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Molecularly imprinted polymers: preparation, characterisation, and application in drug delivery systems

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Pages 176-196 | Received 02 Dec 2021, Accepted 15 Mar 2022, Published online: 24 Mar 2022

References

  • Alvarez-Lorenzo, C., ed., 2013. Handbook of molecularly imprinted polymers. Shrewsbury, UK: Smithers Rapra.
  • Anderson, B.D., Chu, W.W., and Galinsky, R.E., 1988. Reduction of first-pass metabolism of propranolol after oral administration of ester prodrugs. International journal of pharmaceutics, 43 (3), 261–265.
  • Andersson, H.S., and Nicholls, I.A., 2001. In molecularly imprinted polymers: man-made mimics of antibodies and their applications in analytical chemistry. Techniques and instrumentation in analytical chemistry, 23, 1–17.
  • Anirudhan, T.S., Divya, P.L., and Nima, J., 2013. Silylated montmorillonite based molecularly imprinted polymer for the selective binding and controlled release of thiamine hydrochloride. Reactive and functional polymers, 73 (8), 1144–1155.
  • Arshady, R., and Mosbach, K., 1981. Synthesis of substrate‐selective polymers by host‐guest polymerization. Die makromolekulare chemie, 182 (2), 687–692.
  • Asadi, E., et al., 2016. In vitro/in vivo study of novel anti-cancer, biodegradable cross-linked tannic acid for fabrication of 5-fluorouracil-targeting drug delivery nano-device based on a molecular imprinted polymer. RSC advances, 6 (43), 37308–37318.
  • Azizi, A., and Bottaro, C.S., 2020. A critical review of molecularly imprinted polymers for the analysis of organic pollutants in environmental water samples. Journal of chromatography. A, 1614, 1614. 460603.
  • Bae, K.H., Chung, H.J., and Park, T.G., 2011. Nanomaterials for cancer therapy and imaging. Molecules and cells, 31 (4), 295–302.
  • Bai, J., et al., 2018. Synthesis and characterization of paclitaxel-imprinted microparticles for controlled release of an anticancer drug. Materials science and engineering: C, 92, 338–348.
  • Barahona, F., et al., 2010. Chromatographic performance of molecularly imprinted polymers: core‐shell microspheres by precipitation polymerization and grafted MIP films via iniferter‐modified silica beads. Journal of polymer science part A: polymer chemistry, 48 (5), 1058–1066.
  • Bodhibukkana, C., et al., 2006. Composite membrane of bacterially-derived cellulose and molecularly imprinted polymer for use as a transdermal enantioselective controlled-release system of racemic propranolol. Journal of controlled release, 113 (1), 43–56.
  • Bonatti, A.F., De Maria, C., and Vozzi, G., 2021. Molecular imprinting strategies for tissue engineering applications: a review. Polymers, 13 (4), 548.
  • Bonini, F., et al., 2007. Surface imprinted beads for the recognition of human serum albumin. Biosensors & bioelectronics, 22 (9-10), 2322–2328.
  • Bossi, A., et al., 2007. Molecularly imprinted polymers for the recognition of proteins: the state of the art. Biosensors & bioelectronics, 22 (6), 1131–1137.
  • Braga, M.E., et al., 2010. Improved drug loading/release capacities of commercial contact lenses obtained by supercritical fluid assisted molecular imprinting methods. Journal of controlled release, 148 (1), e102–4.
  • Brown, M.E., and Puleo, D.A., 2008. Protein binding to peptide-imprinted porous silica scaffolds. Chemical engineering journal, 137 (1), 97–101.
  • Canfarotta, F., et al., 2018. Specific drug delivery to cancer cells with double-imprinted nanoparticles against epidermal growth factor receptor. Nano letters, 18 (8), 4641–4646.
  • Cegłowski, M., et al., 2019. Application of paclitaxel-imprinted microparticles obtained using two different cross-linkers for prolonged drug delivery. European polymer journal, 118, 328–336.
  • Chawla, J.S., and Amiji, M.M., 2002. Biodegradable poly (ε-caprolactone) nanoparticles for tumor-targeted delivery of tamoxifen. International journal of pharmaceutics, 249 (1-2), 127–138.
