Syntheses, structural characterization, photophysical properties and anticancer evaluation of novel dithiophosphonic acid derivatives and their Ni(II) complexes


Demircioğlu Y. S., Bulat E., Taşci N., AKKOÇ S., SAĞLAM E. G., DAL H., ...Daha Fazla

Journal of Molecular Structure, cilt.1365, 2026 (SCI-Expanded, Scopus) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1365
  • Basım Tarihi: 2026
  • Doi Numarası: 10.1016/j.molstruc.2026.145945
  • Dergi Adı: Journal of Molecular Structure
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core, Chimica, Compendex, INSPEC
  • Anahtar Kelimeler: Antiproliferative activity, Dithiophosphonate ligands, Dithiophosphonato complexes, Phosphorus-1,1-dithiolates, Photophysical properties, X-ray crystallography
  • Marmara Üniversitesi Adresli: Evet

Özet

In this study, the dithiophosphonate precursor 2,4-bis(2,4-dimethoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (SAV-A2) was used as the starting material. Its reaction with various alcohols produced a new series of dithiophosphonic acids, HLn [RRnP(S)SH], where R = 2,4-dimethoxyphenyl and Rn= Ln (L1= n‑butyl‑, L2 = 2-pentyl-, L3 = 3-pentyl-, L4 = benzyl-). These crude acids were subsequently stabilized with ammonia gas to afford the corresponding ammonium salts ([NH4Ln]), which served as precursor ligands for Ni(II) complex formation ([Ni(Ln)2]). Furthermore, the reaction of these complexes with 1,10-phenanthroline (phen) yielded six-coordinate Ni(II) complexes, [Ni(phen)3][(Ln)2]. The structures of the compounds so prepared were elucidated by spectroscopic techniques (1H-, 13C-, and 31P-NMR, FT-IR, and mass spectrometry) and magnetic susceptibility measurements (for [Ni(phen)3][(Ln)2]). The molecular structures of the [Ni(Ln)2] complexes were confirmed by single-crystal X-ray diffraction. The antiproliferative activities of the compounds, except for [Ni(Ln)2], were evaluated by MTT assay after 48 h of incubation. The compounds exhibited generally low cytotoxicity within the tested concentration range, with [Ni(phen)3][(L2)2] showing the highest activity against the DLD-1 cell line. The photophysical behaviour of all compounds was examined using UV–visible absorption and steady-state fluorescence spectroscopy.