Synthesis, characterization, and biological activity of Cu(II) and Co(II) complexes of novel N¹_,N²-bis(4-methyl quinolin-2-yl)benzene-1,2-diamine: CuO and CoO nanoparticles derived from their metal complexes for photocatalytic activity

References

• Nenajdenko, V. Ed. Fluorine in Heterocyclic Chemistry; Springer International Publishing: Berlin, 2014; Vol. 2, Chapter 2.
   Google Scholar
• Prajapati, M. S.; Patel, D. K.; Vekariya, H. R.; Panchal, N. S.; Patel, D. H. Recent Advances in the Synthesis of Quinolines: A Review. RSC Adv. 2014, 4, 24463–24476. DOI: 10.1039/C4RA01814A.
   Web of Science ®Google Scholar
• Atanasova, M.; Ilieva, S.; Galabov, B. QSAR Analysis of 1,4-Dihydro-4-oxo-1-(2-thiazolyl)-1,8-naphthyridines with Anticancer Activity. Eur. J. Med. Chem. 2007, 42, 1184–1192. DOI: 10.1016/j.ejmech.2007.01.029.
   PubMed Web of Science ®Google Scholar
• Naik, S.; Naik, P. P.; Krishnamurthy, G.; Venugopal, N.; Naik, N.; Naik, T. R. R. Synthesis, Characterization, DFT Studies and Biological Activity of Ru(III), La(III) and Ce(III) Triphenylphosphine Complexes Containing 2-Aminothiazole and 2-Aminotriazole. J. Inorg. Organomet. Polym. 2020, 30, 3332–3356. DOI: 10.1007/s10904-020-01492-y.
   Web of Science ®Google Scholar
• Frieden, T. R.; Sterling, T. R.; Munsiff, S. S.; Watt, C. J.; Dye, C. Tuberculosis. Lancet 2003, 362, 887–899. DOI: 10.1016/S0140-6736(03)14333-4.
   PubMed Web of Science ®Google Scholar
• Husain, K.; Abid, M.; Azam, A. Synthesis, Characterization and Antiamoebic Activity of New Indole-3-Carboxaldehyde Thiosemicarbazones and Their Pd(II) Complexes. Eur. J. Med. Chem. 2007, 42, 1300–1308. DOI: 10.1016/j.ejmech.2007.02.012.
   PubMed Web of Science ®Google Scholar
• Venugopal, N.; Krishnamurthy, G.; Bhojya Naik, H. S.; Manohara, J. D. DNA Binding, Molecular Docking and Antimicrobial Evaluation of Novel Azo Dye Ligand and Their Metal Complexes. J. Inorg. Organomet. Polym. 2020, 30, 1443–2608. DOI: 10.1007/s10904-019-01394-8.
   Web of Science ®Google Scholar
• Abu-Dief, A. M.; Nassr, L. A. E.; Iran, J. Tailoring, Physicochemical Characterization, Antibacterial and DNA Binding Mode Studies of Cu(II) Schiff Bases Amino Acid Bioactive Agents Incorporating 5-Bromo-2-hydroxybenzaldehyde. J. Iran. Chem. Soc. 2015, 12, 943–955. DOI: 10.1007/s13738-014-0557-9.
   Web of Science ®Google Scholar
• Abdel-Rahman, L. H.; Ismail, N. M.; Ismael, M.; Abu-Dief, A. M.; Ahmed, E. A. Synthesis, Characterization, DFT Calculations and Biological Studies of Mn(II), Fe(II), Co(II) and Cd(II) Complexes Based on a Tetradentate ONNO Donor Schiff Base Ligand. J. Mol. Struct. 2017, 1134, 851–862. DOI: 10.1016/j.molstruc.2017.01.036.
   Web of Science ®Google Scholar
• Abdel-Rahman, L. H.; Adam, M. S.; Abu-Dief, A. M.; Moustafa, H.; Basha, M.; Aboria, A. S.; Al-Farhan, B. S.; Ahmed, H. E.-S. Synthesis, Theoretical Investigations, Biocidal Screening, DNA Binding, in Vitro Cytotoxicity and Molecular Docking of Novel Cu (II), Pd (II) and Ag (I) complexes of Chlorobenzylidene Schiff Base: Promising Antibiotic and Anticancer Agents. Appl. Organometal. Chem. 2018, 32, e4527. DOI: 10.1002/aoc.4527.