  • Chen, H., et al., 2018. Recent developments in ophthalmic drug delivery systems for therapy of both anterior and posterior segment diseases. Colloid and interface science communications, 24, 54–61.
  • Chen, L., et al., 2016. Molecular imprinting: perspectives and applications. Chemical society reviews, 45 (8), 2137–2211.
  • Chen, L., Xu, S., and Li, J., 2011. Recent advances in molecular imprinting technology: current status, challenges and highlighted applications. Chemical society reviews, 40 (5), 2922–2942d.
  • Cormack, P.A., and Elorza, A.Z., 2004. Molecularly imprinted polymers: synthesis and characterisation. Journal of chromatography. B, analytical technologies in the biomedical and life sciences, 804 (1), 173–182.
  • Cirillo, G., et al., 2010. Molecularly imprinted polymers as drug delivery systems for the sustained release of glycyrrhizic acid. The journal of pharmacy and pharmacology, 62 (5), 577–582.
  • Cunliffe, D., Kirby, A., and Alexander, C., 2005. Molecularly imprinted drug delivery systems. Advanced drug delivery reviews, 57 (12), 1836–1853.
  • De Middeleer, G., Dubruel, P., and De Saeger, S., 2016. Characterization of MIP and MIP functionalized surfaces: current state-of-the-art. TrAC trends in analytical chemistry, 76, 71–85.
  • Diasio, R.B., and Harris, B.E., 1989. Clinical pharmacology of 5-fluorouracil. Clinical pharmacokinetics, 16 (4), 215–237.
  • Dickey, F.H., 1949. The preparation of specific adsorbents. Proceedings of the national academy of sciences of the United States of America, 35 (5), 227–229.
  • Dil, E.A., et al., 2021. Nano-sized Fe3O4@ SiO2-molecular imprinted polymer as a sorbent for dispersive solid-phase microextraction of melatonin in the methanolic extract of Portulaca oleracea, biological, and water samples. Talanta, 221, 121620.
  • Diouf, A., et al., 2021. Tramadol sensing in non-invasive biological fluids using a voltammetric electronic tongue and an electrochemical sensor based on biomimetic recognition. International journal of pharmaceutics, 593, 120114.
  • El-Schich, Z., et al., 2020. Molecularly imprinted polymers in biological applications. BioTechniques, 69 (6), 406–419.
  • Entezar-Almahdi, E., et al., 2020. Recent advances in designing 5-fluorouracil delivery systems: a stepping stone in the safe treatment of colorectal cancer. International journal of nanomedicine, 15, 5445–5458.
  • Esfandyari-Manesh, M., et al., 2016. Paclitaxel molecularly imprinted polymer-PEG-folate nanoparticles for targeting anticancer delivery: characterization and cellular cytotoxicity. Materials science and engineering: C, 62, 626–633.
  • Favetta, P., Ayari, M. G., and Agrofoglio, L. A., 2018. Molecularly imprinted polymers-based separation and sensing of nucleobases, nucleosides, nucleotides and oligonucleotides. In: W. Kutner, ed. Molecularly imprinted polymers for analytical chemistry applications. London: Royal Society of Chemistry, 65–123.
  • Feás, X., et al., 2009. Syntheses of molecularly imprinted polymers: molecular recognition of cyproheptadine using original print molecules and azatadine as dummy templates. Analytica chimica acta, 631 (2), 237–244.
  • Ferreira, V.R., et al., 2018. Molecularly imprinted polymers for enhanced impregnation and controlled release of l-tyrosine. Reactive and functional polymers, 131, 283–292.
  • Griffete, N., et al., 2015. Design of magnetic molecularly imprinted polymer nanoparticles for controlled release of doxorubicin under an alternative magnetic field in athermal conditions. Nanoscale, 7 (45), 18891–18896.
  • Gu, Z., et al., 2021. Molecularly imprinted polymer‐based smart prodrug delivery system for specific targeting, prolonged retention, and tumor microenvironment‐triggered release. Angewandte chemie (international ed. in English), 60 (5), 2663–2667.
  • Guan, G., et al., 2008. Imprinting of molecular recognition sites on nanostructures and its applications in chemosensors. Sensors, 8 (12), 8291–8320.
