Cr (III), Fe (III), Co (II) and Cu(II)Metal ions complexes with azo compound derived from 2-hydroxy quinolin synthesis, characterization, thermal study and antioxidant activity

Main Article Content

Adhraa Ghazi Abdulrazzaq
Abbas Ali Salih Al-Hamdani

Abstract

Azo-ligand-(HL)([4-((2-hydroxyquinolin-3-yl)diazenyl)-N-(5-methylisoxazol-3-yl)benzenesulfonamide] ) ,  (2- hydroxy quinolin  derivative),reacts with the next metal ions (Cr (III), Fe (III),Co (II) and Cu(II))  forming stable complexes with unique geometries such as(tetrahedral for bothCo (II) and  Cu (II), octahedral for both Cr (III) and Fe (III)). The creation of such complexes was detected by employing spectroscopic means involving ultraviolet-visible which proved the obtained geometries, Fourier transfer proved the involvement of coordinated water molecule in all complexes besides the pyrolysis (TGA & DSC) studies proved the coordination of water residues with metal ions inside the coordination sphere as well as chlorine atoms. Moreover element-micro-analysis and AAS that gave corresponding outcome with theoretically counting outcome.  Magnetic quantification scan also indicates the unique geometries of complexes. The degradation of reactive oxygen entities for the compounds were estimated toward (DPPH-radical then matched to the standard-natural antioxidant, Gallic acid. The incomes display good radical degradations-activities.The lower IC50 value, the higher antioxidant activity. Depending on this conception, the order of our compounds besides Azo-species-HL is as follows: (G_A<[Co(L)(H2O)Cl]> [Cr(L)(H2O)Cl]> [Fe(L)(H2O)2Cl2]> [Cu(L)(H2O)Cl]).

Article Details

How to Cite
Cr (III), Fe (III), Co (II) and Cu(II)Metal ions complexes with azo compound derived from 2-hydroxy quinolin synthesis, characterization, thermal study and antioxidant activity. (2023). Ibn AL-Haitham Journal For Pure and Applied Sciences, 36(3), 214-230. https://doi.org/10.30526/36.3.3068
Section
Chemistry

How to Cite

Cr (III), Fe (III), Co (II) and Cu(II)Metal ions complexes with azo compound derived from 2-hydroxy quinolin synthesis, characterization, thermal study and antioxidant activity. (2023). Ibn AL-Haitham Journal For Pure and Applied Sciences, 36(3), 214-230. https://doi.org/10.30526/36.3.3068

Publication Dates

References

Snigur, D.V.; Chebotarev, A.N.; Bevziuk, K.V. Acid–base properties of azo dyes in solution studied using spectrophotometry and colorimetry. Journal of Applied Spectroscopy2018, 85(1),21-6.

Li F, Zhang L, Hu C, Xing X, Yan B, Gao Y, Zhou L. Enhanced azo dye decolorization through charge transmission by σ-Sb3+-azo complexes on amorphous Sb2S3 under visible light irradiation. Applied Catalysis B: Environmental2019 1,240,132-40.

Mahmoud, W.H.; Omar, M.M.; Sayed, F.N. Synthesis, spectral characterization, thermal, anticancer and antimicrobial studies of bidentate azo dye metal complexes. Journal of Thermal Analysis and Calorimetry2016,124(2),1071-89.

Ahmad, K; Naseem, H.A.; Parveen, S; Shah, S.S.; Shaheen, S; Ashfaq, A; Jamil, J; Ahmad, M.M.; Ashfaq, M. Synthesis and spectroscopic characterization of medicinal azo derivatives and metal complexes of Indandion. Journal of molecular structure2019 ,15,1198,126885.

Mahmoud, W.H.; Sayed, F.N.; Mohamed, G.G. Synthesis, characterization and in vitro antimicrobial and anti‐breast cancer activity studies of metal complexes of novel pentadentate azo dye ligand. Applied Organometallic Chemistry2016,30(11),959-73.

Mallikarjuna, N.M.; Keshavayya, J; Maliyappa, M.R.; Ali, R.S.; Venkatesh, T. Synthesis, characterization, thermal and biological evaluation of Cu (II), Co (II) and Ni (II) complexes of azo dye ligand containing sulfamethaxazole moiety. Journal of Molecular Structure 2018 , 5,1165,28-36.

El-Bindary, A.A.; Mohamed, G.G.; El-Sonbati, A.Z.; Diab, M.A.; Hassan, W.M.; Morgan, S.M.; Elkholy, A.K. Geometrical structure, potentiometric, molecular docking and thermodynamic studies of azo dye ligand and its metal complexes. Journal of Molecular Liquids 2016 ,1,218,138-49.

Mohammed, H. Synthesis, Identification, and Biological Study for Some Complexes of Azo Dye Having Theophylline. The Scientific World Journal 2021 , 22,2021.

Ispir, E.; Ikiz, M.; Inan, A.; Sünbül, A.B.; Tayhan, S.E.; Bilgin, S.; Köse, M.; Elmastaş, M. Synthesis, structural characterization, electrochemical, photoluminescence, antiproliferative and antioxidant properties of Co (II), Cu (II) and Zn (II) complexes bearing the azo-azomethine ligands. Journal of Molecular Structure2019 , 15,1182,63-71.

