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[1,3]噻唑并[3,2-b][1,2,4]三唑鎓盐作为有效的抗菌剂:合成、生物活性评估及分子对接研究

[1,3]Thiazolo[3,2-b][1,2,4]triazolium Salts as Effective Antimicrobial Agents: Synthesis, Biological Activity Evaluation, and Molecular Docking Studies.

作者信息

Slivka Mykhailo, Sharga Boris, Pylypiv Daryna, Aleksyk Hanna, Korol Nataliya, Fizer Maksym, Fedurcya Olena I, Pshenychnyi Oleksandr G, Mariychuk Ruslan

机构信息

Educational Scientific Institute of Chemistry and Ecology, Uzhhorod National University, Fedyntsa Str. 53/1, 88000 Uzhhorod, Ukraine.

Faculty of Biology, Uzhhorod National University, Voloshyna Str. 32, 88000 Uzhhorod, Ukraine.

出版信息

Int J Mol Sci. 2025 Jul 16;26(14):6845. doi: 10.3390/ijms26146845.

DOI:10.3390/ijms26146845
PMID:40725092
Abstract

This study focuses on the search for new effective synthetic antimicrobial compounds as a tool against the widespread presence of microorganisms resistant to existing drugs. Five derivatives of [1,3]thiazolo[3,2-b][1,2,4]triazoles were synthesized using an accessible protocol based on electrophilic heterocyclization and were characterized using infrared (FTIR) and nuclear magnetic resonance (NMR) spectroscopies, and their in vitro antimicrobial and antifungal activities were evaluated using the agar plate diffusion method and the microdilution plate procedure. Both antibacterial (Gram-positive and Gram-negative) and antifungal activities were found for the examined samples. The minimum inhibitory concentration (MIC) varied from 0.97 to 250 µg/mL, and the minimum bactericidal concentration (MBC) from 1.95 to 500 µg/mL. Compound showed good antifungal action against and with minimum fungicidal concentration (MFC) 125 and MIC 31.25 µg/mL. The molecular docking revealed that the 2-heptyl-3-phenyl-6,6-trimethyl-5,6-dihydro-3H-[1,3]thiazolo[3,2-b][1,2,4]triazol-7-ium cation stands out as a highly promising candidate for further investigation due to a wide range of interactions, including conventional hydrogen bonds, π-σ, π-π T-shaped, and hydrophobic alkyl interactions. The synthesis and preliminary evaluation of [1,3]thiazolo[3,2-b][1,2,4]triazoles yielded promising antimicrobial and antifungal candidates. The diverse interaction profile of the 2-heptyl derivative salt allows this compound's selection for further biological studies.

摘要

本研究着重于寻找新型有效的合成抗菌化合物,作为对抗广泛存在的对现有药物耐药的微生物的一种手段。使用基于亲电杂环化的简便方法合成了[1,3]噻唑并[3,2 - b][1,2,4]三唑的五种衍生物,并通过红外(FTIR)光谱和核磁共振(NMR)光谱对其进行了表征,同时采用琼脂平板扩散法和微量稀释平板法评估了它们的体外抗菌和抗真菌活性。在所检测的样品中发现了抗菌(革兰氏阳性和革兰氏阴性)和抗真菌活性。最低抑菌浓度(MIC)在0.97至250μg/mL之间,最低杀菌浓度(MBC)在1.95至500μg/mL之间。化合物对 和 显示出良好的抗真菌作用,最低杀菌浓度(MFC)为125μg/mL,MIC为31.25μg/mL。分子对接表明,2 - 庚基 - 3 - 苯基 - 6,6 - 三甲基 - 5,6 - 二氢 - 3H - [1,3]噻唑并[3,2 - b][1,2,4]三唑鎓阳离子由于具有广泛的相互作用,包括传统氢键、π - σ、π - π T形和疏水烷基相互作用,是进一步研究的极具潜力的候选物。[1,3]噻唑并[3,2 - b][1,2,4]三唑的合成及初步评估产生了有前景的抗菌和抗真菌候选物。2 - 庚基衍生物盐的多样相互作用谱使其可被选用于进一步的生物学研究。

