Hederagenin as a triterpene template for the development of new antitumor compounds

In this study, a series of novel C-28 esters and amides derivatives of hederagenin (He) were designed and synthesized in attempt to develop potent antitumor agents. Their structures were confirmed by MS, IR, 1H NMR and ^13C NMR spectroscopic analyses and their cytotoxic activities were screened in S...

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Detalles Bibliográficos
Autores: Rodríguez-Hernández, Diego, Demuner, Antonio J., Barbosa, Luiz C.A., Csuk, René, Heller, Lucie
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2015
País:Brasil
Institución:Universidade Federal de Viçosa (UFV)
Repositorio:LOCUS Repositório Institucional da UFV
Idioma:inglés
OAI Identifier:oai:locus.ufv.br:123456789/19427
Acceso en línea:https://doi.org/10.1016/j.ejmech.2015.10.006
http://www.locus.ufv.br/handle/123456789/19427
Access Level:acceso abierto
Palabra clave:Sapindus saponaria
Pentacyclic triterpenes
Hederagenin derivatives
SRB assay
Folk medicinal plant
Descripción
Sumario:In this study, a series of novel C-28 esters and amides derivatives of hederagenin (He) were designed and synthesized in attempt to develop potent antitumor agents. Their structures were confirmed by MS, IR, 1H NMR and ^13C NMR spectroscopic analyses and their cytotoxic activities were screened in SRB assays using a panel of six human cancer cell lines. Although most of the compounds displayed moderate to high levels of cytotoxic activity they were all more potent than the natural product He. The most active compounds had either an ethylpyrimidinyl (27) or an ethylpyrrolidinyl (28) substituent, with EC50 in the range of 1.1–6.5 μM for six human cancer cell lines. Notably, this corresponds to an approximately 30-fold times greater potency than He.