Synthesis, antioxidant activity, molecular docking, drug likeness and DFT studies of 1,2,4-triazole Schiff bases clubbed with heterocyclic moieties using Amberlite IR-4B as a catalyst

IF 1.6 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR
Somaia M. Abdel-Kariem (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Tarik E. Ali (Data curation Formal analysis Investigation Methodology Resources Software Visualization Writing – original draft Writing – review & editing) , Abeer A. H. Bukhari (Formal analysis Methodology Project administration Supervision Writing – review & editing)
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引用次数: 0

Abstract

The need to develop powerful antioxidant agents capable of combating resistant infections without compromising human health has motivated significant research for novel antioxidant compounds. In this study, a series of simple 4-amino-5-methyl-4H-1,2,4-triazole-3-thiol-based Schiff bases were synthesized to investigate their potential as potent antioxidant agents. The methodology involved merging aromatic aldehydes, furan, pyrazole, chromone, and coumarin moieties into a single molecular framework, using Amberlite IR-4B as an acidic catalyst. The structures of compounds 2am were confirmed through various spectroscopic techniques and elemental analysis. Additionally, theoretical studies, including in silico computations using the Swiss ADME server, molecular modeling, and Density Functional Theory (DFT) calculations, provided further evidence of the efficiency and stability of the synthesized compounds. Among the series, compound 2b exhibited the most prominent antioxidant activity (2.25 ± 0.18 µg/mL), outperforming the standard. Moreover, molecular docking studies revealed that the investigated bioactive compounds occupy the same binding cavity as the well-known antioxidant ascorbic acid (ASC).
以Amberlite IR-4B为催化剂的1,2,4-三唑希夫碱的合成、抗氧化活性、分子对接、药物相似性和DFT研究
由于需要开发强大的抗氧化剂,能够在不损害人体健康的情况下对抗耐药感染,因此对新型抗氧化剂化合物进行了大量研究。本研究合成了一系列简单的4-氨基-5-甲基- 4h -1,2,4-三唑-3-硫醇基希夫碱,以研究它们作为有效抗氧化剂的潜力。该方法包括将芳香醛、呋喃、吡唑、色素和香豆素部分合并到一个单一的分子框架中,使用Amberlite IR-4B作为酸性催化剂。化合物2a-m的结构通过各种光谱技术和元素分析得到了证实。此外,理论研究,包括使用瑞士ADME服务器的计算机计算,分子建模和密度泛函理论(DFT)计算,进一步证明了合成化合物的效率和稳定性。其中化合物2b的抗氧化活性最高(2.25±0.18µg/mL),优于标准。此外,分子对接研究表明,所研究的生物活性化合物与众所周知的抗氧化剂抗坏血酸(ASC)具有相同的结合腔。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
CiteScore
2.60
自引率
7.70%
发文量
103
审稿时长
2.1 months
期刊介绍: Phosphorus, Sulfur, and Silicon and the Related Elements is a monthly publication intended to disseminate current trends and novel methods to those working in the broad and interdisciplinary field of heteroatom chemistry.
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