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

Sohail Shahzad, Lubna Shahzadi, Nasir Mahmood, Saadat Anwar Siddiqi, Abdul Rauf, Faisal Manzoor, Aqif Anwar Chaudhry, Ihtesham ur Rehman, Muhammad Yar

Research output: Contribution to journalArticlepeer-review

32 Citations (Scopus)

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 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.
Original languageEnglish
Pages (from-to)156-163
Number of pages8
JournalMaterials Science and Engineering: C
Volume66
Early online date20 Apr 2016
DOIs
Publication statusPublished (in print/issue) - 1 Sept 2016

Keywords

  • Chitosan derivatives
  • Organo-soluble
  • Synthetic method
  • Vero cells
  • Triethylorthoformate

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