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 approaches. Cyclopenicillone (1) demonstrated a dose-dependent (10-100 μM) inhibition against LPS-induced NO production in RAW264.7 macrophages.