Nanoparticles of 4,7-dichloro-2-quinolinemethylacrylate-based copolymers and their potential cytotoxic activity on human breast carcinoma cells |
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Authors: | Hernán Valle Raquel Palao-Suay María Rosa Aguilar Julio San Román José Becerra Bernabé Rivas Ramalinga Viswanathan Mangalaraja |
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Affiliation: | 1. Advanced Ceramics and Nanotechnology Laboratory, Department of Materials Engineering, Faculty of Engineering, University of Concepcion, Concepcion 4070409, Chile;2. Group of Biomaterials, Institute of Polymer Science and Technology, ICTP-CSIC, C/Juan de la Cierva 3, Madrid 28006, Spain;3. Laboratorio de Química de Productos Naturales, Facultad de Ciencias Naturales y Oceanográficas, Universidad de Concepción, Concepcion 4089100, Chile;4. Polymer Department, Faculty of Chemistry, University of Concepción, Concepcion 4089100, Chile |
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Abstract: | In this article, an improved synthesis strategy of the potent anticancer compound 4,7-dichloro-2-quinolinemethanol (QM) and its acrylate ester 4,7-dichloro-2-quinolinemethylacrylate (AQM) are described. AQM is copolymerized using free-radical polymerization with N-vinyl-2-pyrrolidone (VP) and the copolymers obtained from different molar ratios of monomers are subjected to nanoprecipitation to produce suspensions of nanoparticles (NPs) in phosphate buffered saline (PBS). The smallest and stable NPs are prepared with the AQM-VP copolymers 45:55 and 40:60 (118.9 and 128.7 nm in diameter, respectively) at 1 mg mL?1, and along with AQM and QM, are evaluated for their cytotoxic activity on MDA-MB-453 breast carcinoma cells using MTT bioassay. AQM and QM are highly cytotoxic (IC50: 19 and 41 μM, respectively); however, the NPs are not cytotoxic in the range of the assayed concentrations. These results contribute to the search for new polymeric NPs with potential application as QM delivery systems for the treatment of cancer or other diseases treatable with QM. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019 , 136, 47545. |
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Keywords: | biomedical applications copolymers nanoparticles radical polymerization self-assembly |
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