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本文引用的文献

1
Tackling the outer membrane: facilitating compound entry into Gram-negative bacterial pathogens.攻克外膜:促进化合物进入革兰氏阴性菌病原体。
NPJ Antimicrob Resist. 2023 Dec 20;1(1):17. doi: 10.1038/s44259-023-00016-1.
2
Relevant Developments in the Use of Three-Component Reactions for the Total Synthesis of Natural Products. The last 15 Years.用于天然产物全合成的三组分反应的相关进展。过去15年。
ChemistryOpen. 2024 May;13(5):e202300306. doi: 10.1002/open.202300306. Epub 2024 Apr 22.
3
Predicting permeation of compounds across the outer membrane of P. aeruginosa using molecular descriptors.
使用分子描述符预测化合物对铜绿假单胞菌外膜的渗透性。
Commun Chem. 2024 Apr 12;7(1):84. doi: 10.1038/s42004-024-01161-y.
4
Development of Novel Membrane Disrupting Lipoguanidine Compounds Sensitizing Gram-Negative Bacteria to Antibiotics.新型膜破坏脂胍化合物的开发:使革兰氏阴性菌对抗生素敏感
ACS Med Chem Lett. 2024 Jan 9;15(2):239-249. doi: 10.1021/acsmedchemlett.3c00460. eCollection 2024 Feb 8.
5
An Overview of the Structure-Activity Relationship in Novel Antimicrobial Thiazoles Clubbed with Various Heterocycles (2017-2023).新型抗菌噻唑与各种杂环结合的构效关系概述(2017 - 2023年)
Pharmaceutics. 2024 Jan 9;16(1):89. doi: 10.3390/pharmaceutics16010089.
6
Role of small molecules and nanoparticles in effective inhibition of microbial biofilms: A ray of hope in combating microbial resistance.小分子和纳米颗粒在有效抑制微生物生物膜中的作用:对抗微生物耐药性的一线希望。
Microb Pathog. 2024 Mar;188:106543. doi: 10.1016/j.micpath.2024.106543. Epub 2024 Jan 14.
7
Antifungal susceptibility testing following the CLSI M27 document, along with the measurement of MFC/MIC ratio, could be the optimal approach to detect amphotericin B resistance in () . Susceptibility patterns of contemporary isolates of this species.参照 CLSI M27 文件进行抗真菌药敏试验,并测量 MFC/MIC 比值,可能是检测棘白菌素类耐药的最佳方法。该方法能够检测当前分离株的药敏模式。
Antimicrob Agents Chemother. 2024 Jan 10;68(1):e0096823. doi: 10.1128/aac.00968-23. Epub 2023 Dec 12.
8
The Role of Five-Membered Heterocycles in the Molecular Structure of Antibacterial Drugs Used in Therapy.五元杂环在治疗用抗菌药物分子结构中的作用。
Pharmaceutics. 2023 Oct 29;15(11):2554. doi: 10.3390/pharmaceutics15112554.
9
A Review on Five and Six-Membered Heterocyclic Compounds Targeting the Penicillin-Binding Protein 2 (PBP2A) of Methicillin-Resistant (MRSA).五元和六元杂环化合物靶向耐甲氧西林金黄色葡萄球菌(MRSA)青霉素结合蛋白 2 (PBP2A)的研究进展
Molecules. 2023 Oct 10;28(20):7008. doi: 10.3390/molecules28207008.
10
Joining Forces against Antibiotic Resistance: The One Health Solution.联合起来对抗抗生素耐药性:“同一健康”解决方案
Pathogens. 2023 Aug 23;12(9):1074. doi: 10.3390/pathogens12091074.