Comparison of the gastroprotective effect of a diterpene lactone isolated from Croton cajucara with its synthetic derivatives

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dc.contributor.authorMelo, P. S.
dc.contributor.authorDuran, N.
dc.contributor.authorHiruma-Lima, C. A.
dc.contributor.authorSouza-Brito, ARM
dc.contributor.authorHaun, M.
dc.contributor.institutionUniversidade Estadual de Campinas (UNICAMP)
dc.contributor.institutionUniv Mogi Cruzes
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.date.accessioned2014-05-20T13:49:46Z
dc.date.available2014-05-20T13:49:46Z
dc.date.issued2003-08-01
dc.description.abstractThe effect of three new derivatives from dehydrocrotonin (DHC-compound I) on gastric damage indifferent animal models including gastric ulceration induced by a necrotic agent and hypothermic restrained-stress was studied: compound 11 (produced by reducing the cyclohexenone moiety of DHC with NaBH4): compound III (produced by reducing the carbonyls with LiAlH4); and compound IV (produced by transforming the lactone moiety into an amide). Their structures were confirmed on the basis of chemical and physicochemical evidence. When previously administered (p.o.) at a dose of 100 mg/kg, compound II significantly (P < 0.01) reduced gastric injury induced by HCl/ethanol (78%) and indomethacin (88%) better than did reference compound 1 (48 and 43%, respectively). But the anti-ulcerogenic activity of compound II was completely abolished by the stress-induced ulcer. Reduction of carbonyls with LiAlH4 (compound 111) caused decreased activity, markedly when no protective effect in any of the models was applied (P > 0.05). However, compound IV, in which the lactone moiety was changed into an amide. when administered at the same dose (100 mg/kg, p.o.), was more effective. The presence of a lactone moiety or Michael acceptor is probably essential for the anti-ulcerogenic effect of these compounds. (C) 2003 Elsevier B.V. Ireland Ltd. All rights reserved.en
dc.description.affiliationUniv Estadual Campinas, Inst Biol, Dept Bioquim, BR-13081970 Campinas, SP, Brazil
dc.description.affiliationUniv Estadual Campinas, Inst Quim, Lab Quim Biol, BR-13081970 Campinas, SP, Brazil
dc.description.affiliationUniv Mogi Cruzes, BR-08790911 Mogi Das Cruzes, SP, Brazil
dc.description.affiliationUniv Estadual Paulista, Inst Biociencias, Dept Fisiol, BR-18618000 Botucatu, SP, Brazil
dc.description.affiliationUniv Estadual Campinas, Inst Biol, Dept Fisiol & Biofis, BR-13084970 Campinas, SP, Brazil
dc.description.affiliationUnespUniv Estadual Paulista, Inst Biociencias, Dept Fisiol, BR-18618000 Botucatu, SP, Brazil
dc.format.extent169-174
dc.identifierhttp://dx.doi.org/10.1016/S0378-8741(03)00139-9
dc.identifier.citationJournal of Ethnopharmacology. Clare: Elsevier Sci Ireland Ltd, v. 87, n. 2-3, p. 169-174, 2003.
dc.identifier.doi10.1016/S0378-8741(03)00139-9
dc.identifier.issn0378-8741
dc.identifier.lattes3814504901386844
dc.identifier.orcid0000-0002-8645-3777
dc.identifier.urihttp://hdl.handle.net/11449/17750
dc.identifier.wosWOS:000184438300006
dc.language.isoeng
dc.publisherElsevier B.V.
dc.relation.ispartofJournal of Ethnopharmacology
dc.relation.ispartofjcr3.115
dc.relation.ispartofsjr1,150
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.subjectgastroprotective activitypt
dc.subjectDHCpt
dc.subjectCroton cajucarapt
dc.titleComparison of the gastroprotective effect of a diterpene lactone isolated from Croton cajucara with its synthetic derivativesen
dc.typeArtigo
dcterms.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dcterms.rightsHolderElsevier B.V.
unesp.author.lattes3814504901386844[3]
unesp.author.orcid0000-0002-8645-3777[3]
unesp.campusUniversidade Estadual Paulista (Unesp), Instituto de Biociências, Botucatupt

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