Bioassay-directed fractionation of the MeOH extract of Solanum umbelli
ferum afforded solasodine (1), O-acetylsolasodine (2), and solasodine
3-O-beta-D-glucopyranoside (3). Alkaloids 1 and 2 exhibited significan
t activity toward DNA repair-deficient yeast mutants, whereas 3 and th
e synthetic analogues N-acetylsolasodine (4) and N,O-diacetylsolasodin
e (5) were found to be inactive. Compounds 2 and 3 are new natural pro
ducts.