   Web of Science ®Google Scholar
• Abdel-Rahman, L. H.; Abdelhamid, A. A.; Abu-Dief, A. M.; Shehata, M. R.; Bakheet, M. A. Facile Synthesis, X-Ray Structure of New Multi-Substituted Aryl Imidazole Ligand, Biological Screening and DNA Binding of Its Cr(III), Fe(III) and Cu(II) Coordination Compounds as Potential Antibiotic and Anticancer Drugs. J. Mol. Struct. 2020, 1200, 127034. DOI: 10.1016/j.molstruc.2019.127034.
   Web of Science ®Google Scholar
• Venugopal, N.; Krishnamurthy, G.; Bhojyanaik, H. S.; Murali Krishna, P. Synthesis, Spectral Characterization and Biological Studies of Cu (II), Co (II) and Ni (II) Complexes of Azo Dye Ligand Containing 4‒Amino Antipyrine Moiety. J. Mol. Struct. 2019, 1183, 37–51. DOI: 10.1016/j.molstruc.2019.01.031.
   Web of Science ®Google Scholar
• Muruganantham, N.; Sivakumar, R.; Anbalagan, N.; Gunasekaran, V.; Leonard, J. T. Synthesis, Anticonvulsant and Antihypertensive Activities of 8-Substituted Quinoline Derivatives. Biol. Pharm. Bull. 2004, 27, 1683–1687. DOI: 10.1248/bpb.27.1683.
   PubMed Web of Science ®Google Scholar
• Manjuraj, T.; Krishnamurthy, G.; Bodke, Y. D.; Bhojya Naik, H. S. Metal Complexes of Quinolin-8-yl [(5-methoxy-1H-benzimidazol-2-yl)sulfanyl]acetate: Spectral, XRD, Thermal, Cytotoxic, Molecular Docking and Biological Evaluation. J. Mol. Struct. 2017, 1148, 231–237. DOI: 10.1016/j.molstruc.2017.07.020.
   Web of Science ®Google Scholar
• Mandewale, M. C.; Thorat, B.; Nivid, Y.; Jadhav, R.; Nagarsekar, A.; Yamgar, R.Synthesis, Structural Studies and Antituberculosis Evaluation of New Hydrazone Derivatives of Quinoline and their Zn(II) Complexes J. Sud. Chem. Soc. 2018, 22, 218–228. DOI: 10.1016/j.jscs.2016.04.003.
   Web of Science ®Google Scholar
• Tabatabaeian, K.; Shojaei, A. F.; Shirini, F.; Hejazi, S. Z.; Rassa, M. A Green Multicomponent Synthesis of Bioactive Pyrimido[4,5-b]Quinoline Derivatives as Antibacterial Agents in Water Catalyzed by RuCl3·xH2O. Chin. Chem. Lett. 2014, 25, 308–312. DOI: 10.1016/j.cclet.2013.10.021.
   Web of Science ®Google Scholar
• Siddiqi, Z. A.; Khalid, M.; Kumar, S.; Shahid, M.; Noor, S. Antimicrobial and SOD Activities of Novel Transition Metal Complexes of Pyridine-2,6-Dicarboxylic Acid Containing 4-Picoline as Auxiliary Ligand. Eur. J. Med. Chem. 2010, 45, 264–269. DOI: 10.1016/j.ejmech.2009.10.005.
   PubMed Web of Science ®Google Scholar
• Venugopal, N.; Krishnamurthy, G.; Bhojyanaik, H. S.; Giridhar, M. Novel Bioactive Azo-Azomethine Based Cu (II), Co (II) and Ni(II) Complexes, Structural Determination and Biological Activity. J. Mol. Struct. 2019, 1191, 85–94. DOI: 10.1016/j.molstruc.2019.04.022.
