A1 Journal article (refereed)
Spectroscopic, crystal structural, theoretical and biological studies of phenylacetohydrazide Schiff base derivatives and their copper complexes (2020)


El-Medani, S. M., Makhlouf, A. A., Moustafa, H., Afifi, M. A., Haukka, M., & Ramadan, R. M. (2020). Spectroscopic, crystal structural, theoretical and biological studies of phenylacetohydrazide Schiff base derivatives and their copper complexes. Journal of Molecular Structure, 1208, Article 127860. https://doi.org/10.1016/j.molstruc.2020.127860


JYU authors or editors


Publication details

All authors or editors: El-Medani, Samir M.; Makhlouf, Abdelmoneim A.; Moustafa, Hussein; Afifi, Manal A.; Haukka, Matti; Ramadan, Ramadan M.

Journal or series: Journal of Molecular Structure

ISSN: 0022-2860

eISSN: 1872-8014

Publication year: 2020

Volume: 1208

Article number: 127860

Publisher: Elsevier

Publication country: Netherlands

Publication language: English

DOI: https://doi.org/10.1016/j.molstruc.2020.127860

Publication open access: Not open

Publication channel open access:

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/67961


Abstract

Two phenylacetohydrazide Schiff base derivatives: N’-(1-(2-hydroxyphenyl)ethylidene)-2-phenylacetohydrazide, HL1, and N’-((1-hydroxynaphthalen-2-yl)methylene)-2-phenylacetohydrazide, HL2, were synthesized. HL1 dimerizes in presence of HCl, probably via radical mechanism to give (2,2’-((1E)-hydrazine-1,2-diylidenebis(ethan-1-yl-1-ylidene))diphenol (DIM). Thermal reactions of Cu(II) ions with the two Schiff base ligands resulted in formation of the binuclear complexes [(CuL1)2] and [(CuL2)2]. The stoichiometry and structures of the reported compounds were investigated by several spectroscopic and analytical techniques. The structure of the HL1 ligand and its complex [(CuL1)2] as well as the DIM derivative were analyzed by single crystal X-ray analysis. The X-ray analysis revealed the binuclear coordination of the copper complex with the formation of five- and six-membered rings with every ligand. The molecular geometries of the ligands and their copper complexes were investigated using the DFT‐B3LYP/GENECP level of theory. The optimized structures of the studied complexes are consistent with the finding of the X-ray analysis. The quantum, non-quantum global reactivity descriptors and the non-linear optical properties were calculated. Biological studies including, antimicrobial and antioxidant activities of the complexes along with fluorescence quenching studies and viscosity measurements are carried out. The molecular docking of the two ligands and [(CuL2)2] complex is also reported. The different biological studies as well as molecular docking are correlated to each other and supported the fact that the complexes can bind to DNA via intercalative mode and showed a various DNA binding potency.


Keywords: coordination complexes; copper; antioxidants; chemical bonds; x-ray crystallography; density functional theory

Free keywords: copper complexes; X-ray analysis; DFT studies; antioxidant activity; CT-DNA binding; molecular docking


Contributing organizations


Ministry reporting: Yes

Reporting Year: 2020

JUFO rating: 1


Last updated on 2021-07-07 at 21:33