Relative stereochemistry and solution conformation of the novel paclitaxel-like antimitotic agent epothilone A

Sam F. Victory; David G. Vander Velde; Ravi K. Jalluri; Gary L. Grunewald; Gunda I. Georg

doi:10.1016/0960-894X(96)00139-4

Relative stereochemistry and solution conformation of the novel paclitaxel-like antimitotic agent epothilone A

Sam F. Victory, David G. Vander Velde, Ravi K. Jalluri, Gary L. Grunewald, Gunda I. Georg

Medicinal Chemistry

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Abstract

A nearly complete set of ¹H-¹H coupling constants and NOEs were determined for the novel paclitaxel-like antimitotic agent epithilone A from phase sensitive DFQ COSY and NOESY experiments in 75% DMSO-d₆/D₂O. This data was employed as distance constraints for molecular modeling studies. Molecular dynamic simulations were carried out on a complete series of diastereoisomers, and the results show only two relative stereochemistries to be in agreement with the NOE data.

Original language	English (US)
Pages (from-to)	893-898
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	6
Issue number	7
DOIs	https://doi.org/10.1016/0960-894X(96)00139-4
State	Published - Apr 9 1996

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Support is acknowledged from the Kansas Health Foundation for postdoctoral fellowships awarded to

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Copyright 2017 Elsevier B.V., All rights reserved.

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abstract = "A nearly complete set of 1H-1H coupling constants and NOEs were determined for the novel paclitaxel-like antimitotic agent epithilone A from phase sensitive DFQ COSY and NOESY experiments in 75% DMSO-d6/D2O. This data was employed as distance constraints for molecular modeling studies. Molecular dynamic simulations were carried out on a complete series of diastereoisomers, and the results show only two relative stereochemistries to be in agreement with the NOE data.",

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AU - Jalluri, Ravi K.

AU - Grunewald, Gary L.

AU - Georg, Gunda I.

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Relative stereochemistry and solution conformation of the novel paclitaxel-like antimitotic agent epothilone A

Abstract

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