| Journal: | Anais da Academia Brasileira de Ciencias |
| Database: | PERIÓDICA |
| System number: | 000399370 |
| ISSN: | 0001-3765 |
| Authors: | Saude-Guimaraes, Denia A1 Raslan, Delio S2 Chiari, Egler3 Oliveira, Alaide B. de4 |
| Institutions: | 1Universidade Federal de Ouro Preto, Escola de Farmacia, Ouro Preto, Minas Gerais. Brasil 2Universidade Federal de Minas Gerais, Departamento de Quimica, Belo Horizonte, Minas Gerais. Brasil 3Universidade Federal de Minas Gerais, Instituto de Ciencias Biologicas, Belo Horizonte, Minas Gerais. Brasil 4Universidade Federal de Minas Gerais, Faculdade de Farmacia, Belo Horizonte, Minas Gerais. Brasil |
| Year: | 2014 |
| Season: | Dic |
| Volumen: | 86 |
| Number: | 4 |
| Pages: | 1563-1572 |
| Country: | Brasil |
| Language: | Inglés |
| Document type: | Artículo |
| Approach: | Experimental, aplicado |
| English abstract | Chemical transformations of eremantholide C (1), a sesquiterpene lactone that was isolated from Lychnophora trichocarpha Spreng. led to five new derivatives: 1′,2′- epoxyeremantholide C (2), 5-n-propylamine-4,5-dihydro-1′,2′-epoxyeremantholide C (3), 5-n-propylammonium-4,5-dihydro-1′,2′-epoxyeremantholide C chloride (4), 5-n-propylammonium-4,5-dihydroeremantolide C chloride (5) and 16-O-ethyleremantholide C (6). The structures of all these derivatives were assigned on the basis of IR, MS, 1H and 13C NMR data by 1D and 2D techniques. Eremantholide C and the derivatives 2, 4 and 5 were evaluated against trypomastigotes Y and CL strains of Trypanosoma cruzi. Eremantholide C completely inhibited the growth of both the parasites strains while all derivatives were partially active against the CL strain and inactive against the Y strain |
| Portuguese abstract | Transformações químicas realizadas em eremantolida C (1), uma lactona sesquiterpênica isolada de Lychnophora trichocarpha Spreng. originaram cinco novos derivados: 1′,2′-epoxieremantolida C (2), 5-n-propilamino-4,5-diidro-1′,2′-epoxieremantolida C (3), cloreto de 5-n-propilamônio-4,5-diidro-1′, 2′-epoxieremantolida C (4), cloreto de 5-n-propilamônio-4,5-diidroeremantolida C (5) e 16-O-etileremantolida C (6). As estruturas químicas de todos estes derivados foram elucidadas com base nos espectros de IV, EM, RMN de 1H e de 13C e por meio de técnicas 1D e 2D. Eremantolida C e os derivados 2, 4 e 5 foram avaliados frente a cepas tripomastigotas Y e CL de Trypanosoma cruzi. Eremantolida C inibiu completamente o crescimento de ambas as cepas de parasitas, enquanto todos os derivados foram parcialmente ativos contra a cepa CL e inativos contra a cepa Y |
| Disciplines: | Química, Medicina |
| Keyword: | Fitoquímica, Química farmacéutica, Parasitología, Lactonas sesquiterpénicas, Actividad biológica, Eremantolida, Resonancia magnética nuclear, Lychnophora trichocarpha, Asteraceae, Trypanosoma cruzi |
| Keyword: | Chemistry, Medicine, Medicinal chemistry, Phytochemistry, Parasitology, Sesquiterpene lactones, Biological activity, Eremantholide, Nuclear magnetic resonance, Lychnophora trichocarpha, Asteraceae, Trypanosoma cruzi |
| Full text: | Texto completo (Ver HTML) |
