TY - JOUR
T1 - A new synthetic methodology for the preparation of biocompatible and organo-soluble barbituric-and thiobarbituric acid based chitosan derivatives for biomedical applications
AU - Shahzad, Sohail
AU - Shahzadi, Lubna
AU - Mahmood, Nasir
AU - Siddiqi, Saadat Anwar
AU - Rauf, Abdul
AU - Manzoor, Faisal
AU - Chaudhry, Aqif Anwar
AU - ur Rehman, Ihtesham
AU - Yar, Muhammad
PY - 2016/9/1
Y1 - 2016/9/1
N2 - Chitosan's poor solubility especially in organic solvents limits its use with other organo-soluble polymers; however such combinations are highly required to tailor their properties for specific biomedical applications. This paper describes the development of a new synthetic methodology for the synthesis of organo-soluble chitosan derivatives. These derivatives were synthesized from chitosan (CS), triethyl orthoformate and barbituric or thiobarbituric acid in the presence of 2-butannol. The chemical interactions and new functional motifs in the synthesized CS derivatives were evaluated by FTIR, DSC/TGA, UV/VIS, XRD and 1H NMR spectroscopy. A cytotoxicity investigation for these materials was performed by cell culture method using VERO cell line and all the synthesized derivatives were found to be non-toxic. The solubility analysis showed that these derivatives were readily soluble in organic solvents including DMSO and DMF. Their potential to use with organo-soluble commercially available polymers was exploited by electrospinning; the synthesized derivatives in combination with polycaprolactone delivered nanofibrous membranes.
AB - Chitosan's poor solubility especially in organic solvents limits its use with other organo-soluble polymers; however such combinations are highly required to tailor their properties for specific biomedical applications. This paper describes the development of a new synthetic methodology for the synthesis of organo-soluble chitosan derivatives. These derivatives were synthesized from chitosan (CS), triethyl orthoformate and barbituric or thiobarbituric acid in the presence of 2-butannol. The chemical interactions and new functional motifs in the synthesized CS derivatives were evaluated by FTIR, DSC/TGA, UV/VIS, XRD and 1H NMR spectroscopy. A cytotoxicity investigation for these materials was performed by cell culture method using VERO cell line and all the synthesized derivatives were found to be non-toxic. The solubility analysis showed that these derivatives were readily soluble in organic solvents including DMSO and DMF. Their potential to use with organo-soluble commercially available polymers was exploited by electrospinning; the synthesized derivatives in combination with polycaprolactone delivered nanofibrous membranes.
KW - Chitosan derivatives
KW - Organo-soluble
KW - Synthetic method
KW - Vero cells
KW - Triethylorthoformate
U2 - 10.1016/j.msec.2016.04.056
DO - 10.1016/j.msec.2016.04.056
M3 - Article
SN - 0928-4931
VL - 66
SP - 156
EP - 163
JO - Materials Science and Engineering: C
JF - Materials Science and Engineering: C
ER -