One new indole glucoside, 6-methoxyindole-3-carboxylic acid O-β-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(L-prolinyl-L-valine) (11) were isolated from marine-derived Aspergillus fumigatus M580. Compounds 2, 3, and 7 exhibited significant antimicrobial activity against Gram-pos. Enterococcus faecalis with MIC values of 32, 32, and 64 μg/mL, resp. 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 μM, resp. Compounds 3 and 10 showed the most α-glucosidase inhibitory activity with inhibitory percentages of 13.6 ± 1.1 and 10.3 ± 0.8 % at the concentration of 100 μg/mL, resp.