Synthesis, characterization, antioxidant properties and DFT calculation of some new pyrimidine derivatives

Akbas E. , Ergan E. , ŞAHİN E., Ekin S. , Çakır M., Karakuş Y.

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, cilt.194, sa.8, ss.796-802, 2019 (SCI İndekslerine Giren Dergi) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 194 Konu: 8
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1080/10426507.2018.1550489
  • Sayfa Sayıları: ss.796-802


In this study, 5-benzoyl-4-(4-(methylthio)phenyl)-6-phenyl-1,2,3,4-tetrahydro-2-thioxo (1), oxo (2) and imino (3) pyrimidine derivatives were prepared via Multicomponent Cyclocondensation Reactions (MCRs). The compounds thiazolo[3,2-a]pyrimidin-3(5H)-one (4) and thiazin-4(6H)-one (5) were obtained via the reaction of compound 1 with bromoacetic acid and 3-bromopropionic acid, respectively. Structures were determined by using FT-IR, H-1/C-13 NMR and elemental analyses. Also the compounds 4 and 5 were analyzed by X-ray single crystal analysis. All compounds were investigated as corrosion inhibitors using density functional theory (DFT) at the level of B3LYP/6-31G (d, p). According to the calculations, the compound 3 appears to be a good inhibitor for corrosion. On the other hand, total antioxidant properties were measured in vitro by DPPH center dot, ABTS(center dot+) test, hemolysis of phenylhydrazine erythrocytes and metal chelating effect. The results were compared with standard antioxidants such as trolox and alpha-tocopherol. These data revealed that compounds 1, 2 and 5 are more active with respect to 3 and 4 in scavenging the radicals.