{"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":null,"pages":null},"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.
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.