Department of Medicinal Chemistry & Institute for Structural Biology and Drug Discovery, Virginia Commonwealth University, Richmond, VA 23298-0540, USA.
Eur J Med Chem. 2012 Jun;52:98-110. doi: 10.1016/j.ejmech.2012.03.008. Epub 2012 Mar 12.
AcrA-AcrB-TolC efflux pumps extrude drugs of multiple classes from bacterial cells and are a leading cause for antimicrobial resistance. Thus, they are of paramount interest to those engaged in antibiotic discovery. Accurate prediction of antibiotic efflux has been elusive, despite several studies aimed at this purpose. Minimum inhibitory concentration (MIC) ratios of 32 β-lactam antibiotics were collected from literature. 3-Dimensional Quantitative Structure-Activity Relationship on the β-lactam antibiotic structures revealed seemingly predictive models (q(2)=0.53), but the lack of a general superposition rule does not allow its use on antibiotics that lack the β-lactam moiety. Since MIC ratios must depend on interactions of antibiotics with lipid membranes and transport proteins during influx, capture and extrusion of antibiotics from the bacterial cell, descriptors representing these factors were calculated and used in building mathematical models that quantitatively classify antibiotics as having high/low efflux (>93% accuracy). Our models provide preliminary evidence that it is possible to predict the effects of antibiotic efflux if the passage of antibiotics into, and out of, bacterial cells is taken into account--something descriptor and field-based QSAR models cannot do. While the paucity of data in the public domain remains the limiting factor in such studies, these models show significant improvements in predictions over simple LogP-based regression models and should pave the path toward further work in this field. This method should also be extensible to other pharmacologically and biologically relevant transport proteins.
AcrA-AcrB-TolC 外排泵将多种类别的药物从细菌细胞中排出,是导致抗菌药物耐药性的主要原因。因此,对于从事抗生素发现的人来说,它们是最感兴趣的。尽管有几项研究旨在预测抗生素的外排,但仍然难以准确预测抗生素的外排。从文献中收集了 32 种β-内酰胺类抗生素的最低抑菌浓度(MIC)比值。对β-内酰胺类抗生素结构的三维定量构效关系研究揭示了看似具有预测性的模型(q(2)=0.53),但缺乏一般的叠加规则不允许将其用于缺乏β-内酰胺部分的抗生素。由于 MIC 比值必须取决于抗生素与脂质膜和转运蛋白在流入、捕获和从细菌细胞中排出期间的相互作用,因此计算了代表这些因素的描述符,并将其用于构建数学模型,对抗生素进行定量分类,分为高/低外排(>93%的准确性)。我们的模型提供了初步证据,如果考虑抗生素进入和离开细菌细胞的过程,就有可能预测抗生素外排的影响——这是描述符和基于场的 QSAR 模型无法做到的。尽管公共领域数据的缺乏仍然是此类研究的限制因素,但这些模型在预测方面显示出了比简单的 LogP 回归模型显著的改进,应该为该领域的进一步工作铺平道路。这种方法也应该可以扩展到其他药理学和生物学上相关的转运蛋白。