アミドジチオホスホナトニッケル(II)錯体の抗菌活性.実験的・理論的アプローチ

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

• 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

抄録

2,4-ビス(4-メトキシフェニル)-1,3-ジチオ-2,4-ジホスフェタン-2,4-ジスルフィドの反応（Lawesson's Reagent.ＬＲ）にベンジルアミン（ＢｚＮＨ）および４-フェニルブチルアミン（ＰｈＢｕＮＨ）を加えて、ベンジルアンモニウム-（４-メトキシフェニル）--ベンジルアミドジチオホスホネート（ＢｚＮＨ）（ＢｚＮＨ-adtp）および４-フェニルブチルアンモニウム-（４-メトキシフェニル）--（４-フェニルブチル）アミドジチオホスホネート（ＰｈＢｕＮＨ）（ＰｈＢｕＮＨ-adtp）を得ることができる。関連するニッケル錯体[Ni(BzNH-adtp)]及び[Ni(PhBuNH-adtp)]、並びに対応する加水分解誘導体(BzNH)[Ni(dtp)]及び(PhBuNH)[Ni(dtp)]を調製し、その特性を十分に評価した。これらのアミドジチオホスホン酸塩のグラム陽性及びグラム陰性病原菌に対する抗菌活性を評価し、[Ni(BzNH-adtp)]及び[Ni(PhBuNH-adtp)]は病原菌及び菌株に対して抗増殖活性を示した。

The reactions of 2,4-bis(4-methoxyphenyl)-1,3-dithio-2,4-diphosphetane-2,4-disulfide (Lawesson's Reagent, LR) with benzylamine (BzNH) and 4-phenylbutylamine (PhBuNH) yield benzylammonium -(4-methoxyphenyl)--benzyl-amidodithiophosphonate (BzNH)(BzNH-adtp) and 4-phenylbutylammonium -(4-methoxyphenyl)--(4-phenylbutyl)-amidodithiophosphonate (PhBuNH)(PhBuNH-adtp). The relevant nickel complexes [Ni(BzNH-adtp)] and [Ni(PhBuNH-adtp)] and the corresponding hydrolysed derivatives (BzNH)[Ni(dtp)] and (PhBuNH)[Ni(dtp)] 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)] and [Ni(PhBuNH-adtp)] showed antiproliferative activity towards and 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.