逆转谷黄肠球菌氨基糖苷耐药的APH抑制剂。

IF 3.6 4区 医学 Q2 CHEMISTRY, MEDICINAL
ChemMedChem Pub Date : 2025-01-13 DOI:10.1002/cmdc.202400842
Elise Kaplan, Laurent Chaloin, Jean-François Guichou, Kévin Berrou, Rahila Rahimova, Gilles Labesse, Corinne Lionne
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引用次数: 0

摘要

氨基糖苷-磷酸转移酶(APHs)是一类介导对氨基糖苷类抗生素获得性耐药的细菌酶。在此,我们报道了在干酪黄肠球菌中发现的对抗氨基糖苷耐药的小分子。我们进行了分子动力学模拟,以鉴定属于3‘和2’亚家族的三种APH酶的变构口袋,然后我们在计算机上筛选了12,000个小分子。从体外测试的14个高分分子中,我们发现了一个化合物,这里命名为EK3,能够非竞争性地抑制APH(2”)-IVa,一种介导临床庆大霉素耐药的酶。结构-活性关系(SAR)的探索使我们能够确定一个分子改善酶抑制。通过测量细菌的敏感性,我们发现该系列中三个最好的化合物恢复了包括庆大霉素在内的各种氨基糖苷的杀菌活性,而对HeLa细胞没有毒性。这项工作不仅为对抗氨基糖苷抗性提供了基础,而且还强调了利用硅方法寻找变构调节剂的概念验证。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
APH Inhibitors that Reverse Aminoglycoside Resistance in Enterococcus casseliflavus.

Aminoglycoside-phosphotransferases (APHs) are a class of bacterial enzymes that mediate acquired resistance to aminoglycoside antibiotics. Here we report the identification of small molecules counteracting aminoglycoside resistance in Enterococcus casseliflavus. Molecular dynamics simulations were performed to identify an allosteric pocket in three APH enzymes belonging to 3' and 2'' subfamilies in which we then screened, in silico, 12,000 small molecules. From a subset of only 14 high-scored molecules tested in vitro, we identified a compound, named here EK3, able to non-competitively inhibit the APH(2'')-IVa, an enzyme mediating clinical gentamicin resistance. Structure-activity relationship (SAR) exploration of this hit compound allowed us to identify a molecule with improved enzymatic inhibition. By measuring bacterial sensitivity, we found that the three best compounds in this series restored bactericidal activity of various aminoglycosides, including gentamicin, without exhibiting toxicity to HeLa cells. This work not only provides a basis to fight aminoglycoside resistance but also highlights a proof-of-concept for the search of allosteric modulators by using in silico methods.

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来源期刊
ChemMedChem
ChemMedChem 医学-药学
CiteScore
6.70
自引率
2.90%
发文量
280
审稿时长
1 months
期刊介绍: Quality research. Outstanding publications. With an impact factor of 3.124 (2019), ChemMedChem is a top journal for research at the interface of chemistry, biology and medicine. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. ChemMedChem publishes primary as well as critical secondary and tertiary information from authors across and for the world. Its mission is to integrate the wide and flourishing field of medicinal and pharmaceutical sciences, ranging from drug design and discovery to drug development and delivery, from molecular modeling to combinatorial chemistry, from target validation to lead generation and ADMET studies. ChemMedChem typically covers topics on small molecules, therapeutic macromolecules, peptides, peptidomimetics, and aptamers, protein-drug conjugates, nucleic acid therapies, and beginning 2017, nanomedicine, particularly 1) targeted nanodelivery, 2) theranostic nanoparticles, and 3) nanodrugs. Contents ChemMedChem publishes an attractive mixture of: Full Papers and Communications Reviews and Minireviews Patent Reviews Highlights and Concepts Book and Multimedia Reviews.
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