Doctoral School, Medical University of Lublin, Chodzki 7, 20-093 Lublin, Poland.
Department of Pathobiochemistry and Interdisciplinary Applications of Ion Chromatography, Biomedical Sciences, Medical University of Lublin, 1 Chodzki Street, 20-093 Lublin, Poland.
Molecules. 2024 Jun 26;29(13):3023. doi: 10.3390/molecules29133023.
Heterocyclic compounds, particularly those containing azole rings, have shown extensive biological activity, including anticancer, antibacterial, and antifungal properties. Among these, the imidazole ring stands out due to its diverse therapeutic potential. In the presented study, we designed and synthesized a series of imidazole derivatives to identify compounds with high biological potential. We focused on two groups: thiosemicarbazide derivatives and hydrazone derivatives. We synthesized these compounds using conventional methods and confirmed their structures via nuclear magnetic resonance spectroscopy (NMR), MS, and elemental analysis, and then assessed their antibacterial and antifungal activities in vitro using the broth microdilution method against Gram-positive and Gram-negative bacteria, as well as spp. strains. Our results showed that thiosemicarbazide derivatives exhibited varied activity against Gram-positive bacteria, with MIC values ranging from 31.25 to 1000 µg/mL. The hydrazone derivatives, however, did not display significant antibacterial activity. These findings suggest that structural modifications can significantly influence the antimicrobial efficacy of imidazole derivatives, highlighting the potential of thiosemicarbazide derivatives as promising candidates for further development in antibacterial therapies. Additionally, the cytotoxic activity against four cancer cell lines was evaluated. Two derivatives of hydrazide-hydrazone showed moderate anticancer activity.
杂环化合物，特别是含唑环的杂环化合物，表现出广泛的生物活性，包括抗癌、抗菌和抗真菌特性。其中，咪唑环因其多样化的治疗潜力而引人注目。在本研究中，我们设计并合成了一系列咪唑衍生物，以确定具有高生物潜力的化合物。我们关注了两个基团：硫代缩氨基脲衍生物和腙衍生物。我们使用常规方法合成了这些化合物，并通过核磁共振波谱（NMR）、质谱（MS）和元素分析确认了它们的结构，然后使用肉汤微量稀释法评估了它们在体外对革兰氏阳性和革兰氏阴性细菌以及 spp. 菌株的抗菌和抗真菌活性。我们的结果表明，硫代缩氨基脲衍生物对革兰氏阳性菌表现出不同的活性，MIC 值范围为 31.25 至 1000μg/ml。然而，腙衍生物没有表现出显著的抗菌活性。这些发现表明，结构修饰可以显著影响咪唑衍生物的抗菌功效，突出了硫代缩氨基脲衍生物作为抗菌治疗进一步发展的有前途的候选物的潜力。此外，还评估了对四种癌细胞系的细胞毒性活性。两种腙-腙衍生物表现出中等的抗癌活性。
