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Anais da Academia Brasileira de Ciências

Print version ISSN 0001-3765

Abstract

SAUDE-GUIMARAES, DÊNIA A.; RASLAN, DÉLIO S.; CHIARI, EGLER  and  OLIVEIRA, ALAÍDE B. DE. Complete assignments of NMR data and assessment of trypanocidal activity of new eremantholide C derivatives. An. Acad. Bras. Ciênc. [online]. 2014, vol.86, n.4, pp.1563-1572. ISSN 0001-3765.  https://doi.org/10.1590/0001-3765201420140167.

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.

Keywords : Eremantholide C derivatives; Lychnophora trichocarpha; NMR; sesquiterpene lactones; trypanocidal activity.

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