Furans - pharmacology Illinois isomers italicic acid ketones lowdenic acid metabolites methine Microbiology Molecular Structure Nuclear Magnetic Resonance, Biomolecular polyketides spectral analysis Staphylococcus aureus stereochemistry Stereoisomerism Verticillium Verticillium - chemistry X-ray diffraction
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Beschreibung
Zusammenfassung:	Lowdenic acid (1), a new antifungal metabolite with an unusual structure and a mixed biogenetic origin, has been obtained from nonsporulating cultures of a previously undescribed Verticillium sp. (MYC-406 = NRRL 29280) that was isolated as a colonist of polypore basidiomata. The gross structure of 1 was proposed by analysis of NMR data and confirmed by X-ray diffraction analysis, which enabled assignment of relative stereochemistry. Compound 1 occurs as an equilibrium E/Z mixture. The known antifungal metabolite canescin A (2) was also isolated.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np0301285