Lysine-derived, pH-sensitive and biodegradable poly(beta-aminoester urethane) networks and their local drug delivery behaviour

Abstract

In this study, a series of covalently crosslinked, l-lysine based poly(beta-aminoester urethane) (LPBAEU) networks with good biodegradability and pH sensitivity was reported. The effect of hydrophilic/hydrophobic characteristics and diacrylate/amine molar ratio on the structure, swelling and degradation behaviour of the networks was investigated. The water transport mechanism and dynamic swelling behavior of the LPBAEU networks were strongly affected by medium pH, and swelling amounts up to 252.2% and 148.7% were observed at pH 5.6 and pH 7.4, respectively. It was found that water diffusion within the networks followed a non-Fickian mechanism. The LPBAEU network with the highest diacrylate/amine molar ratio exhibited the highest tensile strength and Young's modulus. In vitro mass losses of networks showed that the degradation rate of LPBAEU networks can be adjusted from 4 to 14 days. LPBAEU networks also supported loading of doxycycline hyclate (DH) and in vitro release studies demonstrated that release of DH from the networks was substantially hindered in the neutral pH environment, with 20.9-56.2% DH release, whereas DH release was accelerated under mild acidic conditions, with a release percentage of 36.6-99.6%. The release data were fitted to different mathematical models and the obtained results confirmed that these networks released DH in a non-Fickian mechanism. The results of this research support the idea that pH-responsive LPBAEU networks may find potential applications in local drug delivery.

Synthesis of new bio‐based hydrogels derived from bile acids by free‐radical photo‐polymerization

“…Due to the high acryloyl content of Hydrogel‐1, hydrophilic MPEGMA moiety attachment capacity of it will be higher than that of other hydrogels 36 . The reason of increasing swelling trend was probably due to the formation of improved hydrophilicity resulting from higher amount of MPEGMA content attached leading to faster solvent mobility 37 . The photographs of samples before and after swelling visually indicating the swelling of achieved hydrogels are seen in Figure 3B.…”

“…36 The reason of increasing swelling trend was probably due to the formation of improved hydrophilicity resulting from higher amount of MPEGMA content attached leading to faster solvent mobility. 37 The photographs of samples before and after swelling visually indicating the swelling of achieved hydrogels are seen in Figure 3B. to determine the dependence of thermal stability on the bile acid derivative used.…”

A Study on the Behavior of a Polyurethane Drug Carrier in Various pH Media

“…Tamer and Chen have reported the preparation of a lysine-based biodegradable poly (beta-aminoester urethane) network that can be used for local drug delivery [ 19 ]. The material is pH-sensitive, and a non-Fickian mechanism describes its water diffusion.…”

Water‐based polyurethane dispersions

“…Biodegradable polyurethanes are typically used in biomedical applications, like in the areas of organic repair (scaffolds), tissue engineering and drug‐controlled delivery systems . These polyurethanes demonstrate excellent properties, such as good biocompatibility and mechanical strength, and find increasingly wider applications in medical treatments.…”

“…44 Biodegradable polyurethanes are typically used in biomedical applications, like in the areas of organic repair (scaffolds), 45 tissue engineering 46 and drug-controlled delivery systems. 47 These polyurethanes demonstrate excellent properties, such as good biocompatibility and mechanical strength, and find increasingly wider applications in medical treatments. Finally, Lee et al 48 published an excellent paper on the incorporation of starch into PUDs to enhance the biodegradability and Lee et al 49 enhanced the biodegradability of PUDs by incorporating -cyclodextrin by sol-gel chemistry.…”