Synthesis, spectral, magnetic, DFT calculations, antimicrobial studies and phenoxazinone synthase biomimetic catalytic activity of new binary and ternary Cu(II), Ni(II) and Co(II) complexes of a tridentate ONO hydrazone ligand

References

• Bera, P.; Brandão, P.; Mondal, G.; Jana, H.; Jana, A.; Santra, A.; Bera, P. Synthesis of a New Pyridinyl Thiazole Ligand with Hydrazone Moiety and Its Cobalt(III) Complex: X-Ray Crystallography, in Vitro Evaluation of Antibacterial Activity. Polyhedron 2017, 134, 230–237. DOI: 10.1016/j.poly.2017.06.024.
   Web of Science ®Google Scholar
• Bakale, R. P.; Naik, G. N.; Machakanur, S. S.; Mangannavar, C. V.; Muchchandi, I. S.; Gudasi, K. B. Structural Characterization and Antimicrobial Activities of Transition Metal Complexes of a Hydrazone Ligand. J. Mol. Struct. 2018, 1154, 92–99. DOI: 10.1016/j.molstruc.2017.10.035.
   Web of Science ®Google Scholar
• Kumar, S. S.; Biju, S.; Sadasivan, V. Synthesis, Structure Characterization and Biological Studies on a New Aromatic Hydrazone, 5-(2-(1,5-Dimethyl-3-Oxo-2-Phenyl-2,3-Dihydro-1H-Pyrazol-4-Yl)Hydrazono)-2,2-Dimethyl-1,3-Dioxane-4,6-Dione, and Its Transition Metal Complexes. J. Mol. Struct. 2018, 1156, 201–209. DOI: 10.1016/j.molstruc.2017.11.057.
   Web of Science ®Google Scholar
• Sathyadevi, P.; Krishnamoorthy, P.; Alagesan, M.; Thanigaimani, K.; Muthiah, P. T.; Dharmaraj, N. Synthesis, Crystal Structure, Electrochemistry and Studies on Protein Binding, Antioxidant and Biocidal Activities of Ni(II) and Co(II) Hydrazone Complexes. Polyhedron 2012, 31, 294–306. DOI: 10.1016/j.poly.2011.09.021.
   Web of Science ®Google Scholar
• Singh, Y. P.; Patel, R. N.; Singh, Y.; Butcher, R. J.; Vishakarma, P. K.; Singh, R. K. B. Structure and Antioxidant Superoxide Dismutase Activity of Copper(II) Hydrazone Complexes. Polyhedron 2017, 122, 1–15. DOI: 10.1016/j.poly.2016.11.013.
   Web of Science ®Google Scholar
• Bakale, R. P.; Naik, G. N.; Mangannavar, C. V.; Muchchandi, I. S.; Shcherbakov, I. N.; Frampton, C.; Gudasi, K. B. Mixed Ligand Complex via Zinc(II)-Mediated in Situ Oxidative Heterocyclization of Hydrochloride Salt of 2-Chlorobenzaldehyde Hydralazine Hydrazone as Potential of Antihypertensive Agent. Eur. J. Med. Chem. 2014, 73, 38–45. DOI: 10.1016/j.ejmech.2013.11.037.
   PubMed Web of Science ®Google Scholar
• Joshi, S. D.; Kumar, D.; Dixit, S. R.; Tigadi, N.; More, U. A.; Lherbet, C.; Aminabhavi, T. M.; Yang, K. S. Synthesis, Characterization and Antitubercular Activities of Novel Pyrrolyl Hydrazones and Their Cu-Complexes. Eur. J. Med. Chem. 2016, 121, 21–39. DOI: 10.1016/j.ejmech.2016.05.025.
   PubMed Web of Science ®Google Scholar
• Shebl, M.; Khalil, S. M. E.; Kishk, M. A. A.; EL-Mekkawi, D. M.; Saif, M. New Less Toxic Zeolite-Encapsulated Cu(II) Complex Nanomaterial for Dual Applications in Biomedical Field and Wastewater Remediation. Appl. Organometal. Chem. 2019, 33, e5147. DOI: 10.1002/aoc.5147..
