En este artículo, se describe una estrategia optimizada de síntesis del potente compuesto anticancerígeno 4,7-dicloro-2-quinolinometanol (QM) y su éster acrilato 4,7-dicloro-2-quinolinilacrilato de metilo (AQM). AQM se copolimeriza utilizando polimerización por radicales libres con N-vinil-2-pirrolidona (VP). Los copolímeros preparados con diferentes proporciones molares de los comonómeros en la alimentación se someten a nanoprecipitación para obtener suspensiones de nanopartículas (NP) en solución salina tamponada con fosfato (PBS). Las NP más pequeñas y estables se obtienen con los copolímeros AQM-VP 45:55 y 40:60 (118.9 y 128.7 nm de diámetro, respectivamente) a 1 mg/mL, y junto con el AQM y QM, se evalúa su actividad citotóxica en células de carcinoma de mama MDA-MB-453 mediante un ensayo in vitro de MTT. Así pues, el AQM y QM resultan altamente citotóxicos (IC50: 19 y 41 µM, respectivamente); sin embargo, las NP no son citotóxicas en el rango de concentraciones ensayadas. Estos resultados contribuyen a la búsqueda de nuevas NP poliméricas con aplicaciones potenciales como sistemas de liberación de QM para el tratamiento de cáncer u otras enfermedades tratables con QM.
3729048
{3729048:5IMVZAXZ}
1
nature
50
default
1
1
title
578
http://www.biomateriales.ictp.csic.es/wp-content/plugins/zotpress/
%7B%22status%22%3A%22success%22%2C%22updateneeded%22%3Afalse%2C%22instance%22%3Afalse%2C%22meta%22%3A%7B%22request_last%22%3A0%2C%22request_next%22%3A0%2C%22used_cache%22%3Atrue%7D%2C%22data%22%3A%5B%7B%22key%22%3A%225IMVZAXZ%22%2C%22library%22%3A%7B%22id%22%3A3729048%7D%2C%22meta%22%3A%7B%22creatorSummary%22%3A%22Valle%20et%20al.%22%2C%22parsedDate%22%3A%222019-01-21%22%2C%22numChildren%22%3A2%7D%2C%22bib%22%3A%22%3Cdiv%20class%3D%5C%22csl-bib-body%5C%22%20style%3D%5C%22line-height%3A%202%3B%20%5C%22%3E%5Cn%20%3Cdiv%20class%3D%5C%22csl-entry%5C%22%20style%3D%5C%22clear%3A%20left%3B%20%5C%22%3E%5Cn%20%3Cdiv%20class%3D%5C%22csl-left-margin%5C%22%20style%3D%5C%22float%3A%20left%3B%20padding-right%3A%200.5em%3B%20text-align%3A%20right%3B%20width%3A%201em%3B%5C%22%3E1.%3C%5C%2Fdiv%3E%3Cdiv%20class%3D%5C%22csl-right-inline%5C%22%20style%3D%5C%22margin%3A%200%20.4em%200%201.5em%3B%5C%22%3EValle%2C%20H.%20%3Ci%3Eet%20al.%3C%5C%2Fi%3E%20%3Ca%20class%3D%27zp-ItemURL%27%20target%3D%27_blank%27%20href%3D%27https%3A%5C%2F%5C%2Fonlinelibrary.wiley.com%5C%2Fdoi%5C%2Fabs%5C%2F10.1002%5C%2Fapp.47545%27%3ENanoparticles%20of%204%2C7-dichloro-2-quinolinemethylacrylate-based%20copolymers%20and%20their%20potential%20cytotoxic%20activity%20on%20human%20breast%20carcinoma%20cells%3C%5C%2Fa%3E.%20%3Ci%3EJournal%20of%20Applied%20Polymer%20Science%3C%5C%2Fi%3E%20%3Cb%3E136%3C%5C%2Fb%3E%2C%2047545%20%282019%29.