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Molecules 2011, 16(3), 2253-2258; doi:10.3390/molecules16032253

In Vitro Cytotoxic Evaluation of a Novel Phosphinyl Derivative of Boldine

Department of Chemistry, Universidad Técnica Federico Santa María, Avenida España N° 1680, Valparaíso, Chile
Centro Regional de Estudios en Alimentos Saludables (CREAS), Department of Biomedical Science, School of Medicine, Universidad de Valparaíso, Avenida Hontaneda N° 2664, Valparaíso, Chile
Author to whom correspondence should be addressed.
Received: 10 January 2011 / Revised: 23 February 2011 / Accepted: 4 March 2011 / Published: 7 March 2011
(This article belongs to the Section Natural Products)
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2,9-Dimethoxymethylboldine (2), 2,9-dimethoxymethyl-3-bromoboldine (3) and 2,9-dimethoxymethyl-3-diphenylphosphinylboldine (4) have been synthesized in an effort to find compounds with potential pharmacological applications. The cytotoxic activities of the natural precursor 1 and these three derivatives have been measured as IC50 inhibitory growth. The diphenylphosphinyl derivative 4 showed a significant cytotoxic activity on two breast cancer cell lines, namely MCF-7 and MDA-MB-231, with IC50 values of 55.5 and 62.7 [µM], respectively. These results suggest that the kind of structural modifications introduced to synthesize compound 4 represent a promising way to enhance the cytotoxic activity of boldine derivatives.
Keywords: synthesis; phosphinyl derivative; boldine; cytotoxic activity synthesis; phosphinyl derivative; boldine; cytotoxic activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Thomet, F.A.; Piñol, P.; Villena, J.; Reveco, P.G. In Vitro Cytotoxic Evaluation of a Novel Phosphinyl Derivative of Boldine. Molecules 2011, 16, 2253-2258.

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