  • Han, S., et al., 2019. A molecularly imprinted composite based on graphene oxide for targeted drug delivery to tumor cells. Journal of materials science, 54 (4), 3331–3341.
  • Haupt, K., ed., 2012. Molecular imprinting. Berlin: Springer Science & Business Media, Vol. 325, 2–26.
  • Hemmati, K., Masoumi, A., and Ghaemy, M., 2016. Tragacanth gum-based nanogel as a superparamagnetic molecularly imprinted polymer for quercetin recognition and controlled release. Carbohydrate polymers, 136, 630–640.
  • Huet, S., et al., 2014. Relevance and limitations of crowding, fractal, and polymer models to describe nuclear architecture. International review of cell and molecular biology, 307, 443–479.
  • Jantarat, C., et al., 2008. S-propranolol imprinted polymer nanoparticle-on-microsphere composite porous cellulose membrane for the enantioselectively controlled delivery of racemic propranolol. International journal of pharmaceutics, 349 (1–2), 212–225.
  • Jia, C., et al., 2019. Preparation of dual-template epitope imprinted polymers for targeted fluorescence imaging and targeted drug delivery to pancreatic cancer BxPC-3 cells. ACS applied materials & interfaces, 11 (35), 32431–32440.
  • Kaamyabi, S., Habibi, D., and Amini, M.M., 2016. Preparation and characterization of the pH and thermosensitive magnetic molecular imprinted nanoparticle polymer for the cancer drug delivery. Bioorganic & medicinal chemistry letters, 26 (9), 2349–2354.
  • Kamra, T., et al., 2015. Covalent immobilization of molecularly imprinted polymer nanoparticles using an epoxy silane. Journal of colloid and interface science, 445, 277–284.
  • Karim, K., et al., 2005. How to find effective functional monomers for effective molecularly imprinted polymers? Advanced drug delivery reviews, 57 (12), 1795–1808.
  • Kempe, H., and Kempe, M., 2009. Molecularly imprinted polymers. Weinheim: Wiley-VCH, 15–44.
  • Kempe, H., Pujolràs, A.P., and Kempe, M., 2015. Molecularly imprinted polymer nanocarriers for sustained release of erythromycin. Pharmaceutical research, 32 (2), 375–388.
  • Kompella, U.B., Kadam, R.S., and Lee, V.H., 2010. Recent advances in ophthalmic drug delivery. Therapeutic delivery, 1 (3), 435–456.
  • Korde, B.A., et al., 2019. Nanoporous imprinted polymers (nanoMIPs) for controlled release of cancer drug. Materials science and engineering: C, 99, 222–230.
  • Kovács, L., and Csermely, P., 2007. Crowding stress. In: G. Fink, ed. Encyclopedia of stress. Oxford: Academic Press/Elsevier, 669–672.
  • Kryscio, D.R., and Peppas, N.A., 2012. Critical review and perspective of macromolecularly imprinted polymers. Acta biomaterialia, 8 (2), 461–473.
  • Kurczewska, J., et al., 2017. Molecularly imprinted polymer as drug delivery carrier in alginate dressing. Materials letters, 201, 46–49.
  • Lanza, F., and Sellergren, B., 1999. Method for synthesis and screening of large groups of molecularly imprinted polymers. Analytical chemistry, 71 (11), 2092–2096.
  • Li, L., et al., 2016. Temperature and magnetism bi-responsive molecularly imprinted polymers: preparation, adsorption mechanism and properties as drug delivery system for sustained release of 5-fluorouracil. Materials science and engineering: C, 61, 158–168.
  • Li, W., and Li, S., 2006. Molecular imprinting: a versatile tool for separation, sensors and catalysis. In: A. Abe, ed. Oligomers-polymer composites-molecular imprinting. Berlin, Heidelberg: Springer, 191–210.
  • Liu, F., et al., 2006. Enantioselective molecular imprinting polymer coated QCM for the recognition of l-tryptophan. Sensors and actuators B: Chemical, 113 (1), 234–240.
  • Lu, X.F., et al., 2014. Preparation and characterization of molecularly imprinted poly (hydroxyethyl methacrylate) microspheres for sustained release of gatifloxacin. Journal of materials science. Materials in medicine, 25 (6), 1461–1469.
