title: Lowdenic acid: a new antifungal polyketide-derived metabolite from a new fungicolous Verticillium sp.
abstract: 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.
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007087:Illinois; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013237:Stereoisomerism; D020172:Verticillium / Q000737:chemistry*
chemical_list: D000935:Antifungal Agents; D001578:Benzopyrans; D005663:Furans; C482167:canescin A; C482166:lowdenic acid