Oleic Acid-PVA Based Amphiphilic Polymer Micelles for Vitamin D Encapsulation

Year 2023, Volume: 10 Issue: 4, 1055 - 1062, 11.11.2023

Hatice Birtane

https://doi.org/10.18596/jotcsa.1317320

Abstract

In this study, oleic acid-PVA based amphiphilic polymer micelles were prepared for vitamin D encapsulation. The amphiphilic polymer encapsulations were characterized using Fourier transformed infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy (1H-NMR). The goal of the study was to create micelles by using a lipophilic and biocompatible polymer. An oleic acid-substituted polyvinyl alcohol polymer was created through an acidic esterification reaction. The chemical structure of the polymer was disclosed by FTIR. To calculate the polymer's substitution ratio, 1H-NMR was used. Micellization was used to encapsulate vitamin D. Scanning electron microscope (SEM) analysis was used to determine the crucial micelle concentration and the size of the oleic acid-modified PVA. Ultraviolet–visible (UV) spectroscopy was used to analyze the release of vitamin D at various pH levels. As a result, vitamin D can be enclosed in PVA polymer that has been substituted with oleic acid.

Keywords

Encapsulation, Vitamin D, Oleic Acid, Drug Release, Micelle

References

• 1. Dubey R. Microencapsulation technology and applications. Defence Science Journal. 2009; 59(1): 82-95. Available from: <URL>
• 2. Mars G, Scher H. Controlled delivery of crop protecting agents. Taylor and Francis, London. 1990:65-90.
• 3. Ozcan A, Kandirmaz EA, editors. Poly [(vinyl alcohol)-(stearic acid)] synthesis and use in lavender oil capsulation. 9th International symposium on graphic engineering and design, https://doi org/1024867/GRID-2018-p23 (2018, accessed 29 December 2020); 2018.
• 4. Yang L, Alexandridis P. Physicochemical aspects of drug delivery and release from polymer-based colloids. Current opinion in colloid & interface science. 2000;5(1-2):132-43. Available from: <URL>
• 5. Allen, C., Eisenberg, A., Maysinger, D. Copolymer drug carriers: conjugates, micelles and microspheres. STP. Pharma Sciences. 1999;9(1):139-151.
• 6. Luppi B, Orienti I, Bigucci F, Cerchiara T, Zuccari G, Fazzi S, Zecchi, V. Poly (vinylalcohol-co-vinyloleate) for the preparation of micelles enhancing retinyl palmitate transcutaneous permeation. Drug Delivery. 2002;9(3):147-152. Available from: <URL>
• 7. Kataoka K, Harada A, Nagasaki Y. Block copolymer micelles for drug delivery: design, characterization and biological significance. Advanced Drug Delivery Reviews. 2012;64:37-48. Available from: <URL>
• 8. Wise DL. Encyclopedic handbook of biomaterials and bioengineering: v. 1-2. Applications: CRC Press; 1995.
• 9. Vert M, Li SM, Spenlehauer G, Guérin P. Bioresorbability and biocompatibility of aliphatic polyesters. Journal of Materials Science: Materials in Medicine. 1992;3(6):432-446. Available from: <URL>
• 10. Chacon M, Berges L, Molpeceres J, Aberturas MR, Guzman M. Optimized preparation of poly D, L (lactic-glycolic) microspheres and nanoparticles for oral administration. International Journal of Pharmaceutics. 1996;141(1-2):81-91. Available from: <URL>
• 11. Ammoury N, Dubrasquet M, Fessi H, Devissaguet JP, Puisieux F, Benita S. Indomethacin-loaded poly (D,L-lactide) nanocapsules, protection from gastrointestinal ulcerations and antiinflammatory-activity, evaluation in rats. Clinical Materials. 1993;13(1-4):121-130. Available from: <URL>
• 12. Uchida T, Yoshida K, Nakada Y, Nagareya N, Konishi Y, Nakai A, Matsuyama K. Preparation and characterization of polylactic acid microspheres containing water-soluble anesthetics with small molecular weight. Chemical and Pharmaceutical Bulletin. 1997;45(3):513-517. Available from: <URL>
• 13. Soriano I, Evora C, Llabrés M. Preparation and evaluation of insulin-loaded poly (DL-lactide) microspheres using an experimental design. International Journal of Pharmaceutics. 1996;142(2):135-142. Available from: <URL>
• 14. Yamakawa I, Tsushima Y, Machida R, Watanabe S. In vitro and in vivo release of poly (DL-lactic acid) microspheres containing neurotensin analogue prepared by novel oil-in-water solvent evaporation method. Journal of Pharmaceutical Sciences. 1992;81(8):808-811. Available from: <URL>
• 15. Niwa T, Takeuchi H, Hino T, Kunou N, Kawashima Y. Preparations of biodegradable nanospheres of water-soluble and insoluble drugs with D,L-lactide/glycolide copolymer by a novel spontaneous emulsification solvent diffusion method, and the drug release behavior. Journal of Controlled Release. 1993;25(1-2):89-98. Available from: <URL>
