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A new synthetic methodology for the preparation of biocompatible and organo-soluble barbituric- and thiobarbituric acid based chitosan derivatives for biomedical applications

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A new synthetic methodology for the preparation of biocompatible and organo-soluble barbituric- and thiobarbituric acid based chitosan derivatives for biomedical applications. / Shahzad, S.; Shahzadi, L.; Mahmood, N.; Siddiqi, S.A.; Rauf, A.; Manzoor, F.; Chaudhry, A.A.; Rehman, I.U.; Yar, M.

In: Materials Science and Engineering: A, Vol. 66, 01.09.2016, p. 156-163.

Research output: Contribution to journalJournal articlepeer-review

Harvard

Shahzad, S, Shahzadi, L, Mahmood, N, Siddiqi, SA, Rauf, A, Manzoor, F, Chaudhry, AA, Rehman, IU & Yar, M 2016, 'A new synthetic methodology for the preparation of biocompatible and organo-soluble barbituric- and thiobarbituric acid based chitosan derivatives for biomedical applications', Materials Science and Engineering: A, vol. 66, pp. 156-163. https://doi.org/10.1016/j.msec.2016.04.056

APA

Shahzad, S., Shahzadi, L., Mahmood, N., Siddiqi, S. A., Rauf, A., Manzoor, F., Chaudhry, A. A., Rehman, I. U., & Yar, M. (2016). A new synthetic methodology for the preparation of biocompatible and organo-soluble barbituric- and thiobarbituric acid based chitosan derivatives for biomedical applications. Materials Science and Engineering: A, 66, 156-163. https://doi.org/10.1016/j.msec.2016.04.056

Vancouver

Author

Shahzad, S. ; Shahzadi, L. ; Mahmood, N. ; Siddiqi, S.A. ; Rauf, A. ; Manzoor, F. ; Chaudhry, A.A. ; Rehman, I.U. ; Yar, M. / A new synthetic methodology for the preparation of biocompatible and organo-soluble barbituric- and thiobarbituric acid based chitosan derivatives for biomedical applications. In: Materials Science and Engineering: A. 2016 ; Vol. 66. pp. 156-163.

Bibtex

@article{f6a3779d264340d3a0c8b718e7bcc8a5,
title = "A new synthetic methodology for the preparation of biocompatible and organo-soluble barbituric- and thiobarbituric acid based chitosan derivatives for biomedical applications",
abstract = "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. ",
keywords = "Chitosan derivatives, Organo-soluble, Synthetic method, Triethylorthoformate, Vero cells, Biocompatibility, Cell culture, Chitin, Fourier transform infrared spectroscopy, Functional polymers, Medical applications, Nuclear magnetic resonance spectroscopy, Organic polymers, Organic solvents, Polymers, Solubility, Toxic materials, Organosoluble, Synthetic methods, Chitosan, 2-butanol, biomaterial, butanol, chitosan, dimethyl sulfoxide, thiobarbituric acid, thiobarbituric acid derivative, animal, cell survival, chemistry, Chlorocebus aethiops, differential scanning calorimetry, drug effects, infrared spectroscopy, nuclear magnetic resonance spectroscopy, scanning electron microscopy, solubility, Vero cell line, Animals, Biocompatible Materials, Butanols, Calorimetry, Differential Scanning, Cell Survival, Cercopithecus aethiops, Dimethyl Sulfoxide, Magnetic Resonance Spectroscopy, Microscopy, Electron, Scanning, Spectroscopy, Fourier Transform Infrared, Thiobarbiturates, Vero Cells",
author = "S. Shahzad and L. Shahzadi and N. Mahmood and S.A. Siddiqi and A. Rauf and F. Manzoor and A.A. Chaudhry and I.U. Rehman and M. Yar",
year = "2016",
month = sep,
day = "1",
doi = "10.1016/j.msec.2016.04.056",
language = "English",
volume = "66",
pages = "156--163",
journal = "Materials Science and Engineering: A",
issn = "0921-5093",
publisher = "Elsevier Ltd",

}

RIS

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 -