   Web of Science ®Google Scholar
• Liu, K.; Yan, H.; Chang, G.; Li, Z.; Niu, M.; Hong, M. Organotin(IV) Complexes Derived from Hydrazone Schiff Base: Synthesis, Crystal Structure, in Vitro Cytotoxicity and DNA/BSA Interactions. Inorg. Chim. Acta 2017, 464, 137–146. DOI: 10.1016/j.ica.2017.05.017.
   Web of Science ®Google Scholar
• Raja, D. S.; Ramachandran, E.; Bhuvanesh, N. S. P.; Natarajan, K. Synthesis, Structure and in Vitro Pharmacological Evaluation of a Novel 2-Oxo-1,2-Dihydroquinoline-3-Carbaldehyde (2'-methylbenzoyl) Hydrazone Bridged Copper(II) Coordination Polymer. Eur. J. Med. Chem. 2013, 64, 148–159. DOI: 10.1016/j.ejmech.2013.03.040.
   PubMed Web of Science ®Google Scholar
• Philip, J. E.; Antony, S. A.; Eeettinilkunnathil, S. J.; Kurup, M. R. P.; Velayudhan, M. P. Design, Synthesis, Antimicrobial and Antioxidant Activity of 3-Formyl Chromone Hydrazone and Their Metal (II) Complexes. Inorg. Chim Acta 2018, 469, 87–97. DOI: 10.1016/j.ica.2017.09.006.
   Web of Science ®Google Scholar
• Ammar, R. A.; Alaghaz, A. M.; Zayed, M. E.; Al-Bedair, L. A. Synthesis, Spectroscopic, Molecular Structure, Antioxidant, Antimicrobial and Antitumor Behavior of Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) Complexes of O2N Type Tridentate Chromone-2-Carboxaldehyde Schiff’s Base Ligand. J. Mol. Struct. 2017, 1141, 368–381. DOI: 10.1016/j.molstruc.2017.03.080.
   Web of Science ®Google Scholar
• Pastuszko, A.; Majchrzak, K.; Czyz, M.; Kupcewicz, B.; Budzisz, E. The Synthesis, Lipophilicity and Cytotoxic Effects of New Ruthenium(II) Arene Complexes with Chromone Derivatives. J. Inorg. Biochem. 2016, 159, 133–141. DOI: 10.1016/j.jinorgbio.2016.02.020.
   PubMed Web of Science ®Google Scholar
• Ilboudo, D. P.; Basilico, N.; Parapini, S.; Corbett, Y.; D’Alessandro, S.; Dell’Agli, M.; Coghi, P.; Karou, S. D.; Sawadogo, R.; Gnoula, C.; et al. Antiplasmodial and anti-Inflammatory Activities of Canthium Henriquesianum (K. Schum), a Plant Used in Traditional Medicine in Burkina Faso. J. Ethnopharmacol. 2012, 148, 763–769. DOI: 10.1016/j.jep.2013.04.049.
   Web of Science ®Google Scholar
• Khadem, S.; Marles, R. J. Chromone and Flavonoid Alkaloids: Occurrence and Bioactivity. Molecules 2012, 17, 191–206. DOI: 10.3390/molecules17010191.
   Web of Science ®Google Scholar
• Grazul, M.; Budzisz, E. Biological Activity of Metal Ions Complexes of Chromones, Coumarins and Flavones. Coord. Chem. Rev. 2009, 253, 2588–2598. DOI: 10.1016/j.ccr.2009.06.015.
   Web of Science ®Google Scholar
• Liu, Q.; Qiang, X.; Li, Y.; Sang, Z.; Li, Y.; Tan, Z.; Deng, Y. Design, Synthesis and Evaluation of Chromone-2-Carboxamido-Alkylbenzylamines as Multifunctional Agents for the Treatment of Alzheimer's disease. Bioorg. Med. Chem. 2015, 23, 911–923. DOI: 10.1016/j.bmc.2015.01.042.
   PubMed Web of Science ®Google Scholar
• Tamasi, G.; Chiasserini, L.; Savini, L.; Sega, A.; Cini, R. Structural Study of Ribonucleotide Reductase Inhibitor Hydrazones. Synthesis and X-Ray Diffraction Analysis of a Copper(II)-Benzoylpyridine-2-Quinolinyl Hydrazone Complex. J. Inorg. Biochem. 2005, 99, 1347–1359. DOI: 10.1016/j.jinorgbio.2005.03.009.
