Complete assignments of NMR data and assessment of trypanocidal activity of new eremantholide C derivatives

Chemical transformations of eremantholide C (1), a sesquiterpene lactone that was isolated from Lychnophora trichocarpha Spreng. led to five new derivatives: 1′,2′- epoxyeremantholide C (2), 5-n-propylamine-4,5-dihydro-1′,2′-epoxyeremantholide C (3), 5-n-propylammonium-4,5-dihydro-1′,2′-epoxyeremant...

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Bibliographic Details
Main Authors: DÊNIA A. SAÚDE-GUIMARÃES, DÉLIO S. RASLAN, EGLER CHIARI, ALAÍDE B. DE OLIVEIRA
Format: Article
Language:English
Published: Academia Brasileira de Ciências 2014-12-01
Series:Anais da Academia Brasileira de Ciências
Subjects:
RMN
Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652014000401563&lng=en&tlng=en
Description
Summary:Chemical transformations of eremantholide C (1), a sesquiterpene lactone that was isolated from Lychnophora trichocarpha Spreng. led to five new derivatives: 1′,2′- epoxyeremantholide C (2), 5-n-propylamine-4,5-dihydro-1′,2′-epoxyeremantholide C (3), 5-n-propylammonium-4,5-dihydro-1′,2′-epoxyeremantholide C chloride (4), 5-n-propylammonium-4,5-dihydroeremantolide C chloride (5) and 16-O-ethyleremantholide C (6). The structures of all these derivatives were assigned on the basis of IR, MS, 1H and 13C NMR data by 1D and 2D techniques. Eremantholide C and the derivatives 2, 4 and 5 were evaluated against trypomastigotes Y and CL strains of Trypanosoma cruzi. Eremantholide C completely inhibited the growth of both the parasites strains while all derivatives were partially active against the CL strain and inactive against the Y strain.
ISSN:1678-2690