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

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Autor(es): dc.contributorUniversidade Estadual Paulista (UNESP)-
Autor(es): dc.creatorMelo, P. S.-
Autor(es): dc.creatorDuran, N.-
Autor(es): dc.creatorHiruma-Lima, C. A.-
Autor(es): dc.creatorSouza-Brito, ARM-
Autor(es): dc.creatorHaun, M.-
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Descrição: dc.descriptionThe 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.-
Formato: dc.format169-174-
Idioma: dc.languageen-
Publicador: dc.publisherElsevier B.V.-
Relação: dc.relationJournal of Ethnopharmacology-
Relação: dc.relation3.115-
Relação: dc.relation1,150-
Direitos: dc.rightsclosedAccess-
Palavras-chave: dc.subjectgastroprotective activity-
Palavras-chave: dc.subjectDHC-
Palavras-chave: dc.subjectCroton cajucara-
Título: dc.titleComparison of the gastroprotective effect of a diterpene lactone isolated from Croton cajucara with its synthetic derivatives-
Tipo de arquivo: dc.typelivro digital-
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