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′-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.

Saved in:
Bibliographic Details
Main Authors: SAÚDE-GUIMARÃES,DÊNIA A., RASLAN,DÉLIO S., CHIARI,EGLER, OLIVEIRA,ALAÍDE B. DE
Format: Digital revista
Language:English
Published: Academia Brasileira de Ciências 2014
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652014000401563
Tags: Add Tag
No Tags, Be the first to tag this record!
id oai:scielo:S0001-37652014000401563
record_format ojs
spelling oai:scielo:S0001-376520140004015632015-10-27Complete assignments of NMR data and assessment of trypanocidal activity of new eremantholide C derivativesSAÚDE-GUIMARÃES,DÊNIA A.RASLAN,DÉLIO S.CHIARI,EGLEROLIVEIRA,ALAÍDE B. DE Eremantholide C derivatives Lychnophora trichocarpha NMR sesquiterpene lactones trypanocidal activity 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.info:eu-repo/semantics/openAccessAcademia Brasileira de CiênciasAnais da Academia Brasileira de Ciências v.86 n.4 20142014-12-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652014000401563en10.1590/0001-3765201420140167
institution SCIELO
collection OJS
country Brasil
countrycode BR
component Revista
access En linea
databasecode rev-scielo-br
tag revista
region America del Sur
libraryname SciELO
language English
format Digital
author SAÚDE-GUIMARÃES,DÊNIA A.
RASLAN,DÉLIO S.
CHIARI,EGLER
OLIVEIRA,ALAÍDE B. DE
spellingShingle SAÚDE-GUIMARÃES,DÊNIA A.
RASLAN,DÉLIO S.
CHIARI,EGLER
OLIVEIRA,ALAÍDE B. DE
Complete assignments of NMR data and assessment of trypanocidal activity of new eremantholide C derivatives
author_facet SAÚDE-GUIMARÃES,DÊNIA A.
RASLAN,DÉLIO S.
CHIARI,EGLER
OLIVEIRA,ALAÍDE B. DE
author_sort SAÚDE-GUIMARÃES,DÊNIA A.
title Complete assignments of NMR data and assessment of trypanocidal activity of new eremantholide C derivatives
title_short Complete assignments of NMR data and assessment of trypanocidal activity of new eremantholide C derivatives
title_full Complete assignments of NMR data and assessment of trypanocidal activity of new eremantholide C derivatives
title_fullStr Complete assignments of NMR data and assessment of trypanocidal activity of new eremantholide C derivatives
title_full_unstemmed Complete assignments of NMR data and assessment of trypanocidal activity of new eremantholide C derivatives
title_sort complete assignments of nmr data and assessment of trypanocidal activity of new eremantholide c derivatives
description 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.
publisher Academia Brasileira de Ciências
publishDate 2014
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652014000401563
work_keys_str_mv AT saudeguimaraesdeniaa completeassignmentsofnmrdataandassessmentoftrypanocidalactivityofneweremantholidecderivatives
AT raslandelios completeassignmentsofnmrdataandassessmentoftrypanocidalactivityofneweremantholidecderivatives
AT chiariegler completeassignmentsofnmrdataandassessmentoftrypanocidalactivityofneweremantholidecderivatives
AT oliveiraalaidebde completeassignmentsofnmrdataandassessmentoftrypanocidalactivityofneweremantholidecderivatives
_version_ 1756372001905180672