Design, synthesis, and bioactivity of putative tubulin ligands with adamantane core

[摘要]：Several adamantane-based taxol mimetics were synthesized and found to be cytotoxic at micromolar concentrations and to cause tubulin aggregation. The extent of the aggregation is maximal for N-benzoyl(2R,3S)-phenylisoseryloxyadamantane (5) and is very sensitive to the structural modi. cations. A hybrid compound (15), combining adamantane-based taxol mimetic with colchicine was synthesized and found to possess both microtubule depolymerizing and microtubule bundling activities in A549 human lung carcinoma cells. (C) 2008 Elsevier Ltd. All rights reserved.

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