Final published version
Research output: Contribution to Journal/Magazine › Journal article › peer-review
Research output: Contribution to Journal/Magazine › Journal article › peer-review
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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, S.
AU - Shahzadi, L.
AU - Mahmood, N.
AU - Siddiqi, S.A.
AU - Rauf, A.
AU - Manzoor, F.
AU - Chaudhry, A.A.
AU - Rehman, I.U.
AU - Yar, M.
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 1 H 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 1 H 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 - Triethylorthoformate
KW - Vero cells
KW - Biocompatibility
KW - Cell culture
KW - Chitin
KW - Fourier transform infrared spectroscopy
KW - Functional polymers
KW - Medical applications
KW - Nuclear magnetic resonance spectroscopy
KW - Organic polymers
KW - Organic solvents
KW - Polymers
KW - Solubility
KW - Toxic materials
KW - Organosoluble
KW - Synthetic methods
KW - Chitosan
KW - 2-butanol
KW - biomaterial
KW - butanol
KW - chitosan
KW - dimethyl sulfoxide
KW - thiobarbituric acid
KW - thiobarbituric acid derivative
KW - animal
KW - cell survival
KW - chemistry
KW - Chlorocebus aethiops
KW - differential scanning calorimetry
KW - drug effects
KW - infrared spectroscopy
KW - nuclear magnetic resonance spectroscopy
KW - scanning electron microscopy
KW - solubility
KW - Vero cell line
KW - Animals
KW - Biocompatible Materials
KW - Butanols
KW - Calorimetry, Differential Scanning
KW - Cell Survival
KW - Cercopithecus aethiops
KW - Dimethyl Sulfoxide
KW - Magnetic Resonance Spectroscopy
KW - Microscopy, Electron, Scanning
KW - Spectroscopy, Fourier Transform Infrared
KW - Thiobarbiturates
KW - Vero Cells
U2 - 10.1016/j.msec.2016.04.056
DO - 10.1016/j.msec.2016.04.056
M3 - Journal article
VL - 66
SP - 156
EP - 163
JO - Materials Science and Engineering: A
JF - Materials Science and Engineering: A
SN - 0921-5093
ER -