Metabolites from the plant endophytic fungus Penicillium sp. CPCC 401423 and their cytotoxic activity against MIA PaCa-2 cells.

Twenty-two metabolites were isolated from Penicillium sp. CPCC 401423 cultured on rice. The structures of all compounds were elucidated mainly by MS and NMR analysis as well as the necessary CD experimental evidence, of which penicillidione A ( 1 ), penicillidione B ( 2 ), ( E )-4-[(4-acetoxy-3-methyl-2-butenyl)oxy]phenylacetic acid ( 3 ), ( S )-2-hydroxy-2-{4-[(3-methyl-2-butenyl)oxy]phenyl} ( 4 ), ( S )-4-(2,3-dihydroxy-3-methyl-butoxy)phenylacetic acid ( 5 ), ( E )-4-[(3-carboxy-2-butenyl)oxy]benzoic acid ( 6 ), ( Z )-4-[(4-hydroxy-3-methyl-2-butenyl)oxy]benzoic acid ( 7 ), open-cycled N-demethylmelearoride A ( 12 ), and penostatin M ( 16 ) were identified as new compounds. The cytotoxic activity against human pancreatic carcinoma cell line MIA PaCa-2a was detected. Among them, compounds 13 - 15 and 22 displayed significant cytotoxicity against MIA-PaCa-2 cells with IC 50 values of 8.9, 36.5, 31.8, and 22.3 µM, respectively (positive control gemcitabine IC 50 65.0 µM).