• 16. Jalil R, Nixon JR. Biodegradable poly(lactic acid) and poly(lactide-co-glycolide) microcapsules: problems associated with preparative techniques and release properties. Journal of Microencapsulation. 1990;7(3):297-325. Available from: <URL>
• 17. Southern TRT, Tabibi SE. Parenteral Drug Delivery: Injectables. Treatise on Controlled Drug Delivery: Fundamentals-optimization-applications. 2017:315.
• 18. Fong J. Microencapsulation by solvent evaporation and organic phase separation processes. Controlled release systems: fabrication technology. 1988;1:81-108.
• 19. Moutinho IMT, Kleen AM, Figueiredo MML, Ferreira PJT. Effect of surface sizing on the surface chemistry of paper containing eucalyptus pulp. Holzforschung. 2009;63(3):282-289. Available from: <URL>
• 20. Pruszynski P, editor Recent developments in papermaking chemicals. Chemical Technology of Wood, Pulp and Paper, Proceedings of the International Conference" Chemical Technology of Wood, Pulp and Paper; 2003;82-90.
• 21. Zhu GY, Xiao ZB, Zhou RJ, Yi FP. Fragrance and flavor microencapsulation technology. Advanced Materials Research. 2012;535:440-445. Available from: <URL>
• 22. Moutinho IM, Ferreira PJ, Figueiredo ML. Paper surface chemistry as a tool to improve inkjet printing quality. BioResources. 2011;6(4):4259-4270. Available from: <URL>
• 23. Singh MN, Hemant KSY, Ram M, Shivakumar HG. Microencapsulation: A promising technique for controlled drug delivery. Research in Pharmaceutical Sciences. 2010;5(2):65-77.
• 24. Mervosh TL, Stoller EW, Simmons FW, Ellsworth TR, Sims GK. Effects of starch encapsulation on clomazone and atrazine movement in soil and clomazone volatilization. Weed Science. 1995;43(3):445-453. Available from: <URL>
• 25. Nieves JW. Skeletal effects of nutrients and nutraceuticals, beyond calcium and vitamin D. Osteoporosis International. 2013; 24(3): 771-786. Available from: <URL>
• 26. Özgülsün A, Karaosmanoglu F, Tüter M. Esterification reaction of oleic acid with a fusel oil fraction for production of lubricating oil. Journal of the American Oil Chemists’ Society. 2000;77(1):105-109. Available from: <URL>
• 27. Kikuchi A, Okano T. Pulsatile drug release control using hydrogels. Advanced Drug Delivery Reviews. 2002;54(1):53-77. Available from: <URL>
• 28. Chetri P, Dass NN. Development of a new method for synthesis of poly (vinyl oleate) from poly (vinyl alcohol). Polymer. 1996;37(23):5289-5293. Available from: <URL>
• 29. Crini G, Torri G, Guerrini M, Martel B, Lekchiri Y, Morcellet M. Linear cyclodextrin-poly (vinylamine): Synthesis and NMR characterization. European Polymer Journal. 1997;33(7):1143-1151. Available from: <URL>
• 30. Mansur HS, Sadahira CM, Souza AN, Mansur AA. FTIR spectroscopy characterization of poly (vinyl alcohol) hydrogel with different hydrolysis degree and chemically crosslinked with glutaraldehyde. Materials Science and Engineering: C. 2008;28(4):539-548. Available from: <URL>
• 31. Zhang L, He R, Gu HC. Oleic acid coating on the monodisperse magnetite nanoparticles. Applied Surface Science. 2006;253(5):2611-2617. Available from: <URL>
• 32. Zagonel GF, Peralta-Zamora P, Ramos LP. Multivariate monitoring of soybean oil ethanolysis by FTIR. Talanta. 2004;63(4):1021-1025. Available from: <URL>
• 33. Molavesi M, Shahidi-Noghabi M, Naji-Tabasi S. Vitamin D3-loaded nanophytosomes for enr,chment purposes: Formulation, structure optimization, and controlled release. Journal of Food Process Engineering. 2020;43:13560-13572. Available from: <URL>
• 34. Miyamoto K, Murayama E, Ochi K, Watanabe H, Kubodera N. Synthetic studies of vitamin D analogues. XIV. Synthesis and calcium regulating activity of vitamin D3 analogues bearing a hydroxyalkoxy group at the 2β-position. Chemical and Pharmaceutical Bulletin. 1993;41(6):1111-1113. Available from: <URL>
• 35. Ziani K, Fang Y, McClements DJ. Encapsulation of functional lipophilic components in surfactant-based colloidal delivery systems: vitamin E, vitamin D, and lemon oil. Food Chemistry. 2012;134(2):1106-1112. Available from: <URL>
• 36. Mu L, Feng SS. Vitamin E TPGS used as emulsifier in the solvent evaporation/extraction technique for fabrication of polymeric nanospheres for controlled release of paclitaxel (Taxol). Journal of Controlled Release. 2002;80(1-3):129-144. Available from: <URL>
• 37. Domínguez A, Fernandez A, Gonzalez N, Iglesias E, Montenegro L. Determination of critical micelle concentration of some surfactants by three techniques. Journal of Chemical Education. 1997;74(10):1227. Available from: <URL>
• 38. Luppi B, Bigucci F, Cerchiara T, Andrisano V, Pucci V, Mandrioli R, Zecchi V. Micelles based on polyvinyl alcohol substituted with oleic acid for targeting of lipophilic drugs. Drug Delivery. 2004;12(1):21-26. Available from: <URL>