Synthesis, characterization and theoretical studies of nitroxoline azo dye metal complexes and their role in mitigation of rheumatoid arthritis

Abstract In this work, an azo dye ligand of 2,6-dichloroaniline with nitroxoline (CPAQ), and its Zn(II), Cu(II), Cd(II), Ni(II) and Co(II) complexes have been synthesized. The structures of the synthesized compounds have been elucidated applying analytical and spectral tools. According to these resu...

Full description

Saved in:
Bibliographic Details
Main Authors: Hoda A. El-Ghamry, Mohamed Gaber, Mariam S. Napolion, Amira Atta, Tarek M. Mohamed, Nadia A. El‐Wakiel
Format: Article
Language:English
Published: Nature Portfolio 2025-06-01
Series:Scientific Reports
Subjects:
Online Access:https://doi.org/10.1038/s41598-025-06518-4
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1850207170988081152
author Hoda A. El-Ghamry
Mohamed Gaber
Mariam S. Napolion
Amira Atta
Tarek M. Mohamed
Nadia A. El‐Wakiel
author_facet Hoda A. El-Ghamry
Mohamed Gaber
Mariam S. Napolion
Amira Atta
Tarek M. Mohamed
Nadia A. El‐Wakiel
author_sort Hoda A. El-Ghamry
collection DOAJ
description Abstract In this work, an azo dye ligand of 2,6-dichloroaniline with nitroxoline (CPAQ), and its Zn(II), Cu(II), Cd(II), Ni(II) and Co(II) complexes have been synthesized. The structures of the synthesized compounds have been elucidated applying analytical and spectral tools. According to these results, all complexes proved to have a tetrahedral structure, except Ni(II) complex, which has an octahedral geometry. Analytical results also inferred the formation of Co(II) and Ni(II) complexes in the molar ratio 1M:1L and the remaining complexes in 1M:2L molar ratio. For further insight into the complexes’ geometry, bond lengths, bond angles, and electronic characteristics with respect to the organic ligand were assigned in addition to DFT calculations. HOMO and LOMO calculations show the Co(II) complex is more reactive. The interactions of the target compounds with the Mus musculus ADA enzyme structure (PDB ID: 1a4m) were estimated by applying molecular docking studies. The inhibitory effect of the synthesized compounds on adenosine deaminase enzyme (ADA) activity was tested in-vitro, showing the Co(II) to be the most active.
format Article
id doaj-art-a5ea4311ebc84a9b92d81f765a6a7f4c
institution OA Journals
issn 2045-2322
language English
publishDate 2025-06-01
publisher Nature Portfolio
record_format Article
series Scientific Reports
spelling doaj-art-a5ea4311ebc84a9b92d81f765a6a7f4c2025-08-20T02:10:36ZengNature PortfolioScientific Reports2045-23222025-06-0115111910.1038/s41598-025-06518-4Synthesis, characterization and theoretical studies of nitroxoline azo dye metal complexes and their role in mitigation of rheumatoid arthritisHoda A. El-Ghamry0Mohamed Gaber1Mariam S. Napolion2Amira Atta3Tarek M. Mohamed4Nadia A. El‐Wakiel5Chemistry Department, Faculty of Science, Tanta UniversityChemistry Department, Faculty of Science, Tanta UniversityChemistry Department, Faculty of Science, Tanta UniversityBiochemistry Division, Chemistry Department, Faculty of Science, Tanta UniversityBiochemistry Division, Chemistry Department, Faculty of Science, Tanta UniversityChemistry Department, Faculty of Science, Tanta UniversityAbstract In this work, an azo dye ligand of 2,6-dichloroaniline with nitroxoline (CPAQ), and its Zn(II), Cu(II), Cd(II), Ni(II) and Co(II) complexes have been synthesized. The structures of the synthesized compounds have been elucidated applying analytical and spectral tools. According to these results, all complexes proved to have a tetrahedral structure, except Ni(II) complex, which has an octahedral geometry. Analytical results also inferred the formation of Co(II) and Ni(II) complexes in the molar ratio 1M:1L and the remaining complexes in 1M:2L molar ratio. For further insight into the complexes’ geometry, bond lengths, bond angles, and electronic characteristics with respect to the organic ligand were assigned in addition to DFT calculations. HOMO and LOMO calculations show the Co(II) complex is more reactive. The interactions of the target compounds with the Mus musculus ADA enzyme structure (PDB ID: 1a4m) were estimated by applying molecular docking studies. The inhibitory effect of the synthesized compounds on adenosine deaminase enzyme (ADA) activity was tested in-vitro, showing the Co(II) to be the most active.https://doi.org/10.1038/s41598-025-06518-4Nitroxoline2,6-DichloroanilineAzo dyeMetal complexesAdenosine deaminaseRheumatoid arthritis
spellingShingle Hoda A. El-Ghamry
Mohamed Gaber
Mariam S. Napolion
Amira Atta
Tarek M. Mohamed
Nadia A. El‐Wakiel
Synthesis, characterization and theoretical studies of nitroxoline azo dye metal complexes and their role in mitigation of rheumatoid arthritis
Scientific Reports
Nitroxoline
2,6-Dichloroaniline
Azo dye
Metal complexes
Adenosine deaminase
Rheumatoid arthritis
title Synthesis, characterization and theoretical studies of nitroxoline azo dye metal complexes and their role in mitigation of rheumatoid arthritis
title_full Synthesis, characterization and theoretical studies of nitroxoline azo dye metal complexes and their role in mitigation of rheumatoid arthritis
title_fullStr Synthesis, characterization and theoretical studies of nitroxoline azo dye metal complexes and their role in mitigation of rheumatoid arthritis
title_full_unstemmed Synthesis, characterization and theoretical studies of nitroxoline azo dye metal complexes and their role in mitigation of rheumatoid arthritis
title_short Synthesis, characterization and theoretical studies of nitroxoline azo dye metal complexes and their role in mitigation of rheumatoid arthritis
title_sort synthesis characterization and theoretical studies of nitroxoline azo dye metal complexes and their role in mitigation of rheumatoid arthritis
topic Nitroxoline
2,6-Dichloroaniline
Azo dye
Metal complexes
Adenosine deaminase
Rheumatoid arthritis
url https://doi.org/10.1038/s41598-025-06518-4
work_keys_str_mv AT hodaaelghamry synthesischaracterizationandtheoreticalstudiesofnitroxolineazodyemetalcomplexesandtheirroleinmitigationofrheumatoidarthritis
AT mohamedgaber synthesischaracterizationandtheoreticalstudiesofnitroxolineazodyemetalcomplexesandtheirroleinmitigationofrheumatoidarthritis
AT mariamsnapolion synthesischaracterizationandtheoreticalstudiesofnitroxolineazodyemetalcomplexesandtheirroleinmitigationofrheumatoidarthritis
AT amiraatta synthesischaracterizationandtheoreticalstudiesofnitroxolineazodyemetalcomplexesandtheirroleinmitigationofrheumatoidarthritis
AT tarekmmohamed synthesischaracterizationandtheoreticalstudiesofnitroxolineazodyemetalcomplexesandtheirroleinmitigationofrheumatoidarthritis
AT nadiaaelwakiel synthesischaracterizationandtheoreticalstudiesofnitroxolineazodyemetalcomplexesandtheirroleinmitigationofrheumatoidarthritis