Asymmetric synthesis of antimitotic combretadioxolane with potent antitumor activity against multi-drug resistant cells

Article abstract of DOI:10.1016/S0960-894X(98)00344-8

The (S,S)-enantiomer of combretadioxolane (3), designed as a chirally preorganized derivative of combretastatin A-4, exhibited quite strong tubulin polymerization-inhibitory activity (IC₅₀: 4-6 μM). (S,S)-3 is 20 times more potent than vincristine as an in vitro growth inhibitor (in terms of GI₅₀) of the multi-drug-resistant (MDR) cell line PC-12, which produces P- glycoprotein.