  • Luliński, P., 2017. Molecularly imprinted polymers based drug delivery devices: a way to application in modern pharmacotherapy. A review. Materials science and engineering: C, 76, 1344–1353.
  • Malaekeh‐Nikouei, B., et al., 2012. Controlled release of prednisolone acetate from molecularly imprinted hydrogel contact lenses. Journal of applied polymer science, 126 (1), 387–394.
  • Mao, C., et al., 2017. The controlled drug release by pH-sensitive molecularly imprinted nanospheres for enhanced antibacterial activity. Materials science and engineering: C, 77, 84–91.
  • Mayes, A.G., and Whitcombe, M.J., 2005. Synthetic strategies for the generation of molecularly imprinted organic polymers. Advanced drug delivery reviews, 57 (12), 1742–1778.
  • Men, J., et al., 2014. Preparation and characterization of metronidazole-surface imprinted microspheres MIP-PSSS/CPVA for colon-specific drug delivery system. Journal of macromolecular science, part A, 51 (11), 914–923.
  • Meng, Z., Chen, W., and Mulchandani, A., 2005. Removal of estrogenic pollutants from contaminated water using molecularly imprinted polymers. Environmental science & technology, 39 (22), 8958–8962.
  • Mijangos, I., et al., 2006. Influence of initiator and different polymerisation conditions on performance of molecularly imprinted polymers. Biosensors & bioelectronics, 22 (3), 381–387.
  • Moczko, E., et al., 2013. Surface-modified multifunctional MIP nanoparticles. Nanoscale, 5 (9), 3733–3741.
  • Mohiuddin, I., Malik, A.K., and Aulakh, J.S., 2020. Efficient recognition and determination of carbamazepine and oxcarbazepine in aqueous and biological samples by molecularly imprinted polymers. Journal of analytical chemistry, 75 (6), 717–725.
  • Nerantzaki, M., et al., 2020. Controlled drug delivery for cancer cell treatment via magnetic doxorubicin imprinted silica nanoparticles. Chemical communications, 56 (70), 10255–10258.
  • Neves, M.I., et al., 2017. Molecularly imprinted intelligent scaffolds for tissue engineering applications. Tissue engineering part B: Reviews, 23 (1), 27–43.
  • Norell, M.C., Andersson, H.S., and Nicholls, I.A., 1998. Theophylline molecularly imprinted polymer dissociation kinetics: a novel sustained release drug dosage mechanism. Journal of molecular recognition, 11 (1-6), 98–102.
  • Ogawa, K.I., et al., 2012. Development of lipid A-imprinted polymer hydrogels that selectively recognize lipopolysaccharides. Biosensors & bioelectronics, 38 (1), 215–219.
  • Öpik, A., et al., 2009. Molecularly imprinted polymers: a new approach to the preparation of functional materials. Proceedings of the Estonian academy of sciences, 58 (1), 3.
  • Pan, J., et al., 2018. Molecularly imprinted polymers as receptor mimics for selective cell recognition. Chemical society reviews, 47 (15), 5574–5587.
  • Parisi, O.I., et al., 2014. Magnetic molecularly imprinted polymers (MMIPs) for carbazole derivative release in targeted cancer therapy. Journal of materials chemistry. B, 2 (38), 6619–6625.
  • Parisi, O.I., et al., 2018. Smart bandage based on molecularly imprinted polymers (MIPs) for diclofenac controlled release. Pharmaceuticals, 11 (4), 92.
  • Pichon, V., and Chapuis-Hugon, F., 2008. Role of molecularly imprinted polymers for selective determination of environmental pollutants—a review. Analytica chimica acta, 622 (1–2), 48–61.
  • Puoci, F., et al., 2013. Imprinted microspheres doped with carbon nanotubes as novel electroresponsive drug‐delivery systems. Journal of applied polymer science, 130 (2), 829–834.
  • Puoci, F., et al., 2007. Molecularly imprinted polymers for 5-fluorouracil release in biological fluids. Molecules, 12 (4), 805–814.
