Abstract
Eleven undescribed quinolone alkaloids, pesimquinolones I–S (1–4 and 6–12), as well as eleven known congeners (5 and 13–22), were isolated from the solid culture broth of the fungus Penicillium simplicissimum. Their chemical structures with absolute configurations were established by a combination of NMR spectroscopy, single-crystal X-ray crystallography, and modified Mosher’s methods. Pesimquinolones I–K (1–3) represent the first examples of natural occurring quinolone alkaloids that possess a 6/6/6/6 tetracyclic ring system. The anti-inflammatory activities of selected compounds on LPS-induced nitric oxide (NO) production in adherent cells were evaluated. Compounds 1 and 2 showed suppressive effects on the production of NO, with IC50 values of 10.13 and 8.10 μM, respectively.
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