Chemical constituents of Nauclea latifolia and their anti-GST and anti-fungal activities.

The crude ethanolic extract of Nauclea latifolia yielded five known compounds, strictosamide (1), naucleamides A (2), naucleamide F (3), quinovic acid-3-O-beta-rhamnosylpyranoside (4), and quinovic acid 3-O-beta-fucosylpyranoside (5). Microbial reactions, using a whole cell culture of Rhizopus circinans on compound (1), yielded three analogues, 10-hydroxystrictosamide (6), 10-beta-glucosyloxyvincoside lactam (7) and 16,17-dihydro-10-beta-glucosyloxyvincoside lactam (8). Compounds 1-8 were identified with the aid of extensive NMR spectral studies. Compound 8 was found to be a new metabolite. Compounds 1-8 exhibited different levels of anti-GST and anti-fungal activities.