Trypanocidal activity of 5,6-dihydropyran-2-ones against free trypomastigotes forms of Trypanosoma cruzi

dc.creatorde Fatima, A
dc.creatorMarquissolo, C
dc.creatorde Albuquerque, S
dc.creatorCarraro-Abrahao, AA
dc.creatorPilli, RA
dc.date2006
dc.dateOCT
dc.date2014-11-14T07:03:23Z
dc.date2015-11-26T16:04:59Z
dc.date2014-11-14T07:03:23Z
dc.date2015-11-26T16:04:59Z
dc.date.accessioned2018-03-28T22:54:06Z
dc.date.available2018-03-28T22:54:06Z
dc.identifierEuropean Journal Of Medicinal Chemistry. Elsevier France-editions Scientifiques Medicales Elsevier, v. 41, n. 10, n. 1210, n. 1213, 2006.
dc.identifier0223-5234
dc.identifierWOS:000241909800011
dc.identifier10.1016/j.ejmech.2006.05.010
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/77034
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/77034
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/77034
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1265623
dc.descriptionSixteen 5,6-dihydro-2H-pyran-2-ones were evaluated in in vitro assay against trypomastigotes forms of Trypanosoma cruzi, the causative agent of Chagas' disease. A structure-activity relationship study (SAR) allowed us to establish the relevant structural features for the trypanocidal activity of goniothalamin analogues against T. cruzi. In fact, non-natural form of goniothalamin (ent-1) was threefold more potent than the natural one (1). In addition, we have identified analogues 9 and 10 (both displaying S configuration) as the highest potent compounds against T. cruzi with IC50 = 0.12 and 0.09 mM (IC50 value for crystal violet was 0.08 mM) whereas significantly lower toxicities were observed when these compounds were evaluated under LLC-MK2 lineage cells (1.38 and 4.89 mM, respectively). In addition, epoxides derivatives 12 and ent-12 were shown to be more potent than the corresponding stereoisomers 2 and ent-2 and non-natural argentilactone (ent-3, IC50 = 0.47 mM) was twofold more potent than natural argentilactone (3, IC50 = 0.94 mM). (c) 2006 Elsevier Masson SAS. All rights reserved.
dc.description41
dc.description10
dc.description1210
dc.description1213
dc.languageen
dc.publisherElsevier France-editions Scientifiques Medicales Elsevier
dc.publisherParis
dc.publisherFrança
dc.relationEuropean Journal Of Medicinal Chemistry
dc.relationEur. J. Med. Chem.
dc.rightsfechado
dc.rightshttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dc.sourceWeb of Science
dc.subject5,6-dihydropyran-2-ones
dc.subjectgoniothalamin analogues
dc.subjecttrypanocidal activity
dc.subjectCancer-cell Lines
dc.subjectBryonopsis-laciniosa
dc.subjectCytotoxic Activity
dc.subjectChagas-disease
dc.subjectGoniothalamin
dc.subjectDerivatives
dc.subject(r)-argentilactone
dc.subject(r)-goniothalamin
dc.subjectArgentilactone
dc.subject5-nitrofuryl
dc.titleTrypanocidal activity of 5,6-dihydropyran-2-ones against free trypomastigotes forms of Trypanosoma cruzi
dc.typeArtículos de revistas


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