Ibuprofen grafted on poly(2-hydroxyethylmethacrylate): Synthesis, mass transfer, and in vitro drug release investigations

ABSTRACT

Poly(2-hydroxyethylmethacrylate-graft-ibuprofen) (IpGH) of different ibuprofen (Ibu) contents was prepared by grafting of Ibu groups on poly(2-hydroxyethyl methacrylate) (PHEMA) in an esterification reaction route. The resulted copolymers were characterized by Fourier transform infrared spectroscopy, nuclear magnetic resonance, differential scanning calorimetry, thermal gravimetric analysis, X-ray diffraction, and scanning electron microscope analysis. The cytotoxicity test and the free radical scavenging ability of this material were examined by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide tetrazolium (MTT) and 1,1-diphenyl-2-picryl-hydrazyl assay methods, respectively. The in vitro release study of Ibu through a retro-esterification reaction of IpHG material during 3 days reveals that the release dynamic depends on the initial Ibu grafted, pH media, and the swelling degree of PHEMA. It was also revealed that the water solubility of Ibu easily reached a maximum of 0.216 mg mL⁻¹. The diffusion of Ibu through the polymer matrix obeys the Fickian model. The estimated distribution of the cumulative drug released in different simulated digestive organs reveals that the IpHG7 containing 6.69 mol% of Ibu content showed the best performance.

GRAPHICAL ABSTRACT

KEYWORDS:

• Ibuprofen release dynamic
• ibuprofen/poly(2-hydroxyethylmethacrylate solid solution
• kinetic of retro-esterification
• mass transfer
• poly(2-hydroxyethylmethacrylate-graft-ibuprofen)
• solubility enhancement
• synthesis

Acknowledgments

The authors extend their sincere appreciations to the Deanship of Scientific Research at King Saud University for funding this work through research group NO (RG-1438-040).