Ni(II) complexes with 1,3,2,4‐dithiadiphosphetane 2,4‐disulfide‐based ligands: Structural insights, theoretical studies, and anticancer activities

Abstract

The first synthesis of 2,4‐bis(3,4‐dimethoxyphenyl)‐1,3‐dithia‐2,4‐diphosphetane 2,4‐disulfide (SAV‐A1 reagent) was achieved. Seven oxo‐alkyl esters (HLn) were synthesized thereof. Ni(II) complexes ([Ni(Ln)2]) of these ligands were prepared in ethanol. The structures were identified by spectral studies. Ni(II) complexes were unambiguously determined by X‐ray crystallography. In addition, the ligands and their Ni(II) complexes were tested on two different human cancer cell lines, including liver and colon. Moreover, density functional theory (DFT) calculations of the Ni(II) complexes were performed, and the molecular docking studies of these compounds with liver cancer protein, PDB ID: 3WZE and colon cancer antigen proteins, ID 2HQ6 were presented to investigate and predict potential interactions.

Studies on new dithiophosphonic acid derivatives: Synthesis, characterization, DFT and molecular docking calculations and in vitro cytotoxicity assessment

“…These values are the same with those observed for the complexes. Interestingly, the two-bond P-C coupling values for the C2 and C6 atoms are lower than the threebond P-C couplings of C3 and C5 atoms; a case reported in the literature for similar structures [32]. lie in the frequency range 103.7-107.0 ppm and 96.9-102.2 ppm, respectively.…”

“…The NMR data of the compounds are presented in Tables SM 2-3. As to the general trends [32], the P-O-C9-H protons' chemical shifts in the complexes are higher than those relating to their counterparts in the ligands. Methoxy protons in the o-dimethoxyphenyl moiety are very close to each other in the ligand spectra, but they are quite far away compared to those of the complexes.…”

“…In this research, we report on the synthesis of new DTPOAs starting from a PTPA previously synthesized in our lab [32]. We used new dithiophosphonic acids (HS2P((2,4-CH3O)2-C6H3)(ORn), HLn; n=1-5, R1=n-pentyl; R2=2pentyl-; R3=4-tert-but-benzyl-; R4=2-propyl-and R5=2-butyl-) synthesized through the reaction of 2,4-bis (3,4-dimethoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide, (SAV-A1) with one aromatic and three aliphatic alcohols (Scheme 1A).…”

“…dimethoxyphenyl-1,3,2,4-dithiadiphosphetane-2,4-disulfide (SAV-1)[32], was used as the starting material to prepare five new dithiophosphonate ligands and Ni(II) complexes thereof. The compounds were characterized by elemental analysis and IR; MS; NMR ( 1 H-,13 C-and31 P-) spectroscopies.…”