Water-compatible silica sol-gel molecularly imprinted polymer as a potential delivery system for the controlled release of salicylic acid

Journal of Molecular Recognition

Volumn 27, Issue 9, 2014, Pages 559-565

  Li, Bin ^a   Xu, Jingjing ^a   Hall, Andrew J ^b   Haupt, Karsten ^a   Tse Sum Bui, Bernadette ^a  

^a Université de Technologie de Compiègne   (France)

^b MEDWAY SCHOOL OF PHARMACY   (United Kingdom)

Author keywords

drug release; molecularly imprinted polymer; salicylic acid; sol gel imprinting; water compatible

Indexed keywords

DELAYED RELEASE FORMULATION; POLYMER; SALICYLIC ACID; SILICON DIOXIDE; WATER;

CHEMISTRY; DELAYED RELEASE FORMULATION; DRUG DELIVERY SYSTEM; LIGHT; MOLECULAR IMPRINTING; PHASE TRANSITION; PROCEDURES; RADIATION SCATTERING; SCANNING ELECTRON MICROSCOPY; SYNTHESIS; TEMPERATURE;

DELAYED-ACTION PREPARATIONS; DRUG DELIVERY SYSTEMS; LIGHT; MICROSCOPY, ELECTRON, SCANNING; MOLECULAR IMPRINTING; PHASE TRANSITION; POLYMERS; SALICYLIC ACID; SCATTERING, RADIATION; SILICON DIOXIDE; TEMPERATURE; WATER;

EID: 84904014829     PISSN: 09523499     EISSN: 10991352     Source Type: Journal    
DOI: 10.1002/jmr.2383     Document Type: Article

References (36)

