Ivanova Juliana, Pantcheva Ivayla N, Mitewa Mariana, Simova Svetlana, Tanabe Makoto, Osakada Kohtaro
Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad, G, Bontchev Str,, build, 9, 1113 Sofia, Bulgaria.
Chem Cent J. 2011 Sep 9;5(1):52. doi: 10.1186/1752-153X-5-52.
The natural polyether ionophorous antibiotics are used for the treatment of coccidiosis in poultry and ruminants. They are effective agents against infections caused by Gram-positive microorganisms. On the other hand, it was found that some of these compounds selectively bind lead(II) ions in in vivo experiments, despite so far no Pb(II)-containing compounds of defined composition have been isolated and characterized. To assess the potential of polyether ionophores as possible antidotes in the agriculture, a detailed study on their in vitro complexation with toxic metal ions is required. In the present paper we report for the first time the preparation and the structure elucidation of salinomycin complexes with ions of cadmium(II) and lead(II).
New metal(II) complexes of the polyether ionophorous antibiotic salinomycin with Cd(II) and Pb(II) ions were prepared and structurally characterized by IR, FAB-MS and NMR techniques. The spectroscopic information and elemental analysis data reveal that sodium salinomycin (SalNa) undergoes a reaction with heavy metal(II) ions to form [Cd(Sal)2(H2O)2] (1) and [Pb(Sal)(NO3)] (2), respectively. Abstraction of sodium ions from the cavity of the antibiotic is occurring during the complexation reaction. Salinomycin coordinates with cadmium(II) ions as a bidentate monoanionic ligand through the deprotonated carboxylic moiety and one of the hydroxyl groups to yield 1. Two salinomycin anions occupy the equatorial plane of the Cd(II) center, while two water molecules take the axial positions of the inner coordination sphere of the metal(II) cation. Complex 2 consists of monoanionic salinomycin acting in polydentate coordination mode in a molar ratio of 1: 1 to the metal ion with one nitrate ion for charge compensation.
The formation of the salinomycin heavy metal(II) complexes indicates a possible antidote activity of the ligand in case of chronic/acute intoxications likely to occur in the stock farming.
天然聚醚离子载体抗生素用于治疗家禽和反刍动物的球虫病。它们是对抗革兰氏阳性微生物感染的有效药剂。另一方面,在体内实验中发现其中一些化合物能选择性结合铅(II)离子,尽管迄今为止尚未分离和表征出具有确定组成的含Pb(II)化合物。为了评估聚醚离子载体作为农业中可能的解毒剂的潜力,需要对其与有毒金属离子的体外络合进行详细研究。在本文中,我们首次报道了盐霉素与镉(II)和铅(II)离子络合物的制备及其结构解析。
制备了聚醚离子载体抗生素盐霉素与Cd(II)和Pb(II)离子的新型金属(II)络合物,并通过红外光谱、快原子轰击质谱和核磁共振技术对其结构进行了表征。光谱信息和元素分析数据表明,盐霉素钠(SalNa)与重金属(II)离子发生反应,分别形成[Cd(Sal)2(H2O)2](1)和[Pb(Sal)(NO3)](2)。在络合反应过程中,钠离子从抗生素的空腔中被提取出来。盐霉素通过去质子化的羧基部分和一个羟基作为双齿单阴离子配体与镉(II)离子配位,生成1。两个盐霉素阴离子占据Cd(II)中心的赤道平面,而两个水分子占据金属(II)阳离子内配位球的轴向位置。络合物2由单阴离子盐霉素以多齿配位模式与金属离子以1:1的摩尔比作用,并带有一个硝酸根离子用于电荷补偿。
盐霉素重金属(II)络合物的形成表明该配体在畜牧业可能发生的慢性/急性中毒情况下具有可能的解毒活性。