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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

Research output: Contribution to Journal/MagazineJournal articlepeer-review

  • S. Shahzad
  • L. Shahzadi
  • N. Mahmood
  • S.A. Siddiqi
  • A. Rauf
  • F. Manzoor
  • A.A. Chaudhry
  • I.U. Rehman
  • M. Yar
<mark>Journal publication date</mark>1/09/2016
<mark>Journal</mark>Materials Science and Engineering: A
Number of pages8
Pages (from-to)156-163
Publication StatusPublished
Early online date20/04/16
<mark>Original language</mark>English


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.