Poly(<i>N</i>-vinylcaprolactam) and Salicylic Acid Polymeric Prodrug Grafted onto Medical Silicone to Obtain a Novel Thermo- and pH-Responsive Drug Delivery System for Potential Medical Devices
New medical devices with anti-inflammatory properties are critical to prevent inflammatory processes and infections in medical/surgical procedures. In this work, we present a novel functionalization of silicone for medical use with a polymeric prodrug and a thermosensitive polymer, by graft polymeri...
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MDPI AG
2021-02-01
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| Series: | Materials |
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| Online Access: | https://www.mdpi.com/1996-1944/14/5/1065 |
| _version_ | 1797395275138990080 |
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| author | José M. Cornejo-Bravo Kenia Palomino Giovanni Palomino-Vizcaino Oscar M. Pérez-Landeros Mario Curiel-Alvarez Benjamín Valdez-Salas Emilio Bucio Héctor Magaña |
| author_facet | José M. Cornejo-Bravo Kenia Palomino Giovanni Palomino-Vizcaino Oscar M. Pérez-Landeros Mario Curiel-Alvarez Benjamín Valdez-Salas Emilio Bucio Héctor Magaña |
| author_sort | José M. Cornejo-Bravo |
| collection | DOAJ |
| description | New medical devices with anti-inflammatory properties are critical to prevent inflammatory processes and infections in medical/surgical procedures. In this work, we present a novel functionalization of silicone for medical use with a polymeric prodrug and a thermosensitive polymer, by graft polymerization (gamma rays), for the localized release of salicylic acid, an analgesic, and anti-inflammatory drug. Silicone rubber (SR) films were functionalized in two stages using graft polymerization from ionizing radiation (<sup>60</sup>Co). The first stage was grafting poly(<i>N</i>-vinylcaprolactam) (PNVCL), a thermo-sensitive polymer, onto SR to obtain SR-<i>g</i>-PNVCL. In the second stage, poly(2-methacryloyloxy-benzoic acid) (P2MBA), a polymeric prodrug, was grafted to obtain (SR-<i>g</i>-PNVCL)-<i>g</i>-P2MBA. The degree of functionalization depended on the concentrations of monomers and the irradiation dose. The films were characterized by attenuated total reflectance Fourier-transform infrared spectroscopy (ATR-FTIR), scanning electron microscopy/energy-dispersive X-ray spectrometry (SEM–EDX), thermogravimetric analysis (TGA), and contact angle. An upper critical solution temperature (UCST) of the films was demonstrated by the swelling degree as a temperature function. (SR-<i>g</i>-PNVCL)-<i>g</i>-P2MBA films demonstrated hydrolysis-mediated drug release from the polymeric prodrug, pH, and temperature sensitivity. GC–MS confirmed the presence of the drug (salicylic acid), after polymer hydrolysis. The concentration of the drug in the release media was quantified by HPLC. Cytocompatibility and thermo-/pH sensitivity of functionalized medical silicone were demonstrated in cancer and non-cancer cells. |
| first_indexed | 2024-03-09T00:33:06Z |
| format | Article |
| id | doaj.art-068abb11b59c40a4957893eaea5c06ea |
| institution | Directory Open Access Journal |
| issn | 1996-1944 |
| language | English |
| last_indexed | 2024-03-09T00:33:06Z |
| publishDate | 2021-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Materials |
| spelling | doaj.art-068abb11b59c40a4957893eaea5c06ea2023-12-11T18:20:47ZengMDPI AGMaterials1996-19442021-02-01145106510.3390/ma14051065Poly(<i>N</i>-vinylcaprolactam) and Salicylic Acid Polymeric Prodrug Grafted onto Medical Silicone to Obtain a Novel Thermo- and pH-Responsive Drug Delivery System for Potential Medical DevicesJosé M. Cornejo-Bravo0Kenia Palomino1Giovanni Palomino-Vizcaino2Oscar M. Pérez-Landeros3Mario Curiel-Alvarez4Benjamín Valdez-Salas5Emilio Bucio6Héctor Magaña7Faculty of Chemical Sciences and Engineering, Autonomous University of Baja California, University Boulevard No. 14418, Otay Mesa, Tijuana 22390, MexicoFaculty of Chemical Sciences and Engineering, Autonomous University of Baja California, University Boulevard No. 14418, Otay Mesa, Tijuana 22390, MexicoFaculty of Health Sciences, Autonomous University of Baja California, University Boulevard No. 1000, Tijuana 22260, MexicoInstitute of Engineering, Autonomous University of Baja California, Benito Juárez Boulevard, Mexicali 21280, MexicoInstitute of Engineering, Autonomous