RELATIVE STEREOCHEMISTRY AND SOLUTION CONFORMATION OF THE NOVEL PACLITAXEL-LIKE ANTIMITOTIC AGENT EPOTHILONE-A

Authors
VICTORY SF VANDERVELDE DG JALLURI RK GRUNEWALD GL GEORG GI
Citation
Sf. Victory et al., RELATIVE STEREOCHEMISTRY AND SOLUTION CONFORMATION OF THE NOVEL PACLITAXEL-LIKE ANTIMITOTIC AGENT EPOTHILONE-A, Bioorganic & medicinal chemistry letters, 6(7), 1996, pp. 893-898
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
6
Issue
7
Year of publication
1996
Pages
893 - 898
Database
ISI
SICI code
0960-894X(1996)6:7<893:RSASCO>2.0.ZU;2-Z
Abstract
A nearly complete set of H-1-H-1 coupling constants and NOEs were dete rmined for the novel paditaxel-like antimitotic agent epothilone A fro m phase sensitive DFQ COSY and NOESY experiments in 75% DMSO-d(6)/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 st ereochemistries to be in agreement with the NOE data. Copyright (C) 19 96 Elsevier Science Ltd