Synthesis, characterization and dehydrogenase activity of novel biodegradable nanostructure spherical shape poly(urethane-imide-sulfonamide) as pseudo-poly(amino acid)s from l-tyrosine

For the first time, the N,N-(pyromelitoylimidyl)-bis-(4-hydroxy tyrosine dimethyl ester benzyl sulfonamide) (PHTBS) as diphenolic monomer containing tyrosine was formed in three steps. PHTBS employed as a monomer in the design of biodegradable and biological polymers. The polycondensation of the this monomer with various aromatic and aliphatic diisocyanates such as 4,4′-methylenebis-(4-phenylisocyanate) (a), hexamethylene diisocyanate (b), isophorone diisocyanate (c) and toluene-2,4-diisocyanate (d) was carried out under traditional polymerization conditions to give poly(urethane-imide-sulfonamide)s (PUIS)s as pseudo-poly(amino acid)s (PAAs). The novel PHTBS and obtained PUISs were characterized with FTIR, ¹³C-NMR, ¹H-NMR spectroscopy, X-ray diffraction (XRD), field emission scanning electron microscopy and elemental analysis. Differential scanning calorimetry and thermogravimetric analysis were used to determine the thermal properties of the polymers. Morphology probes showed these PUISs were nanoshape polymers. On the basis of thermogravimetric analysis data, such PUISs are thermally stable and can be classified as self-extinguishing polymers. The obtained PUISs possessed more bioactivity, moderate thermal stability and high solubility in common organic solvents. Furthermore, soil enzymatic of the PHTBS and the obtained PUISs assay showed that the synthetic materials are biologically active and then could be classified as bioactive and biodegradable compounds.