Synthesis, biological evaluation, and modeling of a C,D-seco-taxoid |
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Authors: | Zorana Ferjancic Radomir Matovic James P. Snyder |
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Affiliation: | a Faculty of Chemistry, University of Belgrade, Studentski trg 16, PO Box 158, 11000 Belgrade, Serbia and Montenegro b ICTM-Centre for Chemistry, Njegoseva 12, 11000 Belgrade, Serbia and Montenegro c Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322, USA |
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Abstract: | A C,D-seco-paclitaxel derivative 12 was prepared and tested for biological activity. The key step in the synthesis was a free radical fragmentation of the bicyclic tertiary alcohol 7 under the conditions of the hypobromite reaction. The compound 12 showed no activity in the tubulin test. |
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Keywords: | Taxane antitumor agents Radicals and radical reactions Medium sized rings Natural products Molecular modeling |
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