Department of Bioinorganic Chemistry, Chair of Medicinal Chemistry, Medical University of Lodz, Muszyńskiego 1, 90-151 Łódź, Poland.
Department of Pharmaceutical Microbiology, Medical University of Lublin, Chodźki 1, 20-093 Lublin, Poland.
Int J Mol Sci. 2021 Feb 3;22(4):1510. doi: 10.3390/ijms22041510.
In a previous article, we reported on the higher toxicity of silver(I) complexes of miconazole [Ag(MCZ)NO ()] and [Ag(MCZ)ClO ()] in HepG2 tumor cells compared to the corresponding salts of silver, miconazole and cisplatin. Here, we present the synthesis of two silver(I) complexes of miconazole containing two new counter ions in the form of Ag(MCZ)X (MCZ = 1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole]; X = BF (), SbF ()). The novel silver(I) complexes were characterized by elemental analysis, H NMR, C NMR and infrared (IR) spectroscopy, electrospray ionization (ESI)-MS spectrometry and X-ray-crystallography. In the present study, the antimicrobial activity of all obtained silver(I) complexes of miconazole against six strains of Gram-positive bacteria, five strains of Gram-negative bacteria and yeasts was evaluated. The results were compared with those of a silver sulfadiazine drug, the corresponding silver salts and the free ligand. Silver(I) complexes exhibited significant activity against Gram-positive bacteria, which was much better than that of silver sulfadiazine and silver salts. The highest antimicrobial activity was observed for the complex containing the nitrate counter ion. All Ag(I) complexes of miconazole resulted in much better inhibition of yeast growth than silver sulfadiazine, silver salts and miconazole. Moreover, the synthesized silver(I) complexes showed good or moderate activity against Gram-negative bacteria compared to the free ligand.
在之前的一篇文章中，我们报道了米康唑的银（I）配合物[Ag（MCZ）NO（）]和[Ag（MCZ）ClO（）]在 HepG2 肿瘤细胞中的毒性高于相应的银盐、米康唑和顺铂。在这里，我们合成了两种米康唑的银（I）配合物，其中含有两种新的抗衡离子，形式为 Ag（MCZ）X（MCZ=1-[2-（2,4-二氯苄氧基）-2-（2,4-二氯苯基）乙基]-1H-咪唑]；X=BF（），SbF（））。新型银（I）配合物通过元素分析、H NMR、C NMR 和红外（IR）光谱、电喷雾电离（ESI）-MS 光谱和 X 射线晶体学进行了表征。在本研究中，评估了所有获得的米康唑银（I）配合物对六种革兰氏阳性菌、五种革兰氏阴性菌和酵母菌的抗菌活性。将结果与银磺胺嘧啶药物、相应的银盐和游离配体进行了比较。银（I）配合物对革兰氏阳性菌表现出显著的活性，明显优于银磺胺嘧啶和银盐。含有硝酸盐抗衡离子的配合物表现出最高的抗菌活性。与银磺胺嘧啶、银盐和米康唑相比，所有米康唑的银（I）配合物都导致了更好的抑制酵母生长作用。此外，与游离配体相比，合成的银（I）配合物对革兰氏阴性菌具有良好或中等的活性。
