Electrochemical oxidation of curcuminoids: An experimental and computational investigation

Kalaycıoğlu Z., Karadas N., Cinar M. E., Aysil Ozkan S. A., Ozer Unal D., Gölcü A., ...More

Turkish Journal of Chemistry, vol.43, no.3, pp.834-845, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 43 Issue: 3
  • Publication Date: 2019
  • Doi Number: 10.3906/kim-1812-43
  • Journal Name: Turkish Journal of Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.834-845
  • Keywords: Cyclic voltammetry, curcuminoids, density functional theory, differential pulse voltammetry, VOLTAMMETRIC DETERMINATION, CARBON NANOTUBES, ELECTRODE, BEHAVIOR, ENERGIES, PRODUCTS, QUANTIFICATION, FLUORESCENCE, ANTIOXIDANT, MOLECULES
  • Ankara University Affiliated: Yes

Abstract

© TÜBİTAKCurcuminoids, reported to have important biological properties, such as antioxidant, anti-Alzheimer, and antidiabetic properties, comprise curcumin (CRM; 1,7-bis [4-hydroxy-3-methoxyphenyl]-1,6-heptadiene-3,5-dione) and its derivatives demethoxycurcumin (DMC; (E,6E)-1-(3,4-dimethoxy-cyclohexyl)-7-(3,4-dimethoxyphenyl)hepta-1,6-diene-3,5-dione) and bisdemethoxycurcumin (BDMC; 1,7-bis[4-hydroxyphenyl]-1,6-heptadiene-3,5-dione). Their electrochemical oxidations are thoroughly explored by applying cyclic and differential pulse voltammetric techniques. The dependence of current intensities and potentials on pH, concentration, scan rate, and nature of the buffer was investigated. The outcome is supported by density functional theory computations indicating the transfer of 4-e − /H + , 6-e − /H + , and 8-e − /H + couples involved in the oxidation mechanisms of CRM, DMC, and BDMC, respectively, leading to the formation of the same oxidized product.