A survey on the characterization and biological activity of isatin derivatives

Authors

  • Saša Drmanić Department of Organic Chemistry, Faculty of Technology and Metallurgy, University of Belgrade
  • Predrag Petrović Department of Chemical Engineering, Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11000 Belgrade
  • Dominik Brkić Belgrade Polytechnic, Brankova 17, 11000 Belgrade
  • Aleksandar Marinković Department of Organic Chemistry, Faculty of Technology and Metallurgy, University of Belgrade
  • Jasmina Nikolić Department of Organic Chemistry, Faculty of Technology and Metallurgy, University of Belgrade

DOI:

https://doi.org/10.2298/JSC200320020D

Keywords:

antimicrobial activity, E/Z isomers, solvent effects, substituent effects, TD-DFT, 3D QSAR

Abstract

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 (nmax), 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 nmax values. The antimicrobial activity and charac­terization were related using both experimental and theoretical methods.

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Published

2020-08-25

How to Cite

[1]
S. Drmanić, P. Petrović, D. Brkić, A. Marinković, and J. Nikolić, “A survey on the characterization and biological activity of isatin derivatives”, J. Serb. Chem. Soc., vol. 85, no. 8, pp. 979-1000, Aug. 2020.

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Review

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