   PubMed Web of Science ®Google Scholar
• (a) Wu, H.-L.; Huang, X.; Liu, B.; Kou, F.; Jia, F.; Yuan, J.; Bai, Y. Copper(II) Complex Based on a V-Shaped Ligand, 2,6- Bis (2-Benzimidazolyl)Pyridine: Synthesis, Crystal Structure, DNA-Binding Properties, and Antioxidant Activities. J. Coord. Chem 2011, 64, 4383–4396. DOI: 10.1080/00958972.2011.640934. (b) Patel, M. N.; Joshi, H. N.; Patel, C. R. Cytotoxic, Antibacterial, DNA Interaction and Superoxide Dismutase like Activities of Sparfloxacin Drug Based Copper(II) Complexes with Nitrogen Donor Ligands. Spectrochim Acta A Mol Biomol Spectrosc 2013, 104, 48–55. DOI: 10.1016/j.saa.2012.11.045. (c) Karadeniz, Ş.; Ataol, C. Y.; Şahin, O.; İdil, Ö.; Bati, H. Synthesis, Structural Studies and Antimicrobial Activity of N’-((2Z, 3E)-3-(Hydroxyimino)Butan-2-Ylidene)-2-Phenylacetohydrazide and Its Co(II), Ni(II) Complexes. J. Mol. Struct. 2018, 1161, 477–485. DOI: 10.1016/j.molstruc.2018.01.087. (d) Nithya, P.; Rajamanikandan, R.; Simpson, J.; Ilanchelian, M.; Govindarajan, S. Solvent Assisted Synthesis, Structural Characterization and Biological Evaluation of Cobalt(II) and Nickel(II) Complexes of Schiff Bases Generated from Benzyl Carbazate and Cyclic Ketones. Polyhedron 2018, 145, 200–217. DOI: 10.1016/j.poly.2018.02.008.
   Web of Science ®Google Scholar
• (a) Abd El-Halim, H. F.; Mohamed, G. G.; Anwar, M. N. Antimicrobial and Anticancer Activities of Schiff Base Ligand and Its Transition Metal Mixed Ligand Complexes with Heterocyclic Base. Appl. Organometal. Chem. 2018, 32, e3899. DOI: 10.1002/aoc.3899. (b) Neelaeni, R.; Vasantha, S.; Keerthana, R.; Sivakolunthu, S.; Angeline, T. DNA Cleavage Activity of Novel Schiff Base Copper(II) Complexes with Sulfur-Containing Ligands: (2-(2-Methylthio)Phenylimino)Methylphenol, N-Benzylidine-2-Methylthioaniline. Asian J. Pharm. Clin. Res. 2016, 9, 277–281.
   Web of Science ®Google Scholar
• E1-Shaaer, H. M.; Foltifnov, P.; Lacova, M.; Chovancova, J.; Stankovicova, H. Synthesis, Antimicrobial Activity and Bleaching Effect of Some Reaction Products of 4-Oxo-4H-Benzopyran-3-Carboxaldehydes with Aminobenzothiazoles and Hydrazides. I1 Farmaco 1998, 53, 224–232. DOI: 10.1016/S0014-827X(98)00015-9.
   PubMedGoogle Scholar
• Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A. Gaussian 09. Revision A. 1; Gaussian Inc.: Wallingford, CT, 2009.
   Google Scholar
• Rahman, A. U.; Choudhary, M. I.; Thomsen, W. J. Bioassay Techniques for Drug Development; Harwood Academic Publishers: The Netherlands, 2001.
   Google Scholar
• Andrews, J. M. Determination of Minimum Inhibitory Concentrations. J. Antimicrob. Chemother. 2001, 48, 5–16. DOI: 10.1093/jac/48.suppl_1.5.
   PubMed Web of Science ®Google Scholar
• Geary, W. J. 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
• Shebl, M.; Saif, M.; Nabeel, A. I.; Shokry, R. New Non-Toxic Transition Metal Nanocomplexes and Zn Complex-Silica Xerogel Nanohybrid: Synthesis, Spectral Studies, Antibacterial, and Antitumor Activities. J. Mol. Struct. 2016, 1118, 335–343. DOI: 10.1016/j.molstruc.2016.04.037.