University of Baja California, Benito Juárez Boulevard, Mexicali 21280, MexicoInstitute of Engineering, Autonomous University of Baja California, Benito Juárez Boulevard, Mexicali 21280, MexicoDepartment of Radiation Chemistry and Radiochemistry, Institute of Nuclear Science, National Autonomous University of Mexico, Mexico City 04510, MexicoFaculty of Chemical Sciences and Engineering, Autonomous University of Baja California, University Boulevard No. 14418, Otay Mesa, Tijuana 22390, MexicoNew medical devices with anti-inflammatory properties are critical to prevent inflammatory processes and infections in medical/surgical procedures. In this work, we present a novel functionalization of silicone for medical use with a polymeric prodrug and a thermosensitive polymer, by graft polymerization (gamma rays), for the localized release of salicylic acid, an analgesic, and anti-inflammatory drug. Silicone rubber (SR) films were functionalized in two stages using graft polymerization from ionizing radiation (<sup>60</sup>Co). The first stage was grafting poly(<i>N</i>-vinylcaprolactam) (PNVCL), a thermo-sensitive polymer, onto SR to obtain SR-<i>g</i>-PNVCL. In the second stage, poly(2-methacryloyloxy-benzoic acid) (P2MBA), a polymeric prodrug, was grafted to obtain (SR-<i>g</i>-PNVCL)-<i>g</i>-P2MBA. The degree of functionalization depended on the concentrations of monomers and the irradiation dose. The films were characterized by attenuated total reflectance Fourier-transform infrared spectroscopy (ATR-FTIR), scanning electron microscopy/energy-dispersive X-ray spectrometry (SEM–EDX), thermogravimetric analysis (TGA), and contact angle. An upper critical solution temperature (UCST) of the films was demonstrated by the swelling degree as a temperature function. (SR-<i>g</i>-PNVCL)-<i>g</i>-P2MBA films demonstrated hydrolysis-mediated drug release from the polymeric prodrug, pH, and temperature sensitivity. GC–MS confirmed the presence of the drug (salicylic acid), after polymer hydrolysis. The concentration of the drug in the release media was quantified by HPLC. Cytocompatibility and thermo-/pH sensitivity of functionalized medical silicone were demonstrated in cancer and non-cancer cells.https://www.mdpi.com/1996-1944/14/5/1065medical devicesthermo-/pH sensitivitygraft copolymerizationpolymeric prodrugdrug deliverymedical/surgical procedures |
| spellingShingle | José M. Cornejo-Bravo Kenia Palomino Giovanni Palomino-Vizcaino Oscar M. Pérez-Landeros Mario Curiel-Alvarez Benjamín Valdez-Salas Emilio Bucio Héctor Magaña Poly(<i>N</i>-vinylcaprolactam) and Salicylic Acid Polymeric Prodrug Grafted onto Medical Silicone to Obtain a Novel Thermo- and pH-Responsive Drug Delivery System for Potential Medical Devices Materials medical devices thermo-/pH sensitivity graft copolymerization polymeric prodrug drug delivery medical/surgical procedures |
| title | Poly(<i>N</i>-vinylcaprolactam) and Salicylic Acid Polymeric Prodrug Grafted onto Medical Silicone to Obtain a Novel Thermo- and pH-Responsive Drug Delivery System for Potential Medical Devices |
| title_full | Poly(<i>N</i>-vinylcaprolactam) and Salicylic Acid Polymeric Prodrug Grafted onto Medical Silicone to Obtain a Novel Thermo- and pH-Responsive Drug Delivery System for Potential Medical Devices |
| title_fullStr | Poly(<i>N</i>-vinylcaprolactam) and Salicylic Acid Polymeric Prodrug Grafted onto Medical Silicone to Obtain a Novel Thermo- and pH-Responsive Drug Delivery System for Potential Medical Devices |
| title_full_unstemmed | Poly(<i>N</i>-vinylcaprolactam) and Salicylic Acid Polymeric Prodrug Grafted onto Medical Silicone to Obtain a Novel Thermo- and pH-Responsive Drug Delivery System for Potential Medical Devices |
| title_short | Poly(<i>N</i>-vinylcaprolactam) and Salicylic Acid Polymeric Prodrug Grafted onto Medical Silicone to Obtain a Novel Thermo- and pH-Responsive Drug Delivery System for Potential Medical Devices |
| title_sort | poly i n i vinylcaprolactam and salicylic acid polymeric prodrug grafted onto medical silicone to obtain a novel thermo and ph responsive drug delivery system for potential medical devices |
| topic | medical devices thermo-/pH sensitivity graft copolymerization polymeric prodrug drug delivery medical/surgical procedures |
| url | https://www.mdpi.com/1996-1944/14/5/1065 |
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