Conformationally restricted paclitaxel analogues: Macrocyclic mimics of the 'hydrophobic collapse' conformation

Thomas C. Boge; Zhi Jun Wu; Richard H. Himes; David G. Vander Velde; Gunda I. Georg

doi:10.1016/S0960-894X(99)00522-3

Conformationally restricted paclitaxel analogues: Macrocyclic mimics of the 'hydrophobic collapse' conformation

Thomas C. Boge, Zhi Jun Wu, Richard H. Himes, David G. Vander Velde, Gunda I. Georg

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Abstract

Conformationally restricted macrocyclic analogues of paclitaxel were prepared, by connecting the 3'-phenyl group the 2-benzoate moiety with two-atom tethers to mimic the 'hydrophobic collapse' paclitaxel conformation. The analogues did not show activity in a tubulin assembly assay.

Original language	English (US)
Pages (from-to)	3047-3052
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	9
Issue number	20
DOIs	https://doi.org/10.1016/S0960-894X(99)00522-3
State	Published - Oct 18 1999
Externally published	Yes

Bibliographical note

Funding Information:
Acknowledgments: These studies were supported by The National Cancer Institute. We would like to thank the Scientific Education Partnership of Hoechst Marion Roussel for postdoctoral fellowship support to TCB. The authors would also like to thank Drs. G. Grunewald, C.-H. Czaplinski, R. K. Jalluri and S. Victory for their help with molecular modeling.

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abstract = "Conformationally restricted macrocyclic analogues of paclitaxel were prepared, by connecting the 3'-phenyl group the 2-benzoate moiety with two-atom tethers to mimic the 'hydrophobic collapse' paclitaxel conformation. The analogues did not show activity in a tubulin assembly assay.",

author = "Boge, {Thomas C.} and Wu, {Zhi Jun} and Himes, {Richard H.} and {Vander Velde}, {David G.} and Georg, {Gunda I.}",

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AU - Himes, Richard H.

AU - Vander Velde, David G.

AU - Georg, Gunda I.

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Conformationally restricted paclitaxel analogues: Macrocyclic mimics of the 'hydrophobic collapse' conformation

Abstract

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