New tetrazoles compounds incorporating galactose moiety: Synthesis, crystal structure, spectroscopic characterization, Hirshfeld surface analysis, molecular docking studies, DFT calculations and anti-corrosion property anticipation


Sghyar R., SERT Y., El Ibrahimi B., Moussaoui O., Hadrami E. M. E. L. , Ben-Tama A., ...More

JOURNAL OF MOLECULAR STRUCTURE, vol.1247, 2022 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1247
  • Publication Date: 2022
  • Doi Number: 10.1016/j.molstruc.2021.131300
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica, Compendex, INSPEC
  • Keywords: Tetrazole-N-glucosides, X-ray crystallography, NMR characterization, DFT calculations, Hirshfeld surface analysis, Molecular docking, DERIVATIVES, CORROSION, ACIDS, INHIBITION, TIN, PH
  • Yozgat Bozok University Affiliated: Yes

Abstract

Three new 2,5-disubstituted-tetrazole N-glucosides (5-7) were synthesized via N-alkylation reactions carried out under phase transfer catalysis (PTC) conditions. The structures of all the obtained compounds were investigated and characterized by using spectroscopic measurements: H-1 NMR and C-13 NMR. The molecular and crystal structures of two compounds (5 and 7) have also been examined by single crystal X-ray crystallography. Furthermore, the experimental data and the predicted spectral data were also obtained using density functional theory (DFT) at the B3LYP/6-31G(d,p) level of theory. Also, the closest contacts between the active atoms of the two structures were identified through Hirshfeld surface analyzes, molecular docking studies, and DFT calculations. The experimental results are correlated to the calculated ones and showed great compatibility. Finally, molecular docking studies are performed to investigate the binding patterns of the receptors for tetrazole derivatives acting as DNA Gyrase/PDB: 1AJ6 and Topoisomerase IV/PDB: 1S14, inhibitor targets and showing good insights on the possible interactions using the Auto-Dock Vina program. (C) 2021 Elsevier B.V. All rights reserved.