Laboratório de Quimioinformática e Avaliação Biológica, Departamento de Saúde, Universidade Estadual de Feira de Santana, Feira de Santana 44036-900, Brazil.
Departamento de Química Farmacéutica y Orgánica, Universidad de Granada, 18071 Granada, Spain.
Molecules. 2022 Oct 11;27(20):6777. doi: 10.3390/molecules27206777.
The Aedes aegypti mosquito is the main hematophagous vector responsible for arbovirus transmission in Brazil. The disruption of A. aegypti hematophagy remains one of the most efficient and least toxic methods against these diseases and, therefore, efforts in the research of new chemical entities with repellent activity have advanced due to the elucidation of the functionality of the olfactory receptors and the behavior of mosquitoes. With the growing interest of the pharmaceutical and cosmetic industries in the development of chemical entities with repellent activity, computational studies (e.g., virtual screening and molecular modeling) are a way to prioritize potential modulators with stereoelectronic characteristics (e.g., pharmacophore models) and binding affinity to the AaegOBP1 binding site (e.g., molecular docking) at a lower computational cost. Thus, pharmacophore- and docking-based virtual screening was employed to prioritize compounds from Sigma-Aldrich® (n = 126,851) and biogenic databases (n = 8766). In addition, molecular dynamics (MD) was performed to prioritize the most potential potent compounds compared to DEET according to free binding energy calculations. Two compounds showed adequate stereoelectronic requirements (QFIT > 81.53), AaegOBP1 binding site score (Score > 42.0), volatility and non-toxic properties and better binding free energy value (∆G < −24.13 kcal/mol) compared to DEET ((N,N-diethyl-meta-toluamide)) (∆G = −24.13 kcal/mol).
埃及伊蚊是巴西主要的血吸性传播媒介,负责虫媒病毒的传播。干扰埃及伊蚊的吸血行为仍然是对抗这些疾病最有效和毒性最低的方法之一,因此,由于嗅觉受体的功能阐明和蚊子的行为,对具有驱避活性的新化学实体的研究取得了进展。随着制药和化妆品行业对具有驱避活性的化学实体的开发兴趣日益浓厚,计算研究(例如虚拟筛选和分子建模)是一种以较低计算成本优先考虑具有立体电子特性(例如药效团模型)和与 AaegOBP1 结合位点结合亲和力(例如分子对接)的潜在调节剂的方法。因此,基于药效团和对接的虚拟筛选用于从西格玛奥德里奇(Sigma-Aldrich®)(n = 126,851)和生物数据库(n = 8766)中优先考虑化合物。此外,根据自由结合能计算,分子动力学(MD)用于优先考虑与 DEET 相比最有潜力的化合物。与 DEET(N,N-二乙基间甲苯酰胺)(∆G = -24.13 kcal/mol)相比,两种化合物显示出足够的立体电子要求(QFIT > 81.53)、AaegOBP1 结合位点得分(Score > 42.0)、挥发性和非毒性以及更好的结合自由能值(∆G < -24.13 kcal/mol)。