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A.-L. Larroque et al. / Bioorg. Med. Chem. Lett. 15 (2005) 4722–4726
10. Querolle, O.; Dubois, J.; Thoret, S.; Dupont, C.; Gueritte,
´
In summary, we have synthesized 11 new taxoids with a
peptide side chain at C30, and we observed that the sub-
stitution of the Boc group of docetaxel by these amino
acids does not induce any loss of activity on microtubule
disassembly but leads, except for compound 6a, to a de-
crease in cytotoxicity, especially when the groups are
hydrophilic. These preliminary results have encouraged
us to continue our work on the synthesis of macrocyclic
peptide analogues of docetaxel mimicking the amino
acid region of a-tubulin that is similar to that of the taxol
binding site. This study will be presented as the second
part of this research program in a future publication.
´
F.; Guenard, D. Eur. J. Org. Chem. 2003, 542.
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F.; Guenard, D. J. Med. Chem. 2004, 47, 5937.
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Smith, S.; Gueritte, F.; Guenard, D. J. Med. Chem. 2003,
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13. Dubois, J.; Guenard, D.; Gueritte-Voeglein, F.; Guedira,
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Acknowledgments
16. Ganesh, T.; Guza, R. C.; Bane, S.; Ravindra, R.; Shanker,
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The ICSN gratefully acknowledges the NMR depart-
ment for performing NMR spectra and the mass spec-
trometry department for high-resolution mass spectra.
The authors are also grateful for financial support from
CNRS.
´
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