Pyrrole alkaloids from the fruiting bodies of edible mushroom Lentinula edodes

Nine pyrrole alkaloid derivatives, including four new ones (1-4), were isolated from the wild mushroom Lentinula edodes for the first time. Their chemical structures were determined using UV-Vis spectroscopy, IR spectroscopy, MS, NMR spectroscopy, and single-crystal X-ray diffraction techniques. Compound 1, a previously unreported bicylo-pyrrole aldehyde homologue, was found to be a major component, approximately 8.2 mg g (-1) in the dry powder of L. edodes. Compound 1 showed cytotoxicity against SMMC-772 (IC50 15.8 mu M) without any cytotoxic effect on LO2, a normal hepatic cell line; compounds 1 and 2 displayed weak immunosuppressive activities by inhibiting the proliferation of induced T cells; compound 3 showed inhibition activity on the proliferation of HaCaT cell line (IC50 25.4 mu M) and weak antioxidant activity at a concentration of 50 mu M.

Automated summary

Nine pyrrole alkaloid derivatives, including four new ones, were isolated from Lentinula edodes for the first time. Their chemical structures were determined using various spectroscopic and crystallographic techniques. Compound 1, a previously unreported bicylo-pyrrole aldehyde homologue, was found to be a major component in the mushroom with cytotoxic activity against SMMC-772 cells. Compounds 1 and 2 displayed weak immunosuppressive activities, while compound 3 showed inhibition activity on the proliferation of HaCaT cell line and weak antioxidant activity.