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2006:
Tang Shoubin; Yang Chao; Brodie Peggy; Bane Susan; Ravindra Rudravajhala; Sharma Shubhada; Jiang Yi; Snyder James P; Kingston David G I
Bridging converts a noncytotoxic nor-paclitaxel derivative to a cytotoxic analogue by constraining it to the T-Taxol conformation.
Organic letters 2006;
8(
18):.
The synthesis of the bridged A-nor-paclitaxel 4 has been achieved from paclitaxel in a key test of the T-Taxol conformational hypothesis. Although the unbridged A-nor-paclitaxel 3 is essentially noncytotoxic, the bridged analogue 4 is strongly cytotoxic. This result provides strong evidence for the T-Taxol conformation as the bioactive tubulin-binding conformation of paclitaxel.
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