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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

1 Department of Chemistry, Universidad Técnica Federico Santa María, Avenida España N° 1680, Valparaíso, Chile 2 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) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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