Journal
MOLECULES
Volume 25, Issue 9, Pages -Publisher
MDPI
DOI: 10.3390/molecules25092052
Keywords
amidodithiophosphonate; nickel complexes; antibacterial activity; density functional theory (DFT); X-ray diffraction; P-N cleavage
Funding
- Universita degli Studi di Cagliari (Fondo Integrativo per la Ricerca, FIR, annualita 2018-2019)
- Fondazione di Sardegna (FdS)
- Regione Autonoma della Sardegna (Progetti Biennali di Ateneo FdS/RAS annualita 2016)
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The reactions of 2,4-bis(4-methoxyphenyl)-1,3-dithio-2,4-diphosphetane-2,4-disulfide (Lawesson's Reagent, LR) with benzylamine (BzNH(2)) and 4-phenylbutylamine (PhBuNH2) yield benzylammonium P-(4-methoxyphenyl)-N-benzyl-amidodithiophosphonate (BzNH(3))(BzNH-adtp) and 4-phenylbutylammonium P-(4-methoxyphenyl)-N-(4-phenylbutyl)-amidodithiophosphonate (PhBuNH3)(PhBuNH-adtp). The relevant nickel complexes [Ni(BzNH-adtp)(2)] and [Ni(PhBuNH-adtp)(2)] and the corresponding hydrolysed derivatives (BzNH(3))(2)[Ni(dtp)(2)] and (PhBuNH3)(2)[Ni(dtp)(2)] 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)(2)] and [Ni(PhBuNH-adtp)(2)] showed antiproliferative activity towards Staphylococcus aureus and Staphylococcus haemolyticus 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.
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