Systhesis and Characterization of Novel Carboxymethyl Chitosan Hydrogel†

doi:10.7503/cjcu20131019

Abstract

Abstract:

Novel hydrogels were prepared by crosslinking carboxymethyl chitosan(CMCS) with 1-ethyl-3-(3-dimethyl-aminopropyl)-1-carbodiimide/N-hydroxysuccinimide(EDC/NHS) as catalyst at room temperature. The amount of EDC and EDC/NHS mass ratio revealed to be influencing factors on the reaction. The hydrogels exhibited typical pH-responsive character. Solid-state ¹³C nuclear magnetic resonance(NMR) and differential scanning calorimetry(DSC) measurements confirmed the effective crosslinking of carboxymethyl chitosan. A minimum swelling ratio is obtained at the isoelectric point in the pH range of 3—5. Degradation of hydrogels was carried out at 37 ℃ in phosphate buffered saline(PBS) or in PBS containing 0.2 mg/mL lysozyme. The hydrogels appeared rather stable in PBS for 10 d. The initial mass loss of 15%—45% was assigned to the dissolution of uncrosslinked CMCS. The hydrogel with low crosslink density was degraded after 80 h in the pre-sence of lysozyme, while the hydrogel with high crosslink density was hardly degraded. A model drug, bovine serum albumin(BSA) was loaded in CMCS hydrogels. Preliminary drug release studies show that the hydrogels are promising carrier of hydrophilic drugs.

Key words: Carboxymethyl chitosan, Hydrogel, pH Sensitivity, Degradation, Drug release

CLC Number:

O631

TrendMD:

ZHU Shoujin, LIU Faqian, WANG Jingzhao, SU Feng, LI Suming. Systhesis and Characterization of Novel Carboxymethyl Chitosan Hydrogel^†[J]. Chem. J. Chinese Universities, 2014, 35(4): 863.

Figures/Tables 11

Fig.1 Vial inverting of CMCS samples after crosslinking reaction(A) Control; (B) sample Ⅰ; (C) sample Ⅱ; (D) sample Ⅲ.

Table 1 Synthesis of CMCS hydrogels by crosslinking reaction using EDC/NHS catalytic system

Sample	m_CMCS/g	m_EDC/mg	m_NHS/mg	Product
Ⅰ	1	96	0	Solution
Ⅱ	1	96	59	Gel
Ⅲ	1	192	118	Gel
Control	1	0	0	Solution

Scheme 1 Crossinking reaction of carboxymethyl chitosan using EDC/NHS catalytic systemThe numbers 1—8 correspond to the carbons in Fig.2.

Fig.2 Solid-state 13C NMR spectra of CMCS(a) and CMCS hydrogel(sample Ⅱ)(b)

Fig.3 DSC curves of CMCS and freeze dried hydrogels for carboxymethyl chitosan(a), sample Ⅱ(b), sample Ⅲ(c)

Fig.4 Swelling ratio changes of CMCS hydrogels(sample Ⅱ and sample Ⅲ) with different pH values

Fig.5 IR spectra of sample Ⅱ after swelling at different pH values pH: a. 1.2; b. 4.0; c. 9.0.

Fig.6 Mass remaining changes of CMCS hydrogels in PBS solution for sample Ⅱ(a) and sample Ⅲ(b)

Fig.7 Mass remaining changes of CMCS hydrogels in PBS solution containing lysozyme for sample Ⅱ(a) and sample Ⅲ(b)

Fig.8 BSA release from CMCS hydrogel (sample Ⅱ) in PBS at 37 ℃

Scheme 2 Schematic presentation of drug loading and BSA release from CMCS hydrogels

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