title: Diterpene glycosides and polyketides from Xylotumulus gibbisporus.
abstract: Four new tetracyclic diterpene glycosides, namely, sordarins C-F (1-4), and three new γ-lactone polyketides, namely, xylogiblactones A-C (5-7), along with sordarin were isolated from the ethyl acetate extracts of the fermented broths of Xylotumulus gibbisporus YMJ863. The structures of 1-7 were elucidated on the basis of spectroscopic data analyses. The configurations of 1-4 were deduced by NOESY, molecular modeling, and comparison with the literature. The relative configurations of 5-7 were deduced by X-ray crystallographic analysis of 5. Compounds 1-5 and sordarin were evaluated in an antifungal assay using Candida albicans ATCC 18804, C. albicans ATCC MYA-2876, and Saccharomyces cerevisiae ATCC 2345, and only sordarin exhibited significant antifungal activities against these fungal strains, with MIC values of 64.0, 32.0, and 32.0 μg/mL, respectively. The effect of compounds 1-7 and sordarin on the inhibition of NO production in lipopolysaccharide-activated murine macrophages was also evaluated. Compounds 2 and sordarin inhibited NO production with IC50 values of 327.2±46.6 and 157.1±24.1 μM, respectively.
authors.affiliation: College of Pharmacy, Taipei Medical University , Taipei, Taiwan 110.
authors.forename: Ya-Chih
authors.initials: YC
authors.lastname: Chang
authors.forename: Chung-Kuang
authors.initials: CK
authors.lastname: Lu
authors.forename: Yin-Ru
authors.initials: YR
authors.lastname: Chiang
authors.forename: Guei-Jane
authors.initials: GJ
authors.lastname: Wang
authors.forename: Yu-Ming
authors.initials: YM
authors.lastname: Ju
authors.forename: Yueh-Hsiung
authors.initials: YH
authors.lastname: Kuo
authors.forename: Tzong-Huei
authors.initials: TH
authors.lastname: Lee
mesh_terms: D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects; D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006254:Hawaii; D007192:Indenes / Q000737:chemistry / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis; D019906:Nuclear Magnetic Resonance, Biomolecular; D061065:Polyketides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D013098:Xylariales / Q000737:chemistry*
chemical_list: D000935:Antifungal Agents; D004224:Diterpenes; D006027:Glycosides; D007192:Indenes; D008070:Lipopolysaccharides; D061065:Polyketides; C003329:sordarin; D009569:Nitric Oxide