Chiral Separation Of Cytotoxic Flavan Derivatives From Daphne Giraldii

Twelve new flavan derivatives including four pairs of enantiomers, daphnegiralins A(1)-A(4) (1) and daphnegiralins B-1-B-4 (2), and two pairs of epimers, daphnegiralins C-1/C-2 (3) and daphnegiralins D-1/D-2 (4), were isolated from the stem bark and roots of Daphne giraldii. Their structures were elucidated using spectroscopic analyses, computational approaches, and chemical methods. Separation of the enantiomeric mixtures (1a, 1b, 2a, and 2b) was achieved using chiral HPLC. The compounds were evaluated against a small panel of human cancer cell lines, and 1b-2, 2a, and 2b were cytotoxic against Hep3B human hepatoma cells.