El-Zomrawy, A.A. Selective and sensitive spectrophotometric method to determine trace amounts of copper metal ions using Amaranth food dye. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2018 , 5,203,450-4.

Lashanizadegan, M.; Ashari, H.A.; Sarkheil, M.; Anafcheh, M.; Jahangiry, S. New Cu (II), Co (II) and Ni (II) azo-Schiff base complexes: Synthesis, characterization, catalytic oxidation of alkenes and DFT study. Polyhedron 2021 , 15,200,115148.

Kyei, S.K.; Akaranta, O.; Darko, G. Synthesis, characterization and antimicrobial activity of peanut skin extract-azo-compounds. Scientific African 2020 , 1,8, e00406.

Mahdy, A.R.; Ali, O.A.; Serag, W.M.; Fayad, E.; Elshaarawy, R.F.; Gad, E.M. Synthesis, characterization, and biological activity of Co (II) and Zn (II) complexes of imidazoles-based azo-functionalized Schiff bases. Journal of Molecular Structure 2022 , 5,1259,132726.

Kyhoiesh, H.A.; Al-Adilee, K.J. Synthesis, spectral characterization, antimicrobial evaluation studies and cytotoxic activity of some transition metal complexes with tridentate (N, N, O) donor azo dye ligand. Results in Chemistry 2021, 1,3,100245.

Mandour, H.S.; Abouel-Enein, S.A.; Morsi, R.M.; Khorshed, L.A. Azo ligand as new corrosion inhibitor for copper metal: Spectral, thermal studies and electrical conductivity of its novel transition metal complexes. Journal of Molecular Structure2021 , 5,1225,129159.

Mallikarjuna, N.M.; Keshavayya, J. Synthesis, spectroscopic characterization and pharmacological studies on novel sulfamethaxazole based azo dyes. Journal of King Saud University-Science 2020 1,32(1),251-9.

Reda, S.M.; Al-Hamdani, A.A. Synthesis, Characterization, Thermal Analysis and Bioactivity ofSome Transition Metals Complexes with New Azo Ligand. Chemical Methodologies2022, 6(6), 475-493.

Alothman, A.A.; Albaqami, M.D.; Alshgari, R.A. Synthesis, spectral characterization, quantum chemical calculations, thermal studies and biological screening of nitrogen and oxygen donor atoms containing Azo-dye Cu (II), Ni (II) and Co (II) complexes. Journal of Molecular Structure 2021 , 5,1223,128984.

Al-Daffay, R.K.H.; Al-Hamdani, A.A.S. Synthesis, Characterization, and Thermal Analysis of a New Acidicazo Ligand's Metal Complexes. Baghdad Science Journal 2022, 19(3), 121-133.‏

Kadhim, A.A.; Kareem, I.K.; Ali, A.A. Synthesis and Spectral Identification of New Azo-Schiff base Ligand Derivative from Aminobenzylamine and its Novel Metal Complexes with Cu (II), Zn (II) and Cd (II). Annals of the Romanian Society for Cell Biology 2021 ,25,25(6),4596-607.

Mahdi, M.A.; Jasim, L.S.; Mohamed, M.H. Synthesis, Spectral and Biological Studies of Co (II), Ni (II) and Cu (II) Complexes with New Heterocyclic Ligand Derived from Azo-Dye. Pharmaceutical reviews 2021 ,1,12,426-34.

Witwit, I.N.; Farhan, H.M.; Motaweq, Z.Y. Preparation of Mixed ligand Complexes of Heterocyclic Azo Quinoline Ligand and Imidazole Molecule with Some of Divalent Transition Ions and their Biological Activity Against Multi Drug Resistance Pathogenic Bacteria. InJournal of Physics: Conference Series 2021,1,1879 (2), 022064.

Rahman, M.; Haque, T.M.; Sourav, N.S.; Rahman, S.; Yesmin, S.; Mia, R.; Al Noman, A.; Begum, K. Synthesis and investigation of dyeing properties of 8-hydroxyquinoline-based azo dyes. Journal of the Iranian Chemical Society 2021, 18(4),817-26.

El-Seify, F.A.; El-Dossoki, F.I.; Gouda, M.M. Spectrophotometric and conductometric studies of new synthesized azo derived from pyrazole as analytical reagents. Chemical Papers 2021, 75(11),5917-27.

Wannas, N.M.; Al-Hamdani, A.A.S.; Al-Zoubi, W. Spectroscopic characterization for new complexes with 2,2'- (5,5-dimethylcyclohexane-1,3- diylidene)bis(azan-1-yl- 1-ylidene)dibenzoic acid. Journal of physical organic chemistry 2020, 33(11), 1-12.

Sönmez, M.; Sogukomerogullari, H.G.; Öztemel, F.; Berber, İ.Synthesis and biological evaluation of a novel ONS tridentate Schiff base bearing pyrimidine ring and some metal complexes, Medicinal Chemistry Research 2014, 23 (7), 3451–3457.

