Studies on synthesis and in vitro biodegradability of novel optically active nanostructure poly(ester-imide)s containing <Emphasis Type="SmallCaps">l</Emphasis>-phenylalanine and <Emphasis Type="SmallCaps">l</Emphasis>-isoleucine linkages |
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Authors: | Shadpour Mallakpour Samaneh Soltanian Mohammad R Sabzalian |
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Institution: | (1) Department of Chemistry, Organic Polymer Chemistry Research Laboratory, Isfahan University of Technology, Isfahan, 84156-83111, Islamic Republic of Iran;(2) Nanotechnology and Advanced Materials Institute, Isfahan University of Technology, Isfahan, 84156-83111, Islamic Republic of Iran;(3) Department of Agronomy and Plant Breeding, College of Agriculture, Isfahan University of Technology, Isfahan, 84156-83111, Islamic Republic of Iran |
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Abstract: | A series of biodegradable functional amino-acid-based poly(ester-imide)s (PEI)s were designed and synthesized by the direct
polycondensation reaction of chiral diacids composed of naturally occurring α-amino acids with 4,4′-thiobis(2-tert-butyl-5-methylphenol) in the presence of tosyl chloride, pyridine, and N,N-dimethylformamide as a condensing agent. These new chiral polymers were characterized with respect to chemical structure
and purity using specific rotation experiments, FT-IR, 1H-NMR, techniques, and elemental analysis. The surface morphology of these polymers was investigated by field emission scanning
electron microscopy. The result indicated nanoscale morphology of the obtained polymers. Thermal stability and the weight
loss behavior of the resulting PEIs were studied by TGA techniques. All PEIs showed no significant weight loss below 400 °C
in a N2 environment. The monomers and prepared polymers were co-cultivated with airborne fungal spores in culture media to study
their biological activity. Soil burial test was also used for evaluation of their biodegradation behavior. The results showed
that the synthesized monomers and their derived polymers are biologically active and that their degradation products are probably
nontoxic to microbial growth. |
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