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Use este identificador para citar ou linkar para este item: https://ri.ufs.br/jspui/handle/riufs/24638
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dc.contributor.authorAndrade, Luciana Nalone-
dc.contributor.authorLima, Tamires Cardoso-
dc.contributor.authorAmaral, Ricardo Guimarães-
dc.contributor.authorCláudia do Ó, Pessoa-
dc.contributor.authorMoraes Filho, Manoel Odorico de-
dc.contributor.authorSoares, Bruno Marques-
dc.contributor.authorNascimento, Lázaro Gomes do-
dc.contributor.authorCarvalho, Adriana Andrade-
dc.contributor.authorSousa, Damião Pergentino de-
dc.date.accessioned2026-02-24T20:45:05Z-
dc.date.available2026-02-24T20:45:05Z-
dc.date.issued2015-
dc.identifier.citationANDRADE, L. N. et al. Evaluation of the cytotoxicity of structurally correlated p-menthane derivatives. Molecules, Basel, v. 20, n. 7, p. 13264-13280, 2015. Disponível em: https://www.mdpi.com/1420-3049/20/7/13264. Acesso em: 24 fev. 2025.pt_BR
dc.identifier.issn1420-3049-
dc.identifier.urihttps://ri.ufs.br/jspui/handle/riufs/24638-
dc.languageengpt_BR
dc.publisherMDPIpt_BR
dc.relation.ispartofMoleculespt_BR
dc.subjectCytotoxic activityeng
dc.subjectCytotoxicityeng
dc.subjectEssential oilseng
dc.subjectMonoterpeneseng
dc.subjectP-menthaneeng
dc.subjectNatural productseng
dc.subjectAnticancereng
dc.subjectAntitumoraleng
dc.subjectPerillyl alcoholeng
dc.titleEvaluation of the cytotoxicity of structurally correlated p-menthane derivativespt_BR
dc.typeArtigopt_BR
dc.identifier.licenseCreative Commons Atribuição 4.0 Internacional (CC BY 4.0)pt_BR
dc.description.resumoCompounds isolated from essential oils play an important role in the prevention and treatment of cancer. Monoterpenes are natural products, and the principal constituents of many essential oils. The aim of this study was to investigate the cytotoxic potential of p-menthane derivatives. Additionally, analogues of perillyl alcohol, a monoterpene with known anticancer activity, were evaluated to identify the molecular characteristics which contribute to their cytotoxicity, which was tested against OVCAR-8, HCT-116, and SF-295 human tumor cell lines, using the MTT assay. The results of this study showed that (−)-perillaldehyde 8,9-epoxide exhibited the highest percentage inhibition of cell proliferation (GI = 96.32%–99.89%). Perillyl alcohol exhibited high cytotoxic activity (90.92%–95.82%), while (+)-limonene 1,2-epoxide (GI = 58.48%–93.10%), (−)-perillaldehyde (GI = 59.28%– 83.03%), and (−)-8-hydroxycarvotanacetone (GI = 61.59%–94.01%) showed intermediate activity. All of the compounds tested were less cytotoxic than perillyl alcohol, except (−)-perillaldehyde 8,9-epoxide (IC50 = 1.75–1.03 µL/mg). In general, replacement of C-C double bonds by epoxide groups in addition to the aldehyde group increases cytotoxicity. Furthermore, stereochemistry seems to play an important role in cytotoxicity. We have demonstrated the cytotoxic influence of chemical substituents on the p-menthane structure, and analogues of perillyl alcohol.pt_BR
dc.description.localBaselpt_BR
dc.identifier.doihttps://doi.org/10.3390/molecules200713264-
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