1. Alexander C, Andersson HS, Andersson LI, Ansell RJ, Kirsch N, Nicholls IA, O' Mahony J, Whitcombe MJ,. 2006. Molecular imprinting science and technology: a survey of the literature for the years up to and including 2003. J. Mol. Recognit. 19: 106-180. (Pubitemid 43378980)
2. Benito-Pena E, Urraca JL, Sellergren B, Moreno-Bondi MC,. 2008. Solid-phase extraction of fluoroquinolones from aqueous samples using a water-compatible stoichiometrically imprinted polymer. J. Chromatogr. A 1208: 62-70.
3. Bowe WP, Shalita AR,. 2008. Effective over-the-counter acne treatments. Semin. Cutan. Med. Surg. 27: 170-176.
4. Ciriminna R, Sciortino M, Alonzo G, de Schrijver A, Pagliaro M,. 2011. From molecules to systems: sol-gel microencapsulation in silica-based materials. Chem. Rev. 111: 765-789.
5. Cosmetic Ingredient Review Expert Panel. 2003. Safety assessment of salicylic acid, butyloctyl salicylate, calcium salicylate, C12-15 alkyl salicylate, capryloyl salicylic acid, hexyldodecyl salicylate, isocetyl salicylate, isodecyl salicylate, magnesium salicylate, MEA-salicylate, ethylhexyl salicylate, potassium salicylate, methyl salicylate, myristyl salicylate, sodium salicylate, TEA-salicylate, and tridecyl salicylate. Int. J. Toxicol. 22: 1-108.
6. Díaz-García ME, Laínño RB,. 2005. Molecular imprinting in sol-gel materials: recent developments and applications. Microchim. Acta 149: 19-36. (Pubitemid 40179093)
7. Duarte ARC, Costa MS, Simplicio AL, Cardoso MM, Duarte CMM,. 2006. Preparation of controlled release microspheres using supercritical fluid technology for delivery of anti-inflammatory drugs. Int. J. Pharm. 308: 168-174. (Pubitemid 43097249)
8. Gollnick H, Schramm M,. 1998. Topical drug treatment in acne. Dermatology 196: 119-125. (Pubitemid 28116058)
9. Hall AJ, Achilli L, Manesiotis P, Quaglia M, De Lorenzi E, Sellergren B,. 2003. A substructure approach toward polymeric receptors targeting dihydrofolate reductase inhibitors. 2. Molecularly imprinted polymers against Z-L-glutamic acid showing affinity for larger molecules. J. Org. Chem. 68: 9132-9135. (Pubitemid 37409572)
10. Hall AJ, Manesiotis P, Emgenbroich M, Quaglia M, Lorenzi ED, Sellergren B,. 2005. Urea host monomers for stoichiometric molecular imprinting of oxyanions. J. Org. Chem. 70: 1732-1736. (Pubitemid 40300135)
11. Haupt K, Linares AV, Bompart M, Tse Sum Bui B,. 2012. Molecularly imprinted polymers. In Topics in current chemistry, Haupt K, (ed). Springer: Berlin/Heidelberg; 1-28.
12. Henry OYF, Cullen DC, Piletsky SA,. 2005. Optical interrogation of molecularly imprinted polymers and development of MIP sensors: a review. Anal. Bioanal. Chem. 382: 947-956. (Pubitemid 40890953)
13. Jafari MT, Badihi Z, Jazan E,. 2012. A new approach to determine salicylic acid in human urine and blood plasma based on negative electrospray ion mobility spectrometry after selective separation using a molecular imprinted polymer. Talanta 99: 520-526.
14. Lago MA, Grinberg VY, Burova TV, Concheiro A, Alvarez-Lorenzo C,. 2011. Ionic and polyampholyte N-isopropylacrylamide-based hydrogels prepared in the presence of imprinting ligands: stimuli-responsiveness and adsorption/release properties. J. Funct. Biomater. 2: 373-390.
15. Li Q, Zhang W, Li X,. 2008. Preparation and properties of salicylic acid-imprinted polymers from emulsions. Macromol. Symp. 261: 91-96.
16. Lordel S, Chapuis-Hugon F, Eudes V, Pichon V,. 2011. Selective extraction of nitroaromatic explosives by using molecularly imprinted silica sorbents. Anal. Bioanal. Chem. 399: 449-458.
17. Mujahid A, Lieberzeit PA, Dickert FL,. 2010. Chemical sensors based on molecularly imprinted sol-gel materials. Materials 3: 2196-2217.
18. Niamlang S, Sirivat A,. 2009. Electric field assisted transdermal drug delivery from salicylic acid-loaded polyacrylamide hydrogels. Drug Deliv. 16: 378-388.
19. Park HR, Yoon SD, Lee JC, Chough SH,. 2007. Separation of hydroxybenzoic acid isomers using the molecular imprinting technique. J. Appl. Polym. Sci. 105: 2824-2829.
20. Pichon V, Haupt K,. 2006. Affinity separations on molecularly imprinted polymers with special emphasis on solid-phase extraction. J. Liq. Chromatogr. Relat. Technol. 29: 989-1023.
21. Puoci F, Cirillo G, Curcio M, Parisi OI, Iemma F, Picci N,. 2011. Molecularly imprinted polymers in drug delivery: state of art and future perspectives. Expert Opin. Drug Deliv. 8: 1379-1393.
22. Radin S, Chen T, Ducheyne P,. 2009. The controlled release of drugs from emulsified, sol gel processed silica microspheres. Biomaterials 30: 850-858.
23. Raof SFA, Mohamad S, Abas MR,. 2013. Synthesis and evaluation of molecularly imprinted silica gel for 2-hydroxybenzoic acid in aqueous solution. Int. J. Mol. Sci. 14: 5952-5965.
24. Rhein L, Chaudhuri B, Jivani N, Fares H, and, Davis A,. 2004. Targeted delivery of salicylic acid from acne treatment products into and through skin: role of solution and ingredient properties and relationships to irritation. J. Cosmet. Sci. 55: 65-80. (Pubitemid 38480069)
25. Ritger PL, Peppas NA,. 1987. A simple equation for description of solute release II. Fickian and anomalous release from swellable devices. J. Control. Release 5: 37-42. (Pubitemid 17106644)
26. Salian VD, Byrne ME,. 2013. Controlled drug release from weakly crosslinked molecularly imprinted networks: the benefit of living radical polymerization. Macromol. Chem. Phys. 214: 2355-2366.
27. Schneider M, Stracke F, Hansen S, Schaefer UF,. 2009. Nanoparticles and their interactions with the dermal barrier. Dermatoendocrinol. 1: 197-206.
28. Siepmann J, Peppas NA,. 2001. Modeling of drug release from delivery systems based on hydroxypropyl methylcelluolose (HPMC). Adv. Drug Deliv. Rev. 48: 139-157. (Pubitemid 32434400)
29. Shimizu KD,. 2005. Binding isotherms. In Molecularly imprinted materials: science and technology, Yan M, Ramström O, (eds.). CRC Press: New York; 419-434.
30. Tsai JC, Chuang SA, Hsu MY, Sheu HM,. 1999. Distribution of salicylic acid in human stratum corneum following topical application in vivo: a comparison of six different formulations. Int. J. Pharm. 188: 145-153.
31. Tse Sum Bui B, Haupt K,. 2010. Molecularly imprinted polymers: synthetic receptors in bioanalysis. Anal. Bioanal. Chem. 398: 2481-2492.
32. Urraca JL, Hall AJ, Moreno-Bondi MC, Sellergren B,. 2006. A stoichiometric molecularly imprinted polymer for the class-selective recognition of antibiotics in aqueous media. Angew. Chem. Int. Ed. 118: 5282-5285.
33. Vlatakis G, Andersson LI, Müller R, Mosbach K,. 1993. Drug assay using antibody mimics made by molecular imprinting. Nature 361: 645-647. (Pubitemid 23062398)
34. Wang Z, Liu X, Wu B, Wang F, Lu X,. 2012. Voltammetric determination of salicylic acid by molecularly imprinted film modified electrodes. Int. J. Polym. Anal. Ch. 17: 122-132.
35. Wulff G, Knorr K,. 2002. Stoichiometric noncovalent interaction in molecular imprinting. Bioseparation 10: 257-276.
36. Wulff G, Sarhan A,. 1972. The use of polymers with enzyme-analogous structures for the resolution of racemates. Angew. Chem. Int. Ed. 11: 341-342.