title: Cyclopenicillone, a unique cyclopentenone from the cultures of Penicillium decumbens.
abstract: Cyclopenicillone (1), possessing a unique 2,5-dimethylcyclopent-2-enone carbon skeleton, has been isolated from the cultures broth of the fungus Penicillium decumbens. The structure and absolute configuration of 1 were elucidated using a combination of NMR spectroscopy, CD data and computational approaches. Cyclopenicillone (1) demonstrated a dose-dependent (10-100 μM) inhibition against LPS-induced NO production in RAW264.7 macrophages.
authors.affiliation: Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, PR China.
authors.forename: Sheng
authors.initials: S
authors.lastname: Lin
authors.forename: Ting
authors.initials: T
authors.lastname: Shi
authors.forename: Ke-Yv
authors.initials: KY
authors.lastname: Chen
authors.forename: Zhong-Xiao
authors.initials: ZX
authors.lastname: Zhang
authors.forename: Lei
authors.initials: L
authors.lastname: Shan
authors.forename: Yun-Heng
authors.initials: YH
authors.lastname: Shen
authors.forename: Wei-Dong
authors.initials: WD
authors.lastname: Zhang
mesh_terms: D002460:Cell Line; D046508:Culture Techniques; D003517:Cyclopentanes / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects / Q000378:metabolism; D008958:Models, Molecular; D008968:Molecular Conformation; D009569:Nitric Oxide / Q000096:biosynthesis; D010407:Penicillium / Q000254:growth & development* / Q000378:metabolism
chemical_list: D003517:Cyclopentanes; D008070:Lipopolysaccharides; C568811:cyclopenicillone; D009569:Nitric Oxide; C013905:cyclopentenone