Fabrication, structural elucidation, theoretical, TD-DFT, vibrational calculation and molecular docking studies of some novel adenine imine chelates for biomedical applications

被引:81
作者
Abu-Dief, Ahmed M. [1 ,2 ]
Alotaibi, Nouf H. [3 ]
Al-Farraj, Eida S. [4 ]
Qasem, Hamza A. [1 ]
Alzahrani, Seraj [1 ]
Mahfouz, Metwally K. [5 ]
Abdou, Aly [2 ]
机构
[1] Taibah Univ, Coll Sci, Chem Dept, POB 344, Madinah, Saudi Arabia
[2] Sohag Univ, Fac Sci, Dept Chem, Sohag 82534, Egypt
[3] King Saud Univ, Coll Sci, Dept Chem, Riyadh 11451, Saudi Arabia
[4] Imam Mohammad Ibn Saud Islamic Univ IMSIU, Coll Sci, Dept Chem, Riyadh 11623, Saudi Arabia
[5] Agr Res Ctr, Anim Hlth Res Inst, Dept Biochem, Sohag Branch, Sohag, Egypt
关键词
Adenine Schiff base ligand; Metal complexes; DFT; Docking; Antimicrobial; Cytotoxicity; Antioxidant; ORBITAL DRIVEN REACTIONS; METAL-COMPLEXES; AB-INITIO; SCHIFF-BASES; ANTIMICROBIAL ACTIVITY; DNA INTERACTION; X-RAY; BINDING; PARAMETERS; ANTIFUNGAL;
D O I
10.1016/j.molliq.2022.119961
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Coordination compounds of Ag(I), Cu(II), Ni(II), Fe(III) and VO (II) ions were synthesized from the ligand 2-(((9H-purin-6-yl)imino)methyl)-4-bromophenol (ABS). Microanalysis, magnetic susceptibility, infrared spectroscopy, ?(m) calculation, and thermal analysis were utilized to inspect the structure of the investi-gated complexes. As per the data collected, the constitution of the 1:1 cation-adenine imine ligand was found for ABSVO, ABSNi, ABSCu, ABSAg and 1:2 for ABSFe complex. The structural formula for the examined compounds was refined using DFT simulations. The DFT/B3LYP approach was used to calculate the energy gaps and other critical theoretical factors. Moreover, the experimental behavior of the described molecules towards Escherichia coli's glucosamine-6-phosphate synthase (PDB ID: 2vf5), Aspergillus flavus' urate oxidase (PDB ID: 3cku), and the breast cancer oxidoreductase receptor site was rationalized using molecular docking (PDB ID: 3HB5). The hydrogen bonding energies of docked specific receptors were estimated and examined. Furthermore, the inspected metal chelates were subjected to in vitro antibacterial, antifungal, antioxidant and cytotoxicity studies. ABSCu complex showed signif-icant cell growth inhibition activity (IC50 = 5.04 +/- 0.07 lg/mL), even higher than the standard anticancer drugs; cisplatin (IC50 = 5.71 +/- 0.55 lg/mL) versus breast carcinoma cells. (C) 2022 Published by Elsevier B.V.
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页数:17
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[1]   Synthesis and spectroscopic characterization of new tetradentate Schiff base and its coordination compounds of NOON donor atoms and their antibacterial and antifungal activity [J].
Abdallah, Sayed M. ;
Zayed, M. A. ;
Mohamed, Gehad G. .
ARABIAN JOURNAL OF CHEMISTRY, 2010, 3 (02) :103-113
[2]   Chemical, physical, and biological properties of Pd(II), V(IV)O, and Ag(I) complexes of N3 tridentate pyridine-based Schiff base ligand [J].
Abdel-Rahman, L. H. ;
Abu-Dief, A. M. ;
Atlam, F. M. ;
Abdel-Mawgoud, A. A. H. ;
Alothman, A. A. ;
Alsalme, A. M. ;
Nafady, A. .
JOURNAL OF COORDINATION CHEMISTRY, 2020, 73 (23) :3150-3173
[3]   Non-Linear Optical Property and Biological Assays of Therapeutic Potentials Under In Vitro Conditions of Pd(II), Ag(I) and Cu(II) Complexes of 5-Diethyl amino-2-({2-[(2-hydroxy-Benzylidene)-amino]-phenylimino}-methyl)-phenol [J].
Abdel-Rahman, Laila H. ;
Adam, Mohamed S. ;
Abu-Dief, Ahmed M. ;
Ahmed, Hanan El-Sayed ;
Nafady, Ayman .
MOLECULES, 2020, 25 (21)
[4]   Development, structural investigation, DNA binding, antimicrobial screening and anticancer activities of two novel quari-dentate VO(II) and Mn (II) mononuclear complexes [J].
Abdel-Rahman, Laila H. ;
Abu-Dief, Ahmed M. ;
Abdel-Mawgoud, Azza A. Hassan .
JOURNAL OF KING SAUD UNIVERSITY SCIENCE, 2019, 31 (01) :52-60
[5]   Three novel Ni(II), VO(II) and Cr(III) mononuclear complexes encompassing potentially tridentate imine ligand: Synthesis, structural characterization, DNA interaction, antimicrobial evaluation and anticancer activity [J].
Abdel-Rahman, Laila H. ;
Abu-Dief, Ahmed M. ;
Basha, Maram ;
Abdel-Mawgoud, Azza A. Hassan .
APPLIED ORGANOMETALLIC CHEMISTRY, 2017, 31 (11)
[6]   DNA interaction, antimicrobial, anticancer activities and molecular docking study of some new VO(II), Cr(III), Mn(II) and Ni(II) mononuclear chelates encompassing quaridentate imine ligand [J].
Abdel-Rahman, Laila H. ;
Abu-Dief, Ahmed M. ;
Aboelez, Moustafa O. ;
Abdel-Mawgoud, Azza A. Hassan .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 2017, 170 :271-285
[7]   Some new nano-sized Fe(II), Cd(II) and Zn(II) Schiff base complexes as precursor for metal oxides: Sonochemical synthesis, characterization, DNA interaction, in vitro antimicrobial and anticancer activities [J].
Abdel-Rahman, Laila H. ;
Abu-Dief, Ahmed M. ;
El-Khatib, Rafat M. ;
Abdel-Fatah, Shimaa Mahdy .
BIOORGANIC CHEMISTRY, 2016, 69 :140-152
[8]   Synthesis, structure elucidation, biological screening, molecular modeling and DNA binding of some Cu(II) chelates incorporating imines derived from amino acids [J].
Abdel-Rahman, Laila H. ;
Abu-Dief, Ahmed M. ;
Ismael, Mohammed ;
Mohamed, Mounir A. A. ;
Hashem, Nahla Ali .
JOURNAL OF MOLECULAR STRUCTURE, 2016, 1103 :232-244
[9]   Seven metal-based bi-dentate NO azocoumarine complexes: Synthesis, physicochemical properties, DFT calculations, drug-likeness, in vitro antimicrobial screening and molecular docking analysis [J].
Abdou, Aly ;
Mostafa, Hassan M. ;
Abdel-Mawgoud, Abdel-Mawgoud M. .
INORGANICA CHIMICA ACTA, 2022, 539
[10]   Synthesis, Structural, Molecular Docking, DFT, Vibrational Spectroscopy, HOMO-LUMO, MEP Exploration, antibacterial and antifungal activity of new Fe(III), Co(II) and Ni(II) hetero-ligand complexes [J].
Abdou, Aly .
JOURNAL OF MOLECULAR STRUCTURE, 2022, 1262