  • Quigley, J.M., Jordan, C.G.M., and Timoney, R.F., 1994. The synthesis, hydrolysis kinetics and lipophilicity of O-acyl esters of propranolol. International journal of pharmaceutics, 101 (1–2), 145–163.
  • Rao, T.P., Kala, R., and Daniel, S., 2006. Metal ion-imprinted polymers—novel materials for selective recognition of inorganics. Analytica chimica acta, 578 (2), 105–116.
  • Riddell, J.G., Harron, D.W.G., and Shanks, R.G., 1987. Clinical pharmacokinetics of beta-adrenoceptor antagonists. An update. Clinical pharmacokinetics, 12 (5), 305–320.
  • Rostamizadeh, K., Vahedpour, M., and Bozorgi, S., 2012. Synthesis, characterization and evaluation of computationally designed nanoparticles of molecular imprinted polymers as drug delivery systems. International journal of pharmaceutics, 424 (1–2), 67–75.
  • Ruela, A.L.M., Figueiredo, E.C., and Pereira, G.R., 2014. Molecularly imprinted polymers as nicotine transdermal delivery systems. Chemical engineering journal, 248, 1–8.
  • Schirhagl, R., 2014. Bioapplications for molecularly imprinted polymers. Analytical chemistry, 86 (1), 250–261.
  • Scorrano, S., et al., 2011. Synthesis of molecularly imprinted polymers for amino acid derivates by using different functional monomers. International journal of molecular sciences, 12 (3), 1735–1743.
  • Sellergren, B., and Allender, C.J., 2005. Molecularly imprinted polymers: a bridge to advanced drug delivery. Advanced drug delivery reviews, 57 (12), 1733–1741.
  • Sheybani, S., et al., 2015. Mesoporous molecularly imprinted polymer nanoparticles as a sustained release system of azithromycin. RSC advances, 5 (120), 98880–98891.
  • Singh, B., and Chauhan, N., 2008. Preliminary evaluation of molecular imprinting of 5-fluorouracil within hydrogels for use as drug delivery systems. Acta biomaterialia, 4 (5), 1244–1254.
  • Skogsberg, U., et al., 2007. A solid-state and suspended-state magic angle spinning nuclear magnetic resonance spectroscopic investigation of a 9-ethyladenine molecularly imprinted polymer. Polymer, 48 (1), 229–238.
  • Spivak, D.A., 2005. Optimization, evaluation, and characterization of molecularly imprinted polymers. Advanced drug delivery reviews, 57 (12), 1779–1794.
  • Subrahmanyam, S., et al., 2001. Bite-and-Switch’approach using computationally designed molecularly imprinted polymers for sensing of creatinine. Biosensors & bioelectronics, 16 (9–12), 631–637.
  • Suedee, R., et al., 2008. Development of a reservoir-type transdermal enantioselective-controlled delivery system for racemic propranolol using a molecularly imprinted polymer composite membrane. Journal of controlled release, 129 (3), 170–178.
  • Suedee, R., Srichana, T., and Martin, G.P., 2000. Evaluation of matrices containing molecularly imprinted polymers in the enantioselective-controlled delivery of β-blockers. Journal of controlled release, 66 (2–3), 135–147.
  • Sulc, R., et al., 2017. Phospholipid imprinted polymers as selective endotoxin scavengers. Scientific reports, 7 (1), 1–10.
  • Sunayama, H., and Takeuchi, T., 2021. Protein-imprinted polymer films prepared via cavity-selective multi-step post-imprinting modifications for highly selective protein recognition. Analytical and bioanalytical chemistry, 413 (24), 6183–6189.
  • Takeuchi, T., Fukuma, D., and Matsui, J., 1999. Combinatorial molecular imprinting: an approach to synthetic polymer receptors. Analytical chemistry, 71 (2), 285–290.
  • Tang, L., et al., 2015. Macromolecular crowding of molecular imprinting: a facile pathway to produce drug delivery devices for zero-order sustained release. International journal of pharmaceutics, 496 (2), 822–833.
  • Wackerlig, J., and Schirhagl, R., 2016. Applications of molecularly imprinted polymer nanoparticles and their advances toward industrial use: a review. Analytical chemistry, 88 (1), 250–261.
