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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.

SUBMITTER: Podda E 

PROVIDER: S-EPMC7248947 | biostudies-literature | 2020 Apr

REPOSITORIES: biostudies-literature

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

Podda Enrico E   Arca Massimiliano M   Atzeni Giulia G   Coles Simon J SJ   Ibba Antonella A   Isaia Francesco F   Lippolis Vito V   Orrù Germano G   Orton James B JB   Pintus Anna A   Tuveri Enrica E   Aragoni M Carla MC  

Molecules (Basel, Switzerland) 20200428 9

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>]  ...[more]

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