Synthesis, structural characterization of phenoxo-bridged zinc(II) complexes and their binding interaction with the spike protein of SARS-CoV-2

IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR
{"title":"Synthesis, structural characterization of phenoxo-bridged zinc(II) complexes and their binding interaction with the spike protein of SARS-CoV-2","authors":"","doi":"10.1080/10426507.2024.2354748","DOIUrl":null,"url":null,"abstract":"<div><p>The research article reports the synthesis and structural study of the optimized geometry of selenium (Se) bearing 24- and 28- membered macrocyclic Schiff bases, <strong>L a H 2</strong>, <strong>L b H 2</strong> and their reactions with zinc metal ion. The reactions of the macrocyclic Schiff bases with ZnCl<sub>2</sub> in 1:2 molar ratios result in the formation of bimetallic Zn(II) complexes having molecular composition [Se{(CH<sub>2</sub>)<sub>2</sub>N = CPh(4-CH<sub>3</sub>-C<sub>6</sub>H<sub>2</sub>O) PhC = O}<sub>2</sub> · Zn<sub>2</sub>Cl<sub>2</sub>], (<strong>1</strong>) and [Se{(CH<sub>2</sub>)<sub>3</sub>N = CPh(4-CH<sub>3</sub>-C<sub>6</sub>H<sub>2</sub>O)PhC = O}<sub>2</sub> · Zn<sub>2</sub>Cl<sub>2</sub>], (<strong>2</strong>). Moreover, as confirmed by various physico-chemical techniques such as elemental analysis, UV–Vis, FTIR,<sup>1</sup>H NMR, and mass spectrometry, the proligands underwent partial hydrolytic cleavage at one of the C = N positions and behave like hexadentate (N<sub>2</sub>O<sub>4</sub>) ligands binding to two Zn(II) ions <em>via</em> bridging through the O<sub>phenolic</sub> atoms, which results in a square pyramidal geometry around Zn(II) with the chlorine atom occupying axial positions. Further, following density functional study, the stable optimized configuration of the Schiff bases <strong>L a H 2</strong> and <strong>L b H 2</strong> is found to adopt bowl shape geometry. Conversely, in molecular docking studies, the synthesized complex <strong>1</strong> exhibits a significantly stronger binding affinity (−8.7 kcal/mol) to the spike protein of Severe Acute Respiratory Syndrome Coronavirus 2 (SARS-CoV-2) as compared to the common coronavirus disease 2019 (COVID-19) treatment drugs such as chloroquine, hydroxychloroquine, and remdesivir with activity percentage showing more than 20% overall effectiveness than remdesivir and thus indicating its potential for COVID-19 therapeutics.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 5","pages":"Pages 406-419"},"PeriodicalIF":1.4000,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phosphorus, Sulfur, and Silicon and the Related Elements","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1042650724000212","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
引用次数: 0

Abstract

The research article reports the synthesis and structural study of the optimized geometry of selenium (Se) bearing 24- and 28- membered macrocyclic Schiff bases, L a H 2, L b H 2 and their reactions with zinc metal ion. The reactions of the macrocyclic Schiff bases with ZnCl2 in 1:2 molar ratios result in the formation of bimetallic Zn(II) complexes having molecular composition [Se{(CH2)2N = CPh(4-CH3-C6H2O) PhC = O}2 · Zn2Cl2], (1) and [Se{(CH2)3N = CPh(4-CH3-C6H2O)PhC = O}2 · Zn2Cl2], (2). Moreover, as confirmed by various physico-chemical techniques such as elemental analysis, UV–Vis, FTIR,1H NMR, and mass spectrometry, the proligands underwent partial hydrolytic cleavage at one of the C = N positions and behave like hexadentate (N2O4) ligands binding to two Zn(II) ions via bridging through the Ophenolic atoms, which results in a square pyramidal geometry around Zn(II) with the chlorine atom occupying axial positions. Further, following density functional study, the stable optimized configuration of the Schiff bases L a H 2 and L b H 2 is found to adopt bowl shape geometry. Conversely, in molecular docking studies, the synthesized complex 1 exhibits a significantly stronger binding affinity (−8.7 kcal/mol) to the spike protein of Severe Acute Respiratory Syndrome Coronavirus 2 (SARS-CoV-2) as compared to the common coronavirus disease 2019 (COVID-19) treatment drugs such as chloroquine, hydroxychloroquine, and remdesivir with activity percentage showing more than 20% overall effectiveness than remdesivir and thus indicating its potential for COVID-19 therapeutics.

苯氧基桥接锌(II)复合物的合成、结构特征及其与 SARS-CoV-2 穗状病毒蛋白的结合相互作用
这篇研究文章报道了含硒(Se)的 24 和 28 分子大环席夫碱基 LaH2 和 LbH2 的合成和结构优化研究,以及它们与...
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
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.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信