In Vitro Cytotoxic Evaluation of a Novel Phosphinyl Derivative of Boldine

Molecules

Franz A. Thomet¹  Pablo Piñol¹  Joan Villena¹ 

[1] ¹Department of Chemistry, Universidad Técnica Federico Santa María, Avenida España N° 1680, Valparaíso, Chile ²Centro Regional de Estudios en Alimentos Saludables (CREAS), Department of Biomedical Science, School of Medicine, Universidad de Valparaíso, Avenida Hontaneda N° 2664, Valparaíso, Chile

关键词: synthesis;    phosphinyl derivative;    boldine;    cytotoxic activity;   

DOI  :  10.3390/molecules16032253

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
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.