   Web of Science ®Google Scholar
• Gómez-Saiz, P.; García-Tojal, J.; Mendia, A.; Donnadieu, B.; Lezama, L.; Pizarro, J. L.; Arriortua, M. I.; Rojo, T. Coordination Modes in a Tridentate NNS (Thiosemicarbazonato)Copper(II) System Containing Oxygen-Donor Coligands − Structures of [{Cu(L)(X)}2] (X = Formato, Propionato, Nitrito). Eur. J. Inorg. Chem. 2003, 2003, 518–2132. DOI: 10.1002/ejic.200390074.
   Google Scholar
• Kandile, N. G.; Mohamed, M. I.; Ismaeel, H. M. Antiproliferative Effects of Metal Complexes of New Isatin Hydrazones against HCT116, MCF7 and HELA Tumour Cell Lines. J Enzyme Inhib. Med. Chem. 2012, 27, 330–338. DOI: 10.3109/14756366.2011.588950.
   PubMed Web of Science ®Google Scholar
• Zou, B.-Q.; Lu, X.; Qin, Q.-P.; Bai, Y.-X.; Zhang, Y.; Wang, M.; Liu, a. Y.-C.; Chen, a. Z.-F.; Liang, H. Three Novel Transition Metal Complexes of 6-Methyl-2-oxo-quinoline-3-carbaldehyde Thiosemicarbazone: Synthesis, Crystal Structure, Cytotoxicity, and Mechanism of Action. RSC Adv. 2017, 7, 17923–17933. DOI: 10.1039/C7RA00826K.
   Web of Science ®Google Scholar
• Aly, H. M.; Moustafa, M. E.; Nassar, M. Y.; Abdelrahman, E. A. Synthesis and Characterization of Novel Cu (II) Complexes with 3-Substituted-4-Amino-5-Mercapto-1,2,4-triazole Schiff Bases: A New Route to CuO Nanoparticles. J. Mol. Struct. 2015, 1086, 223–231. DOI: 10.1016/j.molstruc.2015.01.017.
   Web of Science ®Google Scholar
• Abu-Dief, A. M.; Mohamed, W. S. α-Bi2O3 Nanorods: Synthesis, Characterization and UV-Photocatalytic Activity. Mater. Res. Express 2017, 4, 035039. DOI: 10.1088/2053-1591/aa6712.
   Web of Science ®Google Scholar
• Mohamed, W. S.; Abu-Dief, A. M. Synthesis, Characterization and Photocatalysis Enhancement of Eu2O3-ZnO Mixed Oxide Nanoparticles. J. Phys. Chem. Solids 2018, 116, 375–385. DOI: 10.1016/j.jpcs.2018.02.008.
   Web of Science ®Google Scholar
• Abu-Dief, A. M. Development of Metal Oxide Nanoparticles as Semiconductors. J. Nanotechnol. Nanomaterials 2020, 1, 5–10. DOI: 10.33696/Nanotechnol.1.002.
   Google Scholar
• Wang, X. W.; Zheng, D. L.; Yang, P. Z.; Wang, X. E.; Zhu, Q. Q.; Ma, P. F.; Sun, L. Y. Preparation and Electrochemical Properties of NiO-Co3O4 Composite as Electrode Materials for Supercapacitors. Chem. Phys. Lett. 2017, 667, 260–266. DOI: 10.1016/j.cplett.2016.10.079.
   Web of Science ®Google Scholar
• Linda, T.; Muthupoongodi, S.; Shajan, X. S.; Balakumar, S. Fabrication and Characterization of Chitosan Templated CdO/NiO Nano Composite for Dye Degradation. Int. J. Light. Elec. Optic 2016, 127, 8287–8293. DOI: 10.1016/j.ijleo.2016.06.025.
   Web of Science ®Google Scholar
• Singh, S. A.; Vemparala, B.; Madras, G. Adsorption Kinetics of Dyes and Their Mixtures with Co3O4–ZrO2 Composites. J. Environ. Chem. Eng. 2015, 3, 2684–2696. DOI: 10.1016/j.jece.2015.09.029.
   Web of Science ®Google Scholar
• Li, Y.; Keith, K.; Chopra, N. Structural and Morphological Evolution of Free-Standing Co3O4 Nanowires via Water Vapor-Assisted Thermal Oxidation of Co Foil. J. Alloy. Compd. 2017, 703, 414–423. DOI: 10.1016/j.jallcom.2017.02.004.
