Two new azaphilones from the marine-derived fungus Penicillium sclerotiorum E23Y-1A

Abstract

• Two new azaphilones were isolated from the marine-derived fungus Penicillium sclerotiorum . • The absolute configuration of penicilazaphilone F was determined by ECD calculation. • All compounds inhibited the LPS-induced production of NO in BV-2 cells. Two new azaphilones, penicilazaphilones F ( 1 ) and G ( 2 ) together with two known analogs ( 3 and 4 ), were isolated from fermentation cultures of the marine-derived fungus Penicillium sclerotiorum E23Y-1A. Their structures were elucidated based on spectroscopic methods, including IR, MS, 1D and 2D NMR, as well as by comparison with published data. The absolute configuration of compound 1 was unambiguously determined using electronic circular dichroism (ECD) calculation. All isolated compounds were evaluated for their anti-inflammatory effects. Compounds 1 - 4 inhibited the lipopolysaccharide-induced production of nitric oxide (NO) in BV-2 cells, with IC 50 values of 31.7 ± 1.5, 34.5 ± 1.4, 25.3 ± 2.2, and 34.8 ± 1.9 μ M, respectively. In contrast, these compounds showed no obvious cytotoxicity at a concentration of 50.0 μ M.