2,4-Bis(2,4-dimethoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide and its derivatives: Syntheses, structural characterizations, anticancer activities, and theoretical studies on some dithiophosphonato Ni(II) complex

SAĞLAM E. G., Bulat E., Zeyrek C. T., AKKOÇ S., Zorlu Y., Yılmaz H.

Journal of Molecular Structure, vol.1272, 2023 (SCI-Expanded, Scopus) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1272
  • Publication Date: 2023
  • Doi Number: 10.1016/j.molstruc.2022.134197
  • Journal Name: Journal of Molecular Structure
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, INSPEC
  • Keywords: Perthiophosphonic acid anhydrides, 2, 4-diorganyl-1, 3, 4-dithiadiphosphetan-2, 4-disulfide, Phosphonodithioates, Dithiophosphonates, Organodithiophosphorus compounds, Single crystal X-ray analysis, Density functional theory, Molecular docking, Antiproliferative activity, Anticancer, NUCLEAR-MAGNETIC-RESONANCE, ORGANOPHOSPHORUS COMPOUNDS, CRYSTAL-STRUCTURE, INTERMOLECULAR INTERACTIONS, COORDINATION CHEMISTRY, NMR-SPECTROSCOPY, LIGANDS, CD(II), NI
  • Marmara University Affiliated: Yes

Abstract

© 2022New 2,4-bis(2,4-dimethoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide, (SAV-A2), was synthesized from the reaction P4S10 and 1,3-dimethoxybenzene. SAV-A2 was reacted with alcohols to form dithiophosphonic acid monoesters (HLn, HS2P((2,4-CH3O)2C6H3)(ORn); n=1–3, R1=2‑butyl‑; R2=n-pentyl-; R3=4‑tert‑but-benzyl-). The acids were converted to the ammonium salts ([NH4Ln]) to serve as the source of the ligands (Ln), to obtain Ni(II) complexes, ([Ni(Ln)2]). [Ni(L2)2] crystal structure was elucidated by single-crystal X-ray diffraction analysis. In addition, Density Functional Theory (DFT) calculations of [Ni(L2)2] was performed. The molecular docking studies of the complex with liver cancer protein, PDB ID: 3WZE and colon cancer antigen proteins, ID 2HQ6 were done compare with experimental and theoretical results. All compounds were tested on liver- and colon cancer cell lines. Among the complexes tested, [Ni(L3)2] showed an activity closer to that of cisplatin against the colon cancer cell line. The other compounds were found to be have less active.