Imines and lactones derived from friedelanes and their cytotoxic activity.

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dc.contributor.authorAguilar, Mariana Guerra de
dc.contributor.authorSousa, Grasiely Faria de
dc.contributor.authorEvangelista, Fernanda Cristina Gontijo
dc.contributor.authorSabino, Adriano de Paula
dc.contributor.authorVieira Filho, Sidney Augusto
dc.contributor.authorDuarte, Lucienir Pains
dc.date.accessioned2022-12-07T19:37:19Z
dc.date.available2022-12-07T19:37:19Z
dc.date.issued2018pt_BR
dc.description.abstractFriedelan-3-one (1) and friedelane-3,16-dione (2) isolated from leaves and branches of Maytenus robusta Reissek were subjected to structural modifications via nucleophilic addition to the carbonyl group and Baeyer-Villiger oxidation in order to synthesize potential cytotoxic compounds. The oximes friedelane-3-hydroxyimino (3) and 3-hydroxyiminofriedelan-16-one (4) together with the lactones friedelane-3,4-lactone (5) and 3,4-lactonefriedelan-16-one (6) were characterized by IR and NMR spectroscopic analyses. Compounds 4 and 6 are reported for the first time. Cytotoxic screening via MTT assay in human leukemia cell lines (THP-1 and K562) demonstrated no significant improvement of compounds 3-6 when compared to the starting materials. Only compounds 3 and 5 demonstrated an improvement against K562 cells. However, the same assay on ovar- ian and breast cancer cell lines (TOV-21G and MDA-MB-231) showed a reduction in the IC50 for compounds 4-6, indicating that ring A modifications may enhance the biological potential.pt_BR
dc.identifier.citationAGUILAR, M. G. de. et al. Imines and lactones derived from friedelanes and their cytotoxic activity. Natural Product Research, v. 34, 2018. Disponível em: <https://www.tandfonline.com/doi/full/10.1080/14786419.2018.1508137>. Acesso em: 11 out. 2022.pt_BR
dc.identifier.doihttps://doi.org/10.1080/14786419.2018.1508137pt_BR
dc.identifier.issn1478-6427
dc.identifier.urihttp://www.repositorio.ufop.br/jspui/handle/123456789/15871
dc.identifier.uri2https://www.tandfonline.com/doi/full/10.1080/14786419.2018.1508137pt_BR
dc.language.isoen_USpt_BR
dc.rightsrestritopt_BR
dc.subjectPentacyclic triterpenespt_BR
dc.subjectFriedelane derivativespt_BR
dc.subjectCytotoxicity propertypt_BR
dc.subjectTHP-1 cell linept_BR
dc.subjectK562 cell linept_BR
dc.titleImines and lactones derived from friedelanes and their cytotoxic activity.pt_BR
dc.typeArtigo publicado em periodicopt_BR
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