Abdulrazzaq, A.G.; Al-Hamdani, A.A. Ni2+, Pt4+, Pd2+, and Mn2+ Metal ions Complexes with Azo Derived from Quinolin-2-ol and 3-amino-N-(5-methylisoxazol-3-yl) Benzenesulfonamide: Synthesis, Characterization, Thermal Study, and Antioxidant Activity. Baghdad Science Journal.2023,20 (4), 1-17.

Al-Daffay, R.K.; Al-Hamdani, A.A. Synthesis and Characterization of Some Metals Complexes with New Acidicazo Ligand 4-[(2-Amino-4-Phenylazo)-Methyl]-Cyclohexane Carboxylic Acid. Iraqi Journal of Science2022 ,31,3264-75.

Abdulrazzaq, A.G.; Al-Hamdani, A.A.Some Metal Ions Complexes With Azo [4-((8-hydroxyquinolin-7- yl)-N(4-methylisoxazol-3-yl)benzenesulfonamide] Synthesis, Characterization, Thermal Study and Antioxidant Activity.journal of Medicinal and Chemical Sciences2023,6 (2), 236-249

Al-Daffay, R.K.; Al-Hamdani, A.A. Synthesis, Characterization, and Thermal Analysis of a New Acidicazo Ligand's Metal Complexes. Baghdad Science Journal 2022,19(3),121-33.

Al Zoubi, W.; Vian, Y.J.; Veyan, T.S.; Al-Hamdani, A.A.S.; Suzan, D.A.; Yang, Gon Kim et al. Synthesis and bioactivity studies of novel Schiff bases and their complexes. Journal of physical organic chemistry 2019, e4004, 1-7.

Suleman, V.T.; Al-Hamdani, A.A.S.; Ahmed, S.D.; Jirjees, V.Y.; Khan, M.E.; Adnan, Dib et al. Phosphorus Schiff base ligand and its complexes: Experimental and theoretical investigations. Applied organometallic chemistry 2020, 34(4), 1-16.

Abdulridha, M.Q.; Al-HamdaniA.A. Synthesis, Characterization and Thermal Study of Some New Metal Ions Complexes with a New Azo 2-((2-(1H-Indol-2- yl)ethyl)diazinyl)-5-aminophenol2023, Journal of Medicinal and Chemical Sciences6 (1),121-131

Al Zoubi, W.; Al‐Hamdani, A.A.S.; Susan, D.A.; Hassan, M.B.; Al‐Luhaibi, R.S.A.; Adnan, Dib.; Young, G.K. Synthesis, characterization, and antioxidant activities of imine compounds. Journal of physical organic chemistry2018, e3916, 1-9.

Nakamoto, K. Infrared and Raman Spectra of Inorganic and Coordination Compounds; 5th ed. Wiley-Interscience, New York, 1997; Part A. P. 7-12.

Kareem, M.J.; Al-Hamdani, A.A.S.; Ko, Y.G.; Al Zoubi, W.; Mohammed, S.G. Synthesis, characterization, and determination antioxidant activities for new Schiff base complexes derived from 2-(1H-indol-3-yl)- ethylamine and metal ion complexes. Journal of molecular structure 2021, 1231(5), 1-30.

Kareem, M.J.; Al-Hamdani, A.A.S.; Jirjees,V.Y.; Khan, M.E.; Allaf, A.W.; Al Zoubi, W. Preparation, spectroscopic study of Schiff base derived from dopamine and metal Ni (II), Pd (II), and Pt (IV) complexes, and activity determination as antioxidants. Journal of physical organic chemistry 2020, 34(3), 1-15.

Al Zoubi, W.; Al-Hamdani, A.A.S.; Ko, Y.G. Schiff bases and their complexes: Recent progress in thermal analysis. Separation Science and Technology 2017, 52(6), 1052- 1069.

Hamza, I.S.; Mahmmoud, W.A.; Al-Hamdani, A.A.; Ahmed, S.D.; Allaf, A.W.; Al Zoubi, W. Synthesis, characterization, and bioactivity of several metal complexes of (4-Amino-N-(5-methyl-isaxazol-3-yl)-benzenesulfonamide). Inorganic Chemistry Communications 2022 ,6,109776.

Al Zoubi, W.; Mohamed, S.G.; Al-Hamdani, A.A.S.; Mahendradhany, A.P.; Ko, Y.G. Acyclic and cyclic imines and their metal complexes: recent progress in biomaterials and corrosion applications. RSC advances 2018,8(41), 23294-23318.

Mohamed, W.N.; Al-Hamdani, A.A.S.; Al Zoubi, W.Spectroscopic characterization for new complexes with 2, 2′-(5, 5-dimethylcyclohexane-1, 3-diylidene) bis (azan-1-yl-1-ylidene) dibenzoic acid. Journal of physical organic chemistry 2020,33(11), e4099.

Turan, N.; Buldurun, K.; Adiguzel, R.; Aras, A.; Turkan, F.; Bursal, E. Investigation of spectroscopic, thermal, and biological properties of FeII, CoII, ZnII, and RuII complexes derived from azo dye ligand. Journal of Molecular Structure 2021, 15,1244,130989.