Design and synthesis of novel ribofuranose nucleoside analogues as antiproliferative agents: A molecular docking and DFT study

Atay C. K., TİLKİ T., DEDE B.

JOURNAL OF MOLECULAR LIQUIDS, vol.269, pp.315-326, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 269
  • Publication Date: 2018
  • Doi Number: 10.1016/j.molliq.2018.08.009
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.315-326
  • Süleyman Demirel University Affiliated: Yes


The new analogues of ribofuranose fused heterocyclic compounds were synthesized a series of diazotization, cyclization, coupling and hydrolysis reactions and structures were characterized by spectroscopic methods. To explain the spectroscopic properties in detail, such as molecular geometric parameters, vibrational wavenumbers, HOMO-WMO energies, H-1 NMR chemical shift values and electronic transitions, density functional theory (DFT) calculations were used. The structural and spectroscopic data of the molecules in the ground state were calculated by DFT using B3LYP functional with 6-311G(d,p) basis set. Isotropic chemical shifts were calculated using the gauge-invariant atomic orbital (GIAO) method. Furthermore molecular docking (ligand-protein) simulations were performed to obtain antiproliferative activity of the synthesized ribofuranose nucleoside analogues against epidermal growth factor receptor and vascular endothelial growth factor receptor 2. Full fitness score and binding energy length values revealed that studied three compounds can act as potential inhibitor against selected receptors. (C) 2018 Elsevier B.V. All rights reserved.