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潜在的偶氮-8-羟基喹啉衍生物作为阿尔茨海默病的多靶点先导候选物:单胺氧化酶和胆碱酯酶抑制剂的深入计算机模拟研究

Potential Azo-8-hydroxyquinoline derivatives as multi-target lead candidates for Alzheimer's disease: An in-depth in silico study of monoamine oxidase and cholinesterase inhibitors.

作者信息

Guerguer Fatima Zahra, Rossafi Bouchra, Abchir Oussama, Raouf Yasir S, Albalushi Dhabya Bakhit, Samadi Abdelouahid, Chtita Samir

机构信息

Laboratory of Analytical and Molecular Chemistry, Faculty of Sciences Ben M'Sik, Hassan II University of Casablanca, Casablanca, Morocco.

Department of Chemistry, College of Science, United Arab Emirates University, Al Ain, United Arab Emirates.

出版信息

PLoS One. 2025 Jan 30;20(1):e0317261. doi: 10.1371/journal.pone.0317261. eCollection 2025.

DOI:10.1371/journal.pone.0317261
PMID:39883631
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11781659/
Abstract

Cognitive dysfunction in Alzheimer's disease results from a complex interplay of various pathological processes, including the dysregulation of key enzymes such as acetylcholinesterase (AChE), butyrylcholinesterase (BuChE), and monoamine oxidase B (MAO-B). This study proposes and designs a series of novel molecules derived from 8-hydroxyquinoline (Azo-8HQ) as potential multi-target lead candidates for treating AD. An exhaustive in silico analysis was conducted, encompassing docking studies, ADMET analysis, density functional theory (DFT) studies, molecular dynamics simulations, and subsequent MM-GBSA calculations to examine the pharmacological potential of these molecules with the specific targets of interest. Out of the 63 Azo-8HQ derivatives analysed, two molecules, 14c and 17c, demonstrated strong affinities for AChE, BuChE, and MAO-B, along with favourable pharmacokinetic profiles and electronic properties. Molecular dynamics simulations confirmed the stability of these molecules within the active sites of the targets, and MM-GBSA calculations revealed low binding energies, indicating robust interactions. These findings identify molecules 14c and 17c as promising multi-target candidates for the treatment of AD, based on an in-depth computational study aimed at minimizing drug development costs and time. Future work will include the synthesis of these molecules followed by in-depth in vitro and in vivo testing to validate their potential therapeutic efficacy.

摘要

阿尔茨海默病中的认知功能障碍是由多种病理过程的复杂相互作用引起的,包括关键酶如乙酰胆碱酯酶(AChE)、丁酰胆碱酯酶(BuChE)和单胺氧化酶B(MAO-B)的失调。本研究提出并设计了一系列源自8-羟基喹啉的新型分子(Azo-8HQ),作为治疗AD的潜在多靶点先导候选物。进行了详尽的计算机模拟分析,包括对接研究、ADMET分析、密度泛函理论(DFT)研究、分子动力学模拟以及随后的MM-GBSA计算,以研究这些分子与感兴趣的特定靶点的药理潜力。在所分析的63种Azo-8HQ衍生物中,两种分子14c和17c对AChE、BuChE和MAO-B表现出强烈的亲和力,同时具有良好的药代动力学特征和电子性质。分子动力学模拟证实了这些分子在靶点活性位点内的稳定性,MM-GBSA计算显示出低结合能,表明存在强相互作用。基于旨在最小化药物开发成本和时间的深入计算研究,这些发现确定分子14c和17c是治疗AD的有前景的多靶点候选物。未来的工作将包括合成这些分子,随后进行深入的体外和体内测试,以验证它们的潜在治疗效果。

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