A new supramolecular gel via host–guest complexation with cucurbit[8]uril and N-(4-diethylaminobenzyl)chitosan

• Published in: Carbohydrate polymers Vol. 92; no. 1; pp. 429 - 434
• Main Authors: Lin, Youwen, Li, Lifan, Li, Guangwen
• Format: Journal Article
• Language: English
• Published: Kidlington Elsevier Ltd 30.01.2013; Elsevier
• Subjects: Applied sciences; benzene; Biological and medical sciences; chitosan; Chitosan - analogs & derivatives; Chitosan - chemical synthesis; Chitosan - chemistry; Cucurbitaceae; Cucurbituril; Drug Delivery Systems; Drug release; drugs; Exact sciences and technology; gels; Gels - chemical synthesis; Gels - chemistry; General pharmacology; Host–guest interaction; Hydrogen-Ion Concentration; hydrophobicity; Imidazoles - chemical synthesis; Imidazoles - chemistry; Magnetic Resonance Spectroscopy; Medical sciences; Molecular Structure; N-(4-diethylaminobenzyl)chitosan; Natural polymers; nuclear magnetic resonance spectroscopy; Pharmaceutical technology. Pharmaceutical industry; Pharmacology. Drug treatments; physical properties; Physicochemistry of polymers; scanning electron microscopy; Starch and polysaccharides; Supramolecular gel; Drug release; Supramolecular gel; XRD; EBCS; CS; Q; TG; DSC; SEM; N-(4-diethylaminobenzyl)chitosan; Host–guest interaction; 5-Fu; Cucurbituril; Antineoplastic agent; Nitrogen heterocycle; Drug carrier; Thermal stability; Macrocycle; Inclusion polymer; Release; Fluorouracil; Control release polymer; Gelation; Physical gel; Crystallinity; Host-guest interaction; Experimental study; In vitro; Chitosan derivatives; Amine polymer; Morphology; Oside polymer; Kinetics; Aqueous solution; Xerogel
• ISSN: 0144-8617; 1879-1344
• DOI: 10.1016/j.carbpol.2012.09.027

► A novel supramolecular gel based on cucurbit[8]uril and N-(4-diethylaminobenzyl)chitosan was prepared. ► Cucurbit[8]uril acted as crosslinker and the host–guest interaction was the main driving force for the formation of the gel. ► This supramolecular gel system showed thermosensitive and pH-sensitive properties. A novel supramolecular gel has been prepared via host–guest interaction between cucurbit[8]uril (Q[8]) and N-(4-diethylaminobenzyl)chitosan (EBCS). The structure of supramolecular gel has been characterized. The spectrum of 1H NMR demonstrated the benzene ring of EBCS is reside inside the hydrophobic cavity of Q[8] and the host–guest interaction between Q[8] and EBCS was the main driving force for the formation of the supramolecular gel. The network structure of the xerogel of Q[8]/EBCS gel was observed by SEM. The Q[8]/EBCS gel system showed thermosensitive and pH-sensitive properties. The physical characterization by SEM, DSC, TG demonstrated the distinguished characters, which proved the formation of supramolecular gel instead of physical blending. The in vitro release study of the 5-fluorouracil-loaded supramolecular gel showed that sustained release profile in acidic condition, suggesting that Q[8]/EBCS gel could be a potential carrier for pH-sensitive drug controlled release system.