   Web of Science ®Google Scholar
• Sun, H.; Zhu, W. Co3O4 Mirobelts: Preparation with the Electrospinning Technique and Its Investigation in Peroxidase-like Activity. Appl. Surf. Sci. 2017, 399, 298–304. DOI: 10.1016/j.apsusc.2016.12.067.
   Web of Science ®Google Scholar
• Abdel-Rahman, L. H.; El-Khatib, R. M.; Nassr, L. A. E.; Abu- Dief, A. M.; Ismael, M.; Seleem, A. A. Metal Based Pharmacologically Active Agents: Synthesis, Structural Characterization, Molecular Modeling, CT-DNA Binding Studies and In Vitro Antimicrobial Screening of Iron(II) Bromosalicylidene Amino Acid Chelates. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2014, 117, 366–378. DOI: 10.1016/j.saa.2013.07.056.
   PubMed Web of Science ®Google Scholar
• Abdel-Rahman, L. H.; Abu-Dief, A. M.; El-Khatib, R. M.; Abdel- Fatah, S. M. Sonochemical Synthesis, DNA Binding, Antimicrobial Evaluation and in Vitro Anticancer Activity of Three New Nano-Sized Cu(II), Co(II) and Ni(II) Chelates Based on Tri-dentate NOO Imine Ligands as Precursors for Metal Oxides. J. Photochem. Photobiol. B Biol. 2016, 162, 298–308. DOI: 10.1016/j.jphotobiol.2016.06.052.
   PubMed Web of Science ®Google Scholar
• A.; Rahman, L. H.; Abu-Dief, A. M.; Moustafa, H.; Hamdan, S. K. Ni(II) and Cu(II) Complexes with ONNO Asymmetric Tetradentate Schiff Base Ligand: synthesis, Spectroscopic Characterization, Theoretical Calculations, DNA Interaction and Antimicrobial Studies. Appl. Organometal. Chem. 2017, 31, e3555. DOI: 10.1002/aoc.3555.
   Web of Science ®Google Scholar
• Geary, W. The Use of Conductivity Measurements in Organic Solvents for the Characterisation of Coordination Compounds. Coord. Chem. Rev. 1971, 7, 81–122. DOI: 10.1016/S0010-8545(00)80009-0.
   Web of Science ®Google Scholar
• Abu‐Dief, A. M.; El‐Sagher, H. M.; Shehata, M. R. Fabrication, Spectroscopic Characterization, Calf Thymus DNA Binding Investigation, Antioxidant and Anticancer Activities of Some Antibiotic Azomethine Cu(II), Pd(II), Zn(II) and Cr(III) Complexes. Appl. Organometal. Chem. 2019, 33, e4943. DOI: 10.1002/aoc.4943.
   Web of Science ®Google Scholar
• Nakamoto, K. Infrared and Raman Spectra of Inorganic and Coordination Compounds: Part A: Theory and Applications in Inorganic Chemistry, Handbook of Vibrational Spectroscopy 6th ed.; John Wiley & Sons, Ltd, 2006. DOI: 10.1002/9780470027325.s4104
   Google Scholar
• Lever, A. B. P. Inorganic Electronic Spectroscopy, 2nd ed.; Elsevier, New York, 1968.
   Google Scholar
• Manickam, M.; Prasad, K. J. R. Chemo- and Regioselective Modification of D,L-phenylalanine with α-cyanoacetylenic Alcohols in Water. ARKIVOC 2011, 9, 289–307.
   Google Scholar
• Jithendra Kumara, K. S.; Krishnamurthy, G.; Kumar, N. S.; Naik, N.; Praveen, T. M. Sustainable Synthesis of Magnetically Separable SiO2/Co@Fe2O4 Nanocomposite and Its Catalytic Applications for the Benzimidazole Synthesis. J. Magn. Magn. Mater. 2018, 451, 808–821. DOI: 10.1016/j.jmmm.2017.10.125.
   Web of Science ®Google Scholar
• Jithendra Kumara, K. S.; Krishnamurthy, G.; Kumara Swamy, B. E.; Shashi Kumar, N. D.; Naik, S.; Krishna, B. S.; Naik, N. Terephthalic Acid Derived Ligand-Stabilized Palladium Nanocomposite Catalyst for Heck Coupling Reaction: Without Surface-Modified Heterogeneous Catalyst. Appl. Organometal. Chem. 2017, 31, e3549. DOI: 10.1002/aoc.3549.
