Limits...
Modeling and optimization of degree of folate grafted on chitosan and carboxymethyl-chitosan.

Esfandiarpour-Boroujeni S, Bagheri-Khoulenjani S, Mirzadeh H - Prog Biomater (2015)

Bottom Line: In this study FA modified chitosan and carboxymethyl chitosan have been synthesized using folic acid, N-hydroxy succinimide (NHS), N, N-dicyclohexylcarbodiimide (DCC) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC).Results show that degree of substitution of CMC and molar ratio of folic acid to chitosan/carboxymethyl chitosan has direct effect on substitution degree of folate and molecular weight has an inverse impact.Also results show that molar ratio of folic acid to chitosan/(CMCS) has the most effect on substitution degree of folate and the proposed model is statistically valid to predict degree of substitution of FA groups on chitosan chains.

View Article: PubMed Central - PubMed

Affiliation: Department of Polymer and Color Engineering, Amirkabir University of Technology, 424, Hafez St., P.O. Box: 15875-4413, Tehran, Iran.

ABSTRACT

Chitosan is a cationic polysaccharide with great properties and so is considered as an attractive biopolymer. However, chitosan shows its antibacterial activity only in acidic environment and this restricts its uses. So water-soluble chitosan derivatives such as carboxymethyl chitosan could be good candidates for such biomedical applications. Modified chitosan with hydrophobic functional groups such as folate (FA) is able to make self-assembled nanoparticles in aqueous media. One of the most important factors affecting the properties of resulting nanoparticles such as size, morphology, amount and efficiency of drug loading and also drug release profile is the amount of FA groups grafted on the chitosan chains. In this study FA modified chitosan and carboxymethyl chitosan have been synthesized using folic acid, N-hydroxy succinimide (NHS), N, N-dicyclohexylcarbodiimide (DCC) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC). The effect of molecular weight, degree of substitution of carboxymethyl hydrophilic group and primary molar ratio of folic acid to chitosan/carboxymethyl chitosan (CMCS) on degree of substitution of folate functional groups grafted on chitosan chains was modeled using a statistical software package (Design of Expert 8, Trial version). Degree of substitution of grafted folate was measured using UV/Vis spectroscopy. Results show that degree of substitution of CMC and molar ratio of folic acid to chitosan/carboxymethyl chitosan has direct effect on substitution degree of folate and molecular weight has an inverse impact. Also results show that molar ratio of folic acid to chitosan/(CMCS) has the most effect on substitution degree of folate and the proposed model is statistically valid to predict degree of substitution of FA groups on chitosan chains.

No MeSH data available.


Related in: MedlinePlus

FTIR images of chitosan and degraded chitosan
© Copyright Policy - OpenAccess
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC4764624&req=5

Fig1: FTIR images of chitosan and degraded chitosan

Mentions: The results of infrared spectroscopy for chitosan and degraded chitosan, as shown in Fig. 1, depict that in the process of degradation there were no distinguished changes in the Chitosan structure during the degradation process. In addition, the results of viscometry (Table 2) show that molecular weight of chitosan reduced to about one-tenth of its original value.Fig. 1


Modeling and optimization of degree of folate grafted on chitosan and carboxymethyl-chitosan.

Esfandiarpour-Boroujeni S, Bagheri-Khoulenjani S, Mirzadeh H - Prog Biomater (2015)

FTIR images of chitosan and degraded chitosan
© Copyright Policy - OpenAccess
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4764624&req=5

Fig1: FTIR images of chitosan and degraded chitosan
Mentions: The results of infrared spectroscopy for chitosan and degraded chitosan, as shown in Fig. 1, depict that in the process of degradation there were no distinguished changes in the Chitosan structure during the degradation process. In addition, the results of viscometry (Table 2) show that molecular weight of chitosan reduced to about one-tenth of its original value.Fig. 1

Bottom Line: In this study FA modified chitosan and carboxymethyl chitosan have been synthesized using folic acid, N-hydroxy succinimide (NHS), N, N-dicyclohexylcarbodiimide (DCC) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC).Results show that degree of substitution of CMC and molar ratio of folic acid to chitosan/carboxymethyl chitosan has direct effect on substitution degree of folate and molecular weight has an inverse impact.Also results show that molar ratio of folic acid to chitosan/(CMCS) has the most effect on substitution degree of folate and the proposed model is statistically valid to predict degree of substitution of FA groups on chitosan chains.

View Article: PubMed Central - PubMed

Affiliation: Department of Polymer and Color Engineering, Amirkabir University of Technology, 424, Hafez St., P.O. Box: 15875-4413, Tehran, Iran.

ABSTRACT

Chitosan is a cationic polysaccharide with great properties and so is considered as an attractive biopolymer. However, chitosan shows its antibacterial activity only in acidic environment and this restricts its uses. So water-soluble chitosan derivatives such as carboxymethyl chitosan could be good candidates for such biomedical applications. Modified chitosan with hydrophobic functional groups such as folate (FA) is able to make self-assembled nanoparticles in aqueous media. One of the most important factors affecting the properties of resulting nanoparticles such as size, morphology, amount and efficiency of drug loading and also drug release profile is the amount of FA groups grafted on the chitosan chains. In this study FA modified chitosan and carboxymethyl chitosan have been synthesized using folic acid, N-hydroxy succinimide (NHS), N, N-dicyclohexylcarbodiimide (DCC) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC). The effect of molecular weight, degree of substitution of carboxymethyl hydrophilic group and primary molar ratio of folic acid to chitosan/carboxymethyl chitosan (CMCS) on degree of substitution of folate functional groups grafted on chitosan chains was modeled using a statistical software package (Design of Expert 8, Trial version). Degree of substitution of grafted folate was measured using UV/Vis spectroscopy. Results show that degree of substitution of CMC and molar ratio of folic acid to chitosan/carboxymethyl chitosan has direct effect on substitution degree of folate and molecular weight has an inverse impact. Also results show that molar ratio of folic acid to chitosan/(CMCS) has the most effect on substitution degree of folate and the proposed model is statistically valid to predict degree of substitution of FA groups on chitosan chains.

No MeSH data available.


Related in: MedlinePlus