Sobańska Anna W, Sobański Andrzej M, Wanat Karolina
Department of Analytical Chemistry, Medical University of Lodz, Muszynskiego 1, 90-151 Lodz, Poland.
Faculty of Chemistry, University of Lodz, Tamka 12, 91-403 Lodz, Poland.
Pharmaceutics. 2025 Jan 24;17(2):156. doi: 10.3390/pharmaceutics17020156.
A total of 348 pesticides from different chemical families (carbamates, organochlorines organophosphorus compounds, pyrethroids, triazines and miscellaneous) were investigated in the context of their cornea permeability and potential to cause eye corrosion. Multivariate models of cornea permeability based on compounds whose cornea permeability has been determined experimentally were proposed. The models, applicable to compounds across a relatively broad lipophilicity range (e.g., pesticides with octanol-water partition coefficient log up to ca. 8), assume a reverse-parabolic relationship between cornea permeability and lipophilicity, expressed as ; other main descriptors present in the models are log at pH 7.4 and polar surface area (). It appears that the trans-corneal transport of all studied pesticides is possible to some degree; however, it is more difficult for the majority of highly lipophilic pesticides from the organochlorine and pyrethroid families. The same set of 348 pesticides was also evaluated for their eye-corrosive potential using novel artificial neural network models involving simple physico-chemical properties of the compounds (lipophilicity, aqueous solubility, polar surface area, H-bond donor and acceptor count and the count of atoms such as N, NH, O, P, S and halogens). It was concluded that eye corrosion is an issue, especially among the pesticides from organochlorine and organophosphorus families.
在角膜渗透性及其导致眼腐蚀的可能性方面,对来自不同化学类别(氨基甲酸酯类、有机氯类、有机磷化合物、拟除虫菊酯类、三嗪类和其他类)的总共348种农药进行了研究。基于已通过实验测定角膜渗透性的化合物,提出了角膜渗透性的多变量模型。这些模型适用于亲脂性范围相对较宽的化合物(例如,辛醇 - 水分配系数log高达约8的农药),假定角膜渗透性和亲脂性之间呈反抛物线关系,表达式为 ;模型中存在的其他主要描述符是pH 7.4时的log 和极性表面积( )。似乎所有研究的农药在某种程度上都有可能进行经角膜转运;然而,对于大多数来自有机氯和拟除虫菊酯类的高亲脂性农药来说,这种转运更困难。还使用涉及化合物简单物理化学性质(亲脂性、水溶性、极性表面积、氢键供体和受体数量以及诸如N、NH、O、P、S和卤素等原子的数量)的新型人工神经网络模型,对这348种农药的眼腐蚀潜力进行了评估。得出的结论是,眼腐蚀是一个问题,特别是在有机氯和有机磷类农药中。