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Título: | Imines and lactones derived from friedelanes and their cytotoxic activity. |
Autor(es): | Aguilar, Mariana Guerra de Sousa, Grasiely Faria de Evangelista, Fernanda Cristina Gontijo Sabino, Adriano de Paula Vieira Filho, Sidney Augusto Duarte, Lucienir Pains |
Palavras-chave: | Pentacyclic triterpenes Friedelane derivatives Cytotoxicity property THP-1 cell line K562 cell line |
Data do documento: | 2018 |
Referência: | AGUILAR, 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. |
Resumo: | Friedelan-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. |
URI: | http://www.repositorio.ufop.br/jspui/handle/123456789/15871 |
Link para o artigo: | https://www.tandfonline.com/doi/full/10.1080/14786419.2018.1508137 |
DOI: | https://doi.org/10.1080/14786419.2018.1508137 |
ISSN: | 1478-6427 |
Aparece nas coleções: | DEFAR - Artigos publicados em periódicos |
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ARTIGO_IminesLactonesDerived.pdf Restricted Access | 935,15 kB | Adobe PDF | Visualizar/Abrir |
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