%20%3Ca%20title%3D%27Cite%20in%20RIS%20Format%27%20class%3D%27zp-CiteRIS%27%20href%3D%27http%3A%5C%2F%5C%2Fwww.biomateriales.ictp.csic.es%5C%2Fwp-content%5C%2Fplugins%5C%2Fzotpress%5C%2Flib%5C%2Frequest%5C%2Frequest.cite.php%3Fapi_user_id%3D3729048%26amp%3Bitem_key%3D5IMVZAXZ%27%3ECite%3C%5C%2Fa%3E%20%3C%5C%2Fdiv%3E%5Cn%20%3C%5C%2Fdiv%3E%5Cn%3C%5C%2Fdiv%3E%22%2C%22data%22%3A%7B%22itemType%22%3A%22journalArticle%22%2C%22title%22%3A%22Nanoparticles%20of%204%2C7-dichloro-2-quinolinemethylacrylate-based%20copolymers%20and%20their%20potential%20cytotoxic%20activity%20on%20human%20breast%20carcinoma%20cells%22%2C%22creators%22%3A%5B%7B%22creatorType%22%3A%22author%22%2C%22firstName%22%3A%22Hern%5Cu00e1n%22%2C%22lastName%22%3A%22Valle%22%7D%2C%7B%22creatorType%22%3A%22author%22%2C%22firstName%22%3A%22Raquel%22%2C%22lastName%22%3A%22Palao%5Cu2010Suay%22%7D%2C%7B%22creatorType%22%3A%22author%22%2C%22firstName%22%3A%22Mar%5Cu00eda%20Rosa%22%2C%22lastName%22%3A%22Aguilar%22%7D%2C%7B%22creatorType%22%3A%22author%22%2C%22firstName%22%3A%22Julio%20San%22%2C%22lastName%22%3A%22Rom%5Cu00e1n%22%7D%2C%7B%22creatorType%22%3A%22author%22%2C%22firstName%22%3A%22Jos%5Cu00e9%22%2C%22lastName%22%3A%22Becerra%22%7D%2C%7B%22creatorType%22%3A%22author%22%2C%22firstName%22%3A%22Bernab%5Cu00e9%22%2C%22lastName%22%3A%22Rivas%22%7D%2C%7B%22creatorType%22%3A%22author%22%2C%22firstName%22%3A%22Ramalinga%20Viswanathan%22%2C%22lastName%22%3A%22Mangalaraja%22%7D%5D%2C%22abstractNote%22%3A%22In%20this%20article%2C%20an%20improved%20synthesis%20strategy%20of%20the%20potent%20anticancer%20compound%204%2C7-dichloro-2-quinolinemethanol%20%28QM%29%20and%20its%20acrylate%20ester%204%2C7-dichloro-2-quinolinemethylacrylate%20%28AQM%29%20are%20described.%20AQM%20is%20copolymerized%20using%20free-radical%20polymerization%20with%20N-vinyl-2-pyrrolidone%20%28VP%29%20and%20the%20copolymers%20obtained%20from%20different%20molar%20ratios%20of%20monomers%20are%20subjected%20to%20nanoprecipitation%20to%20produce%20suspensions%20of%20nanoparticles%20%28NPs%29%20in%20phosphate%20buffered%20saline%20%28PBS%29.%20The%20smallest%20and%20stable%20NPs%20are%20prepared%20with%20the%20AQM-VP%20copolymers%2045%3A55%20and%2040%3A60%20%28118.9%20and%20128.7%20nm%20in%20diameter%2C%20respectively%29%20at%201%20mg%20mL%5Cu22121%2C%20and%20along%20with%20AQM%20and%20QM%2C%20are%20evaluated%20for%20their%20cytotoxic%20activity%20on%20MDA-MB-453%20breast%20carcinoma%20cells%20using%20MTT%20bioassay.%20AQM%20and%20QM%20are%20highly%20cytotoxic%20%28IC50%3A%2019%20and%2041%20%5Cu03bcM%2C%20respectively%29%3B%20however%2C%20the%20NPs%20are%20not%20cytotoxic%20in%20the%20range%20of%20the%20assayed%20concentrations.%20These%20results%20contribute%20to%20the%20search%20for%20new%20polymeric%20NPs%20with%20potential%20application%20as%20QM%20delivery%20systems%20for%20the%20treatment%20of%20cancer%20or%20other%20diseases%20treatable%20with%20QM.%20%5Cu00a9%202019%20Wiley%20Periodicals%2C%20Inc.%20J.%20Appl.%20Polym.%20Sci.%202019%2C%20136%2C%2047545.%22%2C%22date%22%3A%222019-01-21%22%2C%22language%22%3A%22en%22%2C%22DOI%22%3A%2210.1002%5C%2Fapp.47545%22%2C%22ISSN%22%3A%221097-4628%22%2C%22url%22%3A%22https%3A%5C%2F%5C%2Fonlinelibrary.wiley.com%5C%2Fdoi%5C%2Fabs%5C%2F10.1002%5C%2Fapp.47545%22%2C%22collections%22%3A%5B%22HBGS28EX%22%5D%2C%22dateModified%22%3A%222019-02-07T13%3A43%3A00Z%22%7D%7D%5D%7D