Structurally diverse secondary metabolites from a deep-sea-derived fungus Penicillium chrysogenum SCSIO 41001 and their biological evaluation

Abstract Five new compounds, including a cytotoxic dimeric isocoumarin, bipenicilisorin ( 1 ), a merosesquiterpenoid, yaminterritrem C ( 2 ), a citrinin dimer, penicitrinone F ( 3 ), a alkaloid, terremide D ( 4 ), and a δ -valerolacton, ( E )-4-(propen-1-yl)-5,6-dihydro-2H-pyran-2-one ( 5 ), along with ten known compounds ( 6 – 15 ) were isolated from a deep-sea-derived fungus Penicillium chrysogenum SCSIO 41001. Their structures and absolute configurations were elucidated by NMR spectra, MS, CD, optical rotation, X-ray crystallography, and compared with literature data. Biological evaluation results revealed that 1 exhibited significant cytotoxic activities against K562, A549, and Huh-7 cell lines with IC 50 values of 6.78, 6.94, and 2.59 μM, respectively. Compound 3 exhibited moderate inhibitory activity against EV71 with IC 50 value of 14.50 μM. In addition, 13 and 14 showed specific COX-2 inhibitory activities with IC 50 values of 1.09 and 1.97 μM, respectively.