The oxetane conformational lock of paclitaxel: Structural analysis of D-secopaclitaxel

Thomas C. Boge; Michael Hepperle; David G. Vander Velde; Christopher W. Gunn; Gary L. Grunewald; Gunda I. Georg

doi:10.1016/S0960-894X(99)00521-1

The oxetane conformational lock of paclitaxel: Structural analysis of D-secopaclitaxel

Thomas C. Boge, Michael Hepperle, David G. Vander Velde, Christopher W. Gunn, Gary L. Grunewald, Gunda I. Georg

Medicinal Chemistry

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32 Scopus citations

Abstract

Analysis of the ¹H NMR data of paclitaxel in comparison with its oxetane ring-opened analogue D-secopaclitaxel suggests that the oxetane moiety (D-ring) of paclitaxel serves as a conformational lock for the diterpene moiety and the C13 side chain.

Original language	English (US)
Pages (from-to)	3041-3046
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	9
Issue number	20
DOIs	https://doi.org/10.1016/S0960-894X(99)00521-1
State	Published - Oct 18 1999

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 and the Kansas Health Foundation for a predoctoral fellowship to MH.

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title = "The oxetane conformational lock of paclitaxel: Structural analysis of D-secopaclitaxel",

abstract = "Analysis of the 1H NMR data of paclitaxel in comparison with its oxetane ring-opened analogue D-secopaclitaxel suggests that the oxetane moiety (D-ring) of paclitaxel serves as a conformational lock for the diterpene moiety and the C13 side chain.",

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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 and the Kansas Health Foundation for a predoctoral fellowship to MH.",

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AU - Hepperle, Michael

AU - Vander Velde, David G.

AU - Gunn, Christopher W.

AU - Grunewald, Gary L.

AU - Georg, Gunda I.

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AB - Analysis of the 1H NMR data of paclitaxel in comparison with its oxetane ring-opened analogue D-secopaclitaxel suggests that the oxetane moiety (D-ring) of paclitaxel serves as a conformational lock for the diterpene moiety and the C13 side chain.

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The oxetane conformational lock of paclitaxel: Structural analysis of D-secopaclitaxel

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