title: Varioxepine A, a 3H-oxepine-containing alkaloid with a new oxa-cage from the marine algal-derived endophytic fungus Paecilomyces variotii.
abstract: A new 3H-oxepine-containing alkaloid, varioxepine A (1), characterized by a structurally unprecedented condensed 3,6,8-trioxabicyclo[3.2.1]octane motif, was isolated from the marine algal-derived endophytic fungus Paecilomyces variotii. Due to the low proton/carbon ratio, the unambiguous assignment of the planar structure and relative configuration was precluded by NMR experiments and solved by single crystal X-ray analysis. The absolute configuration was established by DFT conformational analysis and TDDFT-ECD calculations. Compound 1 inhibited plant pathogenic fungus Fusarium graminearum.
authors.affiliation: Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences , Nanhai Road 7, Qingdao 266071, People's Republic of China.
authors.forename: Peng
authors.initials: P
authors.lastname: Zhang
authors.forename: Attila
authors.initials: A
authors.lastname: Mándi
authors.forename: Xiao-Ming
authors.initials: XM
authors.lastname: Li
authors.forename: Feng-Yu
authors.initials: FY
authors.lastname: Du
authors.forename: Jia-Ning
authors.initials: JN
authors.lastname: Wang
authors.forename: Xin
authors.initials: X
authors.lastname: Li
authors.forename: Tibor
authors.initials: T
authors.lastname: Kurtán
authors.forename: Bin-Gui
authors.initials: BG
authors.lastname: Wang
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005670:Fusarium / Q000187:drug effects; D008386:Marine Biology; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010082:Oxepins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010143:Paecilomyces / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D010082:Oxepins; C000599274:varioxepine A