   Web of Science ®Google Scholar
• Madhukara Naik, M.; Bhojya Naik, H. S.; Nagaraju, G.; Vinuth, M.; Raja Naika, H.; Vinu, K. Green Synthesis of Zinc Ferrite Nanoparticles in Limonia Acidissima Juice: Characterization and Their Application as Photocatalytic and Antibacterial Activities. Microchem. J. 2019, 146, 1227–1235. DOI: 10.1016/j.microc.2019.02.059.
   Web of Science ®Google Scholar
• Giridhar, M.; Bhojya Naik, H. S.; Sudhamani, C. N.; Prabakara, M. C.; Kenchappa, R.; Venugopal, N.; Patil, S. Microwave-Assisted Synthesis of Water-Soluble Styrylpyridinedye-Capped Zinc Oxide Nanoparticles for Antibacterial Applications, J. Chin. Chem. Soc. 2020, 67, 316-323. DOI: 10.1002/jccs.201900029.
   Web of Science ®Google Scholar
• Rashmi, S. K.; Bhojya Naik, H. S.; Jayadevappa, H.; Viswanath, R.; Patil, S. B.; Naik, M. M. Solar Light Responsive Sm-Zn Ferrite Nanoparticle as Efficient Photocatalyst. Mater. Sci. Eng. B 2017, 225, 86–97. DOI: 10.1016/j.mseb.2017.08.012.
   Web of Science ®Google Scholar
• Patil, S. B.; Bhojya Naik, H. S.; Nagaraju, G.; Viswanath, R.; Rashmi, S. K.; Vijay Kumar, M. Sugarcane Juice Mediated Eco-Friendly Synthesis of Visible Light Active Zinc Ferrite Nanoparticles: Application to Degradation of Mixed Dyes and Antibacterial Activities. Mater. Chem. Phys. 2018, 212, 351–362. DOI: 10.1016/j.matchemphys.2018.03.038.
   Web of Science ®Google Scholar
• Patil, B. S.; Patil Basavarajappa, S.; Ganganagappa, N.; Jyothi, M. S.; Raghu, A. V.; Reddy, K. R. Recent Advances in Non-Metals-Doped TiO2 Nanostructured Photocatalysts for Visible-Light Driven Hydrogen Production, CO2 Reduction and Air Purification. Int. J. Hydrogen Energy 2019, 44, 13022–13039. DOI: 10.1016/j.ijhydene.2019.03.164.
   Web of Science ®Google Scholar
• Nassar, M. Y.; Mohamed, T. Y.; Ahmed, I. S. One-Pot Solvothermal Synthesis of Novel Cobalt Salicylaldimine–Urea Complexes: A New Approach to Co3O4 Nanoparticles. J. Mol. Struct. 2013, 1050, 81–87. DOI: 10.1016/j.molstruc.2013.07.027.
   Web of Science ®Google Scholar
• Abdel-Rahman, L. H.; Abu-Dief, A. M.; Hassan Abdel-Mawgoud, A. A. Development, Structural Investigation, DNA Binding, Antimicrobial Screening and Anticancer Activities of Two Novel Quari-dentate VO(II) and Mn (II) Mononuclear Complexes. J. King Saud Univ. Sci. 2019, 31, 52–60. DOI: 10.1016/j.jksus.2017.05.011.
   Web of Science ®Google Scholar
• Abdel-Rahman, L. H.; Abu-Dief, A. M.; Aboelez, M. O.; Abdel-Mawgoud, A. A. H. J. Photochem. Photobiol. B 2017, 27, 170.
   Google Scholar
• Thimmaiah, K. N.; Lloyd, W. D.; Chandrappa, G. T. Stereochemistry and Fungitoxicity of Complexes of p-Anisaldehydethiosemicarbazone with Mn(II), Fe(II), Co(II) and Ni(II). Inorg. Chim. Acta 1985, 106, 81–83. DOI: 10.1016/S0020-1693(00)82252-5.
   Web of Science ®Google Scholar