  • Wang, L., et al., 2019. Green multi-functional monomer based ion imprinted polymers for selective removal of copper ions from aqueous solution. Journal of colloid and interface science, 541, 376–386.
  • Wang, X., et al., 2018. A polyhedral oligomeric silsesquioxane/molecular sieve codoped molecularly imprinted polymer for gastroretentive drug-controlled release in vivo. Biomaterials science, 6 (12), 3170–3177.
  • Wang, X.L., et al., 2016. pH/temperature-sensitive hydrogel-based molecularly imprinted polymers (hydroMIPs) for drug delivery by frontal polymerization. RSC advances, 6 (96), 94038–94047.
  • Weiner, L.M., Surana, R., and Wang, S., 2010. Monoclonal antibodies: versatile platforms for cancer immunotherapy. Nature reviews. Immunology, 10 (5), 317–327.
  • Whitcombe, M.J., et al., 1995. A new method for the introduction of recognition site functionality into polymers prepared by molecular imprinting: synthesis and characterization of polymeric receptors for cholesterol. Journal of the American chemical society, 117 (27), 7105–7111.
  • Włoch, M., and Datta, J., 2019. Synthesis and polymerisation techniques of molecularly imprinted polymers. In: C.L. Wilson, ed. Comprehensive analytical chemistry. Amsterdam: Elsevier, Vol. 86, pp. 17–40.
  • Wulff, G., 2013. Fourty years of molecular imprinting in synthetic polymers: origin, features and perspectives. Microchimica acta, 180 (15–16), 1359–1370.
  • Wulff, G., Sarhan, A., and Zabrocki, K., 1973. Enzyme-analogue built polymers and their use for the resolution of racemates. Tetrahedron letters, 14 (44), 4329–4332.
  • Wulff, G., Vietmeier, J., and Poll, H.G., 1987. Enzyme‐analogue built polymers, 22. Influence of the nature of the crosslinking agent on the performance of imprinted polymers in racemic resolution. Die makromolekulare chemie, 188 (4), 731–740.
  • Xu, J., et al., 2019. Molecularly imprinted polymer nanoparticles as potential synthetic antibodies for immunoprotection against HIV. ACS applied materials & interfaces, 11 (10), 9824–9831.
  • Xu, Y., et al., 2019. A novel controllable molecularly imprinted drug delivery system based on the photothermal effect of graphene oxide quantum dots. Journal of materials science, 54 (12), 9124–9139.
  • Yan, H., and Row, K.H., 2006. Characteristic and synthetic approach of molecularly imprinted polymer. International journal of molecular sciences, 7 (5), 155–178.
  • Yan, M., ed., 2004. Molecularly imprinted materials: science and technology. Boca Raton, FL: CRC Press, 93–123.
  • Yañez, F., et al., 2011. Supercritical fluid-assisted preparation of imprinted contact lenses for drug delivery. Acta biomaterialia, 7 (3), 1019–1030.
  • Zahavi, D., and Weiner, L., 2020. Monoclonal antibodies in cancer therapy. Antibodies, 9 (3), 34.
  • Zaidi, S.A., 2016. Molecular imprinted polymers as drug delivery vehicles. Drug delivery, 23 (7), 2262–2271.
  • Zhang, K., et al., 2016. A pH/glutathione double responsive drug delivery system using molecular imprint technique for drug loading. Applied surface science, 389, 1208–1213.
  • Zhang, L.P., et al., 2018. Floating liquid crystalline molecularly imprinted polymer coated carbon nanotubes for levofloxacin delivery. European journal of pharmaceutics and biopharmaceutics, 127, 150–158.
  • Zhang, L.P., et al., 2017. Solvent-responsive floating liquid crystalline-molecularly imprinted polymers for gastroretentive controlled drug release system. International journal of pharmaceutics, 532 (1), 365–373.
  • Zhao, Y., et al., 2020. Reduction-responsive molecularly imprinted nanogels for drug delivery applications. RSC advances, 10 (10), 5978–5987.
  • Zheng, X.F., et al., 2016. Surface molecularly imprinted polymer of chitosan grafted poly (methyl methacrylate) for 5-fluorouracil and controlled release. Scientific reports, 6 (1), 1–12.

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