   Web of Science ®Google Scholar
• Shebl, M.; Ibrahim, M. A.; Khalil, S. M. E.; Stefan, S. L.; Habib, H. Binary and Ternary Copper(II) Complexes of a Tridentate ONS Ligand Derived from 2-Aminochromone-3 Carboxaldehyde and Thiosemicarbazide: Synthesis, Spectral Studies and Antimicrobial Activity. Spectrochim. Acta A 2013, 115, 399–408. DOI: 10.1016/j.saa.2013.06.075.
   PubMed Web of Science ®Google Scholar
• Li, Y.; Yang, Z. DNA-Binding Properties and Antioxidant Activity of Lanthanide Complexes with the Schiff Base Derived from 3-Carbaldehyde Chromone and Isonicotinyl Hydrazine. J. Coord. Chem. 2010, 63, 1960–1968. DOI: 10.1080/00958972.2010.496127.
   Web of Science ®Google Scholar
• Ilies, D.-C.; Pahontu, E.; Shova, S.; Georgescu, R.; Stanica, N.; Olar, R.; Gulea, A.; Rosu, T. Synthesis, Characterization, Crystal Structure and Antimicrobial Activity of Copper(II) Complexes with a Thiosemicarbazone Derived from 3-Formyl-6-Methylchromone. Polyhedron 2014, 81, 123–131. DOI: 10.1016/j.poly.2014.05.074.
   Web of Science ®Google Scholar
• Khan, T. A.; Rather, M. A.; Jahan, N.; Varkey, S. P.; Shakir, M. Synthesis and Characterization of Bis(Macrocyclic) Complexes Based on the 13-Membered Pentaaza Unit. Synth. React. Inorg. Met-Org. Chem. 1997, 27, 843–854. DOI: 10.1080/00945719708000232.
   Web of Science ®Google Scholar
• Shebl, M. Synthesis, Spectral Studies, and Antimicrobial Activity of Binary and Ternary Cu(II), Ni(II), and Fe(III) Complexes of New Hexadentate Schiff Bases Derived from 4,6-Diacetylresorcinol and Amino Acids. J. Coord. Chem. 2009, 62, 3217–3231. [Mismatch] DOI: 10.1080/00958970903012785.
   Web of Science ®Google Scholar
• Shebl, M. Mononuclear, Homo- and Hetero-Binuclear Complexes of 1-(5-(1-(2-Aminophenylimino)Ethyl)-2,4-Dihydroxyphenyl)Ethanone: Synthesis, Magnetic, Spectral, Antimicrobial, Antioxidant, and Antitumor Studies. J. Coord. Chem. 2016, 69, 199–214. DOI: 10.1080/00958972.2015.1116688.
   Web of Science ®Google Scholar
• Chan, S. C.; Koh, L. L.; Leung, P.-H.; Ranford, J. D.; Sim, K. Y. Copper(II) Complexes of the Antitumour-Related Ligand Salicylaldehyde Acetylhydrazone (H2L) and the Single-Crystal X-Ray Structures of [{Cu(HL)H2O}2] · 2(NO3) and [{Cu(HL) (Pyridine) (NO3)}2]. Inorg. Chim Acta 1995, 236, 101–108. DOI: 10.1016/0020-1693(95)04623-H.
   Web of Science ®Google Scholar
• Shebl, M.; Khalil, S. M. E. Synthesis, Spectral, X-Ray Diffraction, Antimicrobial Studies, and DNA Binding Properties of Binary and Ternary Complexes of Pentadentate N2O3 Carbohydrazone Ligands. Monatsh. Chem. 2015, 146, 15–33. DOI: 10.1007/s00706-014-1302-x.
   Web of Science ®Google Scholar
• Shebl, M.; Adly, O. M. I.; Abdelrhman, E. M.; El-Shetary, B. A. Binary and Ternary Copper(II) Complexes of a New Schiff Base Ligand Derived from 4-Acetyl-5,6-Diphenyl-3(2H)-Pyridazinone: Synthesis, Spectral, Thermal, Antimicrobial and Antitumor Studies. J. Mol. Struct. 2017, 1145, 329–338. DOI: 10.1016/j.molstruc.2017.05.064.
   Web of Science ®Google Scholar
• Seleem, H. S.; Emara, A. A.; Shebl, M. The Relationship between Ligand Structures and Their CoII and NiII Complexes: Synthesis and Characterization of Novel Dimeric CoII/CoIII Complexes of Bis(Thiosemicarbazone). J. Coord. Chem. 2005, 58, 1003–1019. DOI: 10.1080/00958970500066606.
