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新型希夫碱的合成及生物评价,该希夫碱由 4-氨基-5-(3-氟苯基)-1,2,4-三唑-3-硫酮衍生而来。

Synthesis and Biological Evaluation of New Schiff Bases Derived from 4-Amino-5-(3-fluorophenyl)-1,2,4-triazole-3-thione.

机构信息

Department of Organic Chemistry, Faculty of Pharmacy, Medical University, 4a Chodzki Str., 20-093 Lublin, Poland.

Department of Pharmaceutical Microbiology, Faculty of Pharmacy, Medical University, 1 Chodzki Str., 20-093 Lublin, Poland.

出版信息

Molecules. 2023 Mar 17;28(6):2718. doi: 10.3390/molecules28062718.

Abstract

The treatment of infectious diseases is a challenging issue faced by the medical community. The emergence of drug-resistant strains of bacteria and fungi is a major concern. Researchers and medical professionals are working to develop new and innovative treatments for infectious diseases. Schiff bases are one a promising class of compounds. In this work, new derivatives were obtained of the 4-amino-5-(3-fluorophenyl)-2,4-dihydro-3-1,2,4-triazole-3-thione reaction, with corresponding benzaldehydes with various substituents at position 4. The antibacterial and antifungal activities of all synthesized compounds were tested. Several new substances have shown moderate antifungal activity against spp. The highest activity directed against was shown by compound RO4, with a 4-methoxyphenyl moiety and an MIC value of 62.5 µg/mL. In order to check the toxicity of the synthesized compounds, their effect on cell lines was examined. Additionally, we tried to elucidate the mechanism of the antibacterial and antifungal activity of the tested compounds using molecular docking to topoisomerase IV, D-Alanyl-D-Alanine Ligase, and dihydrofolate reductase.

摘要

传染病的治疗是医学界面临的一个具有挑战性的问题。细菌和真菌耐药菌株的出现是一个主要关注点。研究人员和医疗专业人员正在努力开发治疗传染病的新方法和创新疗法。席夫碱是一类很有前途的化合物。在这项工作中,通过 4-氨基-5-(3-氟苯基)-2,4-二氢-3-1,2,4-三唑-3-硫酮与相应的带有各种取代基的 4-位苯甲醛反应,得到了新的衍生物。所有合成化合物的抗菌和抗真菌活性都进行了测试。几种新物质对 spp. 表现出中等的抗真菌活性。对 表现出最高活性的化合物是 RO4,其具有 4-甲氧基苯基部分,MIC 值为 62.5 µg/mL。为了检查合成化合物的毒性,研究了它们对细胞系的影响。此外,我们还尝试使用分子对接来拓扑异构酶 IV、D-丙氨酰-D-丙氨酸连接酶和二氢叶酸还原酶来阐明测试化合物的抗菌和抗真菌活性的机制。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/38ca/10057893/c640e1229709/molecules-28-02718-sch001.jpg

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