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Complete assignments of 1 H and 13 C NMR data for trypanocidal eremantholide C oxide derivatives
Author(s) -
SaúdeGuimarães Dênia A.,
Perry Katia S. P.,
Raslan Délio S.,
Chiari Egler,
Barrero Alejandro F.,
Oltra Juan E.
Publication year - 2007
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.2093
Subject(s) - chemistry , sesquiterpene lactone , stereochemistry , carboxylate , strain (injury) , sesquiterpene , oxide , trypanosoma cruzi , lactone , proton nmr , nuclear magnetic resonance spectroscopy , carbon 13 nmr , organic chemistry , medicine , parasite hosting , world wide web , computer science
The chemical transformations of eremantholide C (1), a trypanocidal sesquiterpene lactone isolated from Lychnophora trichocarpha Spreng., gave five new oxide derivatives: 3′‐hydroxyeremantholide C (2), 1′‐formyleremantholide C (3), 1′‐carboxyeremantholide C (4), 1′‐carbomethoxyeremantholide C (5) and sodium 1′‐carboxylate of eremantholide C (6). The 1 H and 13 C NMR data of all these derivatives were assigned based on 1D and 2D techniques. The derivatives were evaluated against Y and CL strains of Trypanosoma cruzi . All of them were inactive against the Y strain. Compounds 2 and 5 displayed 100% activity on the CL strain while compounds 4 and 6 were partially active on the CL strain. Copyright © 2007 John Wiley & Sons, Ltd.