Synthesis, biological activities and docking studies of novel 2,4-dihydroxybenzaldehyde based Schiff base

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• 作者：Shahzad Murtaza ; Aadil Abbas ; Kiran Iftikhar ; Saima Shamim…
• 关键词：Antioxidant ; Antimicrobial ; Enzyme inhibition ; DNA binding ; Molecular docking
• 刊名：Medicinal Chemistry Research
• 出版年：2016
• 出版时间：December 2016
• 年：2016
• 卷：25
• 期：12
• 页码：2860-2871
• 全文大小：983 KB
• 刊物主题：Pharmacology/Toxicology; Biochemistry, general; Cell Biology;
• 出版者：Springer US
• ISSN：1554-8120
• 卷排序：25

文摘

The present study describes the synthesis and characterization of a series of novel Schiff bases derived from 2,4-dihydroxybenzaldehyde. The biological activities of the newly synthesized compounds were examined by investigating their antioxidant, antibacterial, antifungal, enzyme inhibition and DNA interaction potential. The potential of these compounds as an antioxidant was determined by 2,2-diphenylpicrylhydrazyl radical scavenging method. The antibacterial and antifungal activities of these compounds were assayed by the disk diffusion method, while the enzyme inhibition studies were carried out against acetylcholinesterase and butyrylcholinesterase. The aforementioned studies revealed that the newly synthesized Schiff bases can be used as potential inhibitors for cholinesterase. In addition, the molecular docking studies also agreed well with the experimental results with better interaction patterns in the cases of acetylcholinesterase and butyrylcholinesterase. The DNA binding interactions in these synthesized compounds was studied by the UV–Vis absorption titration method and the results of calculated thermodynamic parameters such as binding constant (K) and free energy change (ΔG) were calculated accordingly. Most of these Schiff bases displayed relatively higher positive values for K and larger negative values for ΔG, indicating efficient binding of these Schiff bases with the DNA. During the course of this study, we also carried out the computational analysis for the determination of the mode of binding of these compounds with the DNA structure.