新型中间体--4-(5-(4-(辛氧基)苯基)-1,2,4-恶二唑-3-基)苯甲酸甲酯的结构、CSD、分子对接、分子动力学和 Hirshfeld 表面分析。

IF 4.3 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
ACS Omega Pub Date : 2025-01-28 eCollection Date: 2025-02-11 DOI:10.1021/acsomega.4c06520
Pooja Mohandas, Abdul Ajees Abdul Salam, Thripthi Nagesh Shenoy, Srinivasulu Maddasani, Santanu Kumar Pal, Channabasaveshwar V Yelamaggad
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引用次数: 0

摘要

1,2,4-恶二唑因其特殊的物理、化学和药代动力学性质而被广泛认可,使其成为各种治疗应用的有希望的候选者。这些包括治疗囊性纤维化、杜氏肌营养不良症、阿尔茨海默病,以及广泛的其他治疗干预措施,如抗结核、抗癌、抗生素、抗炎和抗惊厥活动。在本研究中,采用缓慢蒸发技术生长了一种新的1,2,4-恶二唑衍生物甲基-4-(5-(4-(辛基)苯基)-1,2,4-恶二唑-3-基)苯甲酯单晶。用x射线衍射分析对化合物进行了结构解析,证实了化合物在三斜体系中的晶体结构。分析结果显示,该分子的键长与剑桥结构数据库(Cambridge Structural Database, CSD)的平均键长高度一致,具有较高的分子结构精度。详细的CSD研究确定了苯辛基部分的九个主要构型,强调了该化合物的结构多样性。Hirshfeld表面分析强调了C-H··O和C-H··π相互作用的优势,色散能在稳定晶格中起关键作用。对关键微生物靶点的对接研究,特别是大肠杆菌FabH,显示出优越的结合能,表明显著的抗菌潜力。综合的结构和计算分析强调了合成的1,2,4-恶二唑衍生物的潜力,它可能是抗菌药物开发的有前途的候选者之一。未来的体外和体内研究将支持优化衍生物以增强疗效,并进一步阐明其药理机制,为潜在的临床应用铺平道路。本研究不仅揭示了一种新型1,2,4-恶二唑衍生物的结构和功能特性,而且突出了其在抗菌药物发现中的重要作用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Structural, CSD, Molecular Docking, Molecular Dynamics, and Hirshfeld Surface Analysis of a New Mesogen, Methyl-4-(5-(4-(octyloxy)phenyl)-1,2,4-oxadiazol-3-yl)benzoate.

1,2,4-Oxadiazoles are well recognized for their exceptional physical, chemical, and pharmacokinetic properties, making them promising candidates for various therapeutic applications. These include treatments for cystic fibrosis, Duchenne muscular dystrophy, Alzheimer's disease, and a broad spectrum of other therapeutic interventions such as antituberculosis, anticancer, antibiotic, anti-inflammatory, and anticonvulsant activities. In this study, single crystals of a novel 1,2,4-oxadiazole derivative, methyl-4-(5-(4-(octyloxy)phenyl)-1,2,4-oxadiazol-3-yl)benzoate, were grown by a slow evaporation technique. The structural elucidation was performed using X-ray diffraction analysis, confirming the compound's crystalline structure in the triclinic system. The analysis revealed a linear conformation with bond lengths closely aligned with Cambridge Structural Database (CSD) averages, signifying high precision in the molecular structure. A detailed CSD study identified nine principal configurations of the phenyl octyloxy moiety, underscoring the structural diversity of the compound. Hirshfeld surface analysis highlighted the predominance of C-H···O and C-H···π interactions, with dispersion energy playing a critical role in stabilizing the crystal lattice. Docking studies against key microbial targets, particularly E. coli FabH, demonstrated superior binding energies, suggesting significant antimicrobial potential. The comprehensive suite of structural and computational analyses underscores the potential of the synthesized 1,2,4-oxadiazole derivative, which may be one of the promising candidates for antimicrobial drug development. Future in vitro, in vivo studies will be supportive in optimizing the derivative for enhanced efficacy and further elucidating its pharmacological mechanisms, paving the way for potential clinical applications. This study not only provides insights into the structural and functional properties of a novel 1,2,4-oxadiazole derivative but also highlights its promising role in antimicrobial drug discovery.

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来源期刊
ACS Omega
ACS Omega Chemical Engineering-General Chemical Engineering
CiteScore
6.60
自引率
4.90%
发文量
3945
审稿时长
2.4 months
期刊介绍: ACS Omega is an open-access global publication for scientific articles that describe new findings in chemistry and interfacing areas of science, without any perceived evaluation of immediate impact.
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