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Cashew nutshell liquid catalyzed green chemistry approach for synthesis of a Schiff base and its divalent metal complexes: molecular docking and DNA reactivity
Nucleosides, Nucleotides & Nucleic Acids ( IF 1.1 ) Pub Date : 2021-01-06 , DOI: 10.1080/15257770.2020.1868502
G. T. Vidyavathi 1 , B. Vinay Kumar 1 , T. Aravinda 2 , U. Hani 3
Affiliation  

Cashew Nut Shell Liquid (CNSL) anacardic acid was used, for the first time, as a green and natural effective catalyst for the synthesis of a quinoline based amino acid Schiff base ligand from the condensation of 2-hydroxyquinoline-3-carbaldehyde with l-tryptophan via solvent-free simple physical grinding technique. The use of the nontoxic CNSL natural catalyst has many benefits over toxic reagents and the desired product was obtained in high yield in a short reaction time. The procedure employed is simple and does not involve column chromatography. Moreover, a series of metal(II) complexes (metal = iron(II), cobalt(II), nickel(II), and copper(II)) supported by the synthesized new quinoline based amino acid Schiff base ligand (L) has been designed and the compositions of the metal(II) complexes were examined by various analytical techniques. The findings imply that the 2-hydroxyquinoline-3-carbaldehyde amino acid Schiff base (L) serves as a dibasic tridentate ONO ligand and synchronizes with the metal(II) in octahedral geometry in accordance with the general formula [M(LH)2]. Molecular docking study of the metal(II) complexes with B-DNA dodecamer has revealed good binding energy. The conductivity parameters in DMSO suggest the existence of nonelectrolyte species. The interaction of these metal complexes with CT-DNA has shown strong binding via an intercalative mode with a different pattern of DNA binding, while UV-visible photo-induced molecular cleavage analysis against plasmid DNA using agarose gel electrophoresis has revealed that the metal complexes exhibit photo induced nuclease activity.

中文翻译:

腰果壳液体催化合成希夫碱及其二价金属配合物的绿色化学方法:分子对接和 DNA 反应性

腰果壳油 (CNSL) 漆树酸首次被用作绿色天然有效催化剂,用于通过 2-羟基喹啉-3-甲醛与 l-缩合合成喹啉基氨基酸希夫碱配体。色氨酸通过无溶剂简单物理研磨技术。与有毒试剂相比,使用无毒 CNSL 天然催化剂具有许多优点,并且可以在较短的反应时间内以高产率获得所需产物。采用的程序很简单,不涉及柱层析。此外,由合成的新型喹啉基氨基酸席夫碱配体(L)支持的一系列金属(II)配合物(金属=铁(II)、钴(II)、镍(II)和铜(II))具有设计并通过各种分析技术检查金属(II)配合物的组成。研究结果表明,2-羟基喹啉-3-甲醛氨基酸席夫碱 (L) 作为二元三齿 ONO 配体,并根据通式 [M(LH)2] 在八面体几何中与金属 (II) 同步. 金属 (II) 配合物与 B-DNA 十二聚体的分子对接研究显示出良好的结合能。DMSO 中的电导率参数表明存在非电解质物质。这些金属配合物与 CT-DNA 的相互作用通过具有不同 DNA 结合模式的嵌入模式显示出强结合,而使用琼脂糖凝胶电泳对质粒 DNA 进行的紫外可见光诱导分子裂解分析表明金属配合物表现出光诱导核酸酶活性。
更新日期:2021-01-06
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