   Web of Science ®Google Scholar
• Shebl, M. Coordination Behavior of New Bis(Tridentate ONO, ONS and ONN) Donor Hydrazones towards Some Transition Metal Ions: Synthesis, Spectral, Thermal, Antimicrobial and Antitumor Studies. J. Mol. Struct. 2017, 1128, 79–93. DOI: 10.1016/j.molstruc.2016.08.056.
   Web of Science ®Google Scholar
• Shebl, M.; Khalil, S. M. E.; Taha, A.; Mahdi, M. A. N. Structural Diversity in Binuclear Complexes of Alkaline Earth Metal Ions with 4,6-Diacetylresorcinol. J. Mol. Struct. 2012, 1027, 140–149. DOI: 10.1016/j.molstruc.2012.05.067.
   Web of Science ®Google Scholar
• Chandra, S.; Pipil, P.; Sharma, S. D. Synthesis, EPR, and Electonic Spectral Studies on Cr(III) and Mn(II) Complexes of Some Oximes. Synth. React. Inorg. Met-Org. Chem. 2001, 31, 779–794. DOI: 10.1081/SIM-100104850.
   Web of Science ®Google Scholar
• El-Shazly, R. M.; Al-Hazmi, G. A. A.; Ghazy, S. E.; El-Shahawi, M. S.; El-Asmy, A. Spectroscopic, Thermal and Electrochemical Studies on Some Nickel(II) Thiosemicarbazone Complexes. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2005, 61, 243–252. DOI: 10.1016/j.saa.2004.02.035.
   PubMed Web of Science ®Google Scholar
• Shebl, M.; Khalil, S. M. E.; Al-Gohani, F. S. Preparation, Spectral Characterization and Antimicrobial Activity of Binary and Ternary Fe(III), Co(II), Ni(II), Cu(II), Zn(II), Ce(III) and UO2(VI) Complexes of a Thiocarbohydrazone Ligand. J. Mol. Struct. 2010, 980, 78–87. DOI: 10.1016/j.molstruc.2010.06.040.
   Web of Science ®Google Scholar
• Shebl, M.; Khalil, S. M. E.; Ahmed, S. A.; Medien, H. A. A. Synthesis, Spectroscopic Characterization and Antimicrobial Activity of Mono-, Bi- and Tri-Nuclear Metal Complexes of a New Schiff Base Ligand. J. Mol. Struct. 2010, 980, 39–50. DOI: 10.1016/j.molstruc.2010.06.034.
   Web of Science ®Google Scholar
• Shebl, M.; El-Ghamry, M. A.; Khalil, S. M. E.; Kishk, M. A. A. Mono- and Binuclear Copper(II) Complexes of New Hydrazone Ligands Derived from 4,6-Diacetylresorcinol: Synthesis, Spectral Studies and Antimicrobial Activity. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2014, 126, 232–241. DOI: 10.1016/j.saa.2014.02.014.
   PubMed Web of Science ®Google Scholar
• Shanker, K.; Rohini, R.; Ravinder, V.; Reddy, P. M.; Ho, Y. P. Ru(II) Complexes of N4 and N2O2 Macrocyclic Schiff Base Ligands: Their Antibacterial and Antifungal Studies. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2009, 73, 205–211. DOI: 10.1016/j.saa.2009.01.021.
   PubMed Web of Science ®Google Scholar
• Shakir, M.; Azim, Y.; Chishti, H. T. N.; Parveen, S. Synthesis, Characterization of Complexes of Co(II), Ni(II), Cu(II) and Zn(II) with 12-Membered Schiff Base Tetraazamacrocyclic Ligand and the Study of Their Antimicrobial and Reducing Power. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2006, 65, 490–496. DOI: 10.1016/j.saa.2005.11.029.
   PubMed Web of Science ®Google Scholar
• Prasad, R. N.; Mathur, M. CrIII, FeIII, CoII, NiII, CuII and ZnII Complexes of 26- and 28-Membered Tetraazamacrocycles. J. Indian Chem. 2006, Soc. 83, 1208–1213.
