Journal of the Serbian Chemical Society (Jan 2020)

A survey on the characterization and biological activity of isatin derivatives

  • Drmanić Saša Ž.,
  • Petrović Predrag,
  • Brkić Dominik R.,
  • Marinković Aleksandar D.,
  • Nikolić Jasmina B.

DOI
https://doi.org/10.2298/JSC200320020D
Journal volume & issue
Vol. 85, no. 8
pp. 979 – 1000

Abstract

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The derivatives of isatin have already been known to display a variety of biological activities. Therefore, the studies on their activity and its relation to structure have recently become a popular subject for investigation. The examined compounds were synthesized by the reaction of isatin and substituted primary amines and characterized by spectroscopic methods. The investigation of the antimicrobial and antioxidative activity of the synthesized compounds was performed by broth microdilution method. As for the characterization of the investigated isatin based Schiff bases, the linear solvation energy relationships (LSER) were used to analyze the solvent influence on the UV absorption maxima shifts (max), using the well known Kamlet–Taft model and taking geometrical isomers into consideration when possible. Linear free energy relationships (LFER) were used to analyze substituent effect on pKa, as well as NMR chemical shifts and max values. The antimicrobial activity and characterization were related using both experimental and theoretical methods. [Project of the Serbian Ministry of Education, Science and Technological Development, Grant no. 172013]

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