Synthesis and characterization of in situ photogelable polysaccharide derivative for drug delivery.
A novel polysaccharide derivative with photoreactivity was prepared by the conjugation of carboxymethylated chitosan with N-hydroxyl succinimide-activated nitrocinnamate in the presence of N,N-dicyclohexylcarbodiimide, and characterized by IR, (1)H NMR, UV-vis and rheological analyses. It was found that such a modified polysaccharide could exhibit an unique photogelation ability in the absence of potentially toxic photoinitiator or catalyst and be suitable particularly for the in situ preparation of photocrosslinked hydrogel biomaterials. By changing the photoirradiation time and incorporated nitrocinnamate content, its photogelation property could be modulated. For the resultant hydrogels incorporated with various nitrocinnamate contents, their properties such as swelling, viscoelasticity, in vitro biodegradation and drug release were investigated. In addition, the photogelation mechanism of this polysaccharide derivative was also discussed.
Hu
Rong
R
Key Laboratory for Designed Synthesis and Application of Polymer Materials, School of Chemistry and Chemical Engineering, Sun Yat-Sen (Zhongshan) University, No. 135, Xingangxi Road, Guangzhou 510275, China.
Chen
Yu-Yun
YY
Zhang
Li-Ming
LM
D002626:Chemistry, Pharmaceutical; D048271:Chitosan / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000378:metabolism / Q000528:radiation effects; D002934:Cinnamates / Q000138:chemical synthesis* / Q000378:metabolism / Q000528:radiation effects; D004024:Dicyclohexylcarbodiimide / Q000737:chemistry; D004058:Diffusion; D004317:Doxorubicin / Q000737:chemistry; D004337:Drug Carriers; D004339:Drug Compounding; D004548:Elasticity; D020100:Hydrogels; D009682:Magnetic Resonance Spectroscopy; D009113:Muramidase / Q000378:metabolism; D055668:Photochemical Processes; D012212:Rheology; D012995:Solubility; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D013678:Technology, Pharmaceutical / Q000379:methods; D013997:Time Factors; D014466:Ultraviolet Rays; D014783:Viscosity
D002934:Cinnamates; D004337:Drug Carriers; D020100:Hydrogels; D004024:Dicyclohexylcarbodiimide; D004317:Doxorubicin; D048271:Chitosan; D009113:Muramidase