Cyclopenicillone, a unique cyclopentenone from the cultures of Penicillium decumbens

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 app...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2011-10, Vol.47 (37), p.10413-10415
Hauptverfasser:	Lin, Sheng, Shi, Ting, Chen, Ke-Yv, Zhang, Zhong-Xiao, Shan, Lei, Shen, Yun-Heng, Zhang, Wei-Dong
Format:	Artikel
Sprache:	eng
Schlagworte:	Cell Line Culture Techniques Cyclopentanes - chemistry Cyclopentanes - isolation & purification Cyclopentanes - metabolism Cyclopentanes - pharmacology Lipopolysaccharides - pharmacology Macrophages - drug effects Macrophages - metabolism Models, Molecular Molecular Conformation Nitric Oxide - biosynthesis Penicillium - growth & development Penicillium - metabolism Penicillium decumbens
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Zusammenfassung:	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.
ISSN:	1359-7345 1364-548X
DOI:	10.1039/c1cc12079d