Antibacterial Activity of Amidodithiophosphonato Nickel(II) Complexes: An Experimental and Theoretical Approach

Abstract

The reactions of 2,4-bis(4-methoxyphenyl)-1,3-dithio-2,4-diphosphetane-2,4-disulfide (Lawesson’s Reagent, LR) with benzylamine (BzNH2) and 4-phenylbutylamine (PhBuNH2) yield benzylammonium P-(4-methoxyphenyl)-N-benzyl-amidodithiophosphonate (BzNH3)(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 (BzNH3)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.

Mouthwash Based on Ozonated Olive Oil in Caries Prevention: A Preliminary In-Vitro Study

“…The analysis was based on an in-vitro evaluation by using a study design previously described in the literature and reported in the CLSI (Clinical Laboratory Standards Institute) and in the EUCAST (European Committee for Antimicrobial Susceptibility Testing) [15][16][17] (Figure 1). biofilm formation.…”

Green Preparation of Antimicrobial 1D-Coordination Polymers: [Zn(4,4′-bipy)Cl2]∞ and [Zn(4,4′-bipy)2(OAc)2]∞ by Ultrasonication of Zn(II) Salts and 4,4′-Bipyridine

“…Standard drugs (a set of commercial antibiotics and antimycotics) were used for a comparative evaluation with our compounds [ 63 , 64 ]. The primary data are available in the supplementary materials session [ 65 , 66 ].…”

Supramolecular assemblies tailored by dipyridyl-1,2-4-thiadiazoles: influence of the building blocks in the predictability of the final network

“…Notably, the class of amidodithiophosphonato (ligand IV in Scheme 1) metal complexes remains still unexplored, possibly due to their tendency to hydrolysis at P─N bonds. [19][20][21] In this respect, we have been developing a synthetic program based on the ability of neutral dithiophosphonato and dithiophosphato Ni II complexes to assemble CPs in combination with a variety of polypyridyl donors, in particular 4,4'-bipyridine and its analogues. [22,23] It was demonstrated that the primary structural motif of these polymers mainly depends on the features of the spacers such as length, rigidity and orientation of the donor atoms, as recently confirmed by the deliberate stereospecific generation of homochiral polymeric helices built from a designed enantiopure binaphthyl-based ligand.…”