Antibacterial Activity of Amidodithiophosphonato Nickel(II) Complexes: An Experimental and Theoretical Approach
oleh: Enrico Podda, Massimiliano Arca, Giulia Atzeni, Simon J. Coles, Antonella Ibba, Francesco Isaia, Vito Lippolis, Germano Orrù, James B. Orton, Anna Pintus, Enrica Tuveri, M. Carla Aragoni
| Format: | Article |
|---|---|
| Diterbitkan: | MDPI AG 2020-04-01 |
Deskripsi
The reactions of 2,4-bis(4-methoxyphenyl)-1,3-dithio-2,4-diphosphetane-2,4-disulfide (Lawesson’s Reagent, LR) with benzylamine (BzNH<sub>2</sub>) and 4-phenylbutylamine (PhBuNH<sub>2</sub>) yield benzylammonium <i>P</i>-(4-methoxyphenyl)-<i>N</i>-benzyl-amidodithiophosphonate (BzNH<sub>3</sub>)(BzNH-adtp) and 4-phenylbutylammonium <i>P</i>-(4-methoxyphenyl)-<i>N</i>-(4-phenylbutyl)-amidodithiophosphonate (PhBuNH<sub>3</sub>)(PhBuNH-adtp). The relevant nickel complexes [Ni(BzNH-adtp)<sub>2</sub>] and [Ni(PhBuNH-adtp)<sub>2</sub>] and the corresponding hydrolysed derivatives (BzNH<sub>3</sub>)<sub>2</sub>[Ni(dtp)<sub>2</sub>] and (PhBuNH<sub>3</sub>)<sub>2</sub>[Ni(dtp)<sub>2</sub>] were prepared and fully characterized. The antimicrobial activity of the aforementioned amidodithiophosphonates against a set of Gram-positive and Gram-negative pathogen bacteria was evaluated, and [Ni(BzNH-adtp)<sub>2</sub>] and [Ni(PhBuNH-adtp)<sub>2</sub>] showed antiproliferative activity towards <i>Staphylococcus aureus</i> and <i>Staphylococcus haemolyticus</i> strains. density functional theory (DFT) calculations were performed to shed some light on the activity of reported compounds related to their tendency towards P–N bond cleavage.