Mycotoxins from the Fungus Botryotrichum piluliferum.

Two new sterigmatocystin derivatives, oxisterigmatocystins E and F (1 and 2, respectively), along with nine known compounds, oxisterigmatocystins G and H (3 and 4, respectively), sterigmatocystin (5), N-0532B (6), O-methylsterigmatocystin (7), N-0532A (8), 6-O-methylversicolorin A (9), 6,8-O-dimethylversicolorin A (10), and 8-O-methylaverufin (11), were isolated from the fungus Botryotrichum piluliferum. The structures of these mycotoxins were elucidated by spectroscopic evidence. Among these, compounds 3, 4, and 9 were discovered as natural products for the first time. Compounds 1, 3, and 4 displayed antimalarial activity toward Plasmodium falciparum (IC50 = 7.9-23.9 μM). In addition, compounds 1-6 and 8-11 exhibited cytotoxicity against KB, MCF-7, and NCI-H187 cell lines (IC50 = 0.38-78.6 μM). However, compounds 1-9 showed cytotoxic effects against the Vero cell line (IC50 = 0.65-12.3 μM). This finding should promote awareness of the contamination of B. piluliferum in the food chain and agricultural soil.