Artículo
Synthesis and cytotoxicity evaluation of A-ring derivatives of cycloartanone
Zambrano, Elida Elisabeth
; Casas, Adriana Gabriela
; Di Venosa, Gabriela Mariana
; Uriburu Monasterio, Maria Laura
; Duran, Fernando Javier
; Palermo, Jorge Alejandro
Fecha de publicación:
09/2017
Editorial:
Elsevier Science
Revista:
Phytochemistry Letters
ISSN:
1874-3900
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
Sixteen derivatives, eight of which are new compounds, were prepared from cycloartenone (1) and cycloartanone (2), and the cytotoxic activity of 14 of these compounds, together with 1 and 2, was evaluated against a panel of four cell lines. Compound 1 was obtained from the epiphyte plant Tillandsia tenuifolia collected at Salta, Argentina. Due to chemoselectivity and regioselectivity problems observed in the reactions of compound 1, this substance was hydrogenated to compound 2. The attempted transformations were focused on ring A of the cited triterpenes with the aim to verify previous structure-activity relationships obtained from related compounds. The cytotoxicity results of the derivatives showed that only the diosphenol 13 displayed significant activity against all the tested cell lines. These results show that an oxidized side chain, for example an ether bridge between the side chain and ring D, is necessary for the cytotoxic activity of cycloartane derivatives.
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Articulos(INIQUI)
Articulos de INST.DE INVEST.PARA LA INDUSTRIA QUIMICA (I)
Articulos de INST.DE INVEST.PARA LA INDUSTRIA QUIMICA (I)
Articulos(UMYMFOR)
Articulos de UNID.MICROANAL.Y MET.FISICOS EN QUIM.ORG.(I)
Articulos de UNID.MICROANAL.Y MET.FISICOS EN QUIM.ORG.(I)
Citación
Zambrano, Elida Elisabeth; Casas, Adriana Gabriela; Di Venosa, Gabriela Mariana; Uriburu Monasterio, Maria Laura; Duran, Fernando Javier; et al.; Synthesis and cytotoxicity evaluation of A-ring derivatives of cycloartanone; Elsevier Science; Phytochemistry Letters; 21; 9-2017; 200-205
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