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Detailed 1H and 13C NMR structural assignment and relative stereochemistry determination for three closely related sesquiterpene lactones

✍ Scribed by Vladimir Constantino Gomes Heleno; Kleber Thiago de Oliveira; João Luis Callegari Lopes; Norberto Peporine Lopes; Antonio Gilberto Ferreira

Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
118 KB
Volume
46
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

A complete analysis of ^1^H and ^13^C NMR spectra of the trypanocidal sesquiterpene lactone eremantholide C and two of its analogues is described. These structurally similar sesquiterpene lactones were submitted to ^1^H NMR, ^13^C {^1^H} NMR, gCOSY, gHSQC, gHMBC, J‐resolved and DPFGSE‐NOE NMR techniques. The detailed analysis of those results, correlated to some computational calculations (molecular mechanics), led to the total and unequivocal assignment of all ^1^H and ^13^C NMR data. The determination of all ^1^H/^1^H coupling constants and all signal multiplicities, together with the elimination of previous ambiguities were also achieved. Copyright © 2008 John Wiley & Sons, Ltd.

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