A New Indole Glucoside and Other Constituents from the Sea Cucumber-Derived Aspergillus fumigatus M580 and Their Biological Activities

One new indole glucoside, 6-methoxyindole-3-carboxylic acid O-beta-D-glucopyranosyl ester (1) and ten known alkaloids, fumiquinazoline D (2), fumiquinazoline C (3), fumiquinazoline J (4), bisdethiobis(methylthio)gliotoxin (5), cyclo(L-prolyl-L-tryptophane) (6), tryprostatin B (7), 12,13-dihydroxyfumitremorgin C (8), 6-methoxyspirotryprostatin B (9), cyclo(L-prolinyl-L-phenylalanine) (10), and cyclo(Lprolinyl-L-valine) (11) were isolated from marine-derived Aspergillus fumigatus M580. Compounds 2, 3, and 7 exhibited significant antimicrobial activity against Gram-positive Enterococcus faecalis with MIC values of 32, 32, and 64 mu g/mL, respectively. Compound 4 showed significant cytotoxic activities against Huh7 and HT 29 cancer cell lines with IC50 values of 9.7 +/- 0.9 and 10.3 +/- 0.9 mu M, respectively. Compounds 3 and 10 showed the most alpha-glucosidase inhibitory activity with inhibitory percentages of 13.6 +/- 1.1 and 10.3 +/- 0.8 % at the concentration of 100 mu g/mL, respectively.