   Google Scholar
• Saleh, A. A.; Tawfik, A. M.; El-Ghamry, M. A.; Abu El-Wafa, S. M. Interaction of SO2 with Unsaturated Schiff-Base Complexes; Thermal, Magnetic, and Spectroscopic Studies. J. Coord. Chem. 2009, 62, 3377–3383. DOI: 10.1080/00958970903060008.
   Web of Science ®Google Scholar
• Shebl, M. Synthesis and Spectroscopic Studies of Binuclear Metal Complexes of a Tetradentate N2O2 Schiff Base Ligand Derived from 4,6-Diacetylresorcinol and Benzylamine. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2008, 70, 850–859. DOI: 10.1016/j.saa.2007.09.035.
   PubMed Web of Science ®Google Scholar
• Khalil, S. M. E. Synthesis, Spectroscopic and Magnetic Studies on Metal Complexes of 5-Methyl-3-(2-Hydroxyphenyl)Pyrazole. J. Coord. Chem. 2003, 56, 1013–1024. DOI: 10.1080/0095897031000135289.
   Web of Science ®Google Scholar
• Khalil, S. M. E.; Shebl, M.; Al-Gohani, F. S. Zinc(II) Thiosemicarbazone Complex as a Ligand towards Some Transition Metal Ions: Synthesis, Spectroscopic and Antimicrobial Studies. Acta Chim. Slov. 2010, 57, 716–725.
   PubMed Web of Science ®Google Scholar
• Karaoglu, K.; Baran, T.; Serbest, K.; Er, M.; Degirmencioglu, I. Two Novel Macroacyclic Schiff Bases Containing Bis-N2O2 Donor Set and Their Binuclear Complexes: Synthesis, Spectroscopic and Magnetic Properties. J. Mol. Struct. 2009, 922, 39–45. DOI: 10.1016/j.molstruc.2009.01.037.
   Web of Science ®Google Scholar
• Shebl, M.; Khalil, S. M. E.; Taha, A.; Mahdi, M. A. N. Synthesis, Spectroscopic Studies, Molecular Modeling and Antimicrobial Activity of Binuclear Co(II) and Cu(II) Complexes of 4,6-Diacetylresorcinol. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2013, 113, 356–366. DOI: 10.1016/j.saa.2013.04.131.
   PubMed Web of Science ®Google Scholar
• Cotton, F. A.; Wilkinson, G. Advanced Inorganic Chemistry. A Comprehensive Text, 4th ed.; John Wiley and Sons: New York, 1986.
   Google Scholar
• El-Ghamry, M. A.; Saleh, A. A.; Khalil, S. M. E.; Mohammed, A. A. Mono, Bi- and Trinuclear Metal Complexes Derived from New Benzene-1,4-Bis(3-Pyridin-2-Ylurea) Ligand. Spectral, Magnetic, Thermal and 3D Molecular Modeling Studies. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2013, 110, 205–216. DOI: 10.1016/j.saa.2013.03.016.
   PubMed Web of Science ®Google Scholar
• Bailar, J. C.; Emeleus, H. J.; Nyholm, R.; Trotman-Dickenson, A. F. Comprehensive Inorganic Chemistry; vol. 3, Pergamon Press, Oxford, 1975.
   Google Scholar
• Shebl, M. Synthesis, Spectral and Magnetic Studies of Mono- and Bi-Nuclear Metal Complexes of a New Bis(Tridentate NO2) Schiff Base Ligand Derived from 4,6-Diacetylresorcinol and Ethanolamine. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2009, 73, 313–323. DOI: 10.1016/j.saa.2009.02.030.
   PubMed Web of Science ®Google Scholar
• Khalil, S. M. E.; Seleem, H. S.; El-Shetary, B. A.; Shebl, M. Mono- and Bi-Nuclear Metal Complexes of Schiff-Base Hydrazone (ONN) Derived from o-Hydroxyacetophenone and 2-Amino-4-Hydrazino-6-Methyl Pyrimidine. J. Coord. Chem. 2002, 55, 883–899. DOI: 10.1080/0095897022000002213.
   Web of Science ®Google Scholar
• Jasinski, J. P.; Bianchani, J. R.; Cueva, J.; El-Saied, F. A.; El-Asmy, A. A.; West, D. X. Hexanedione Bis(3-Azacyclothiosemicarbazones). Z Anorg. Allg. Chem. 2003, 629, 202–206. DOI: 10.1002/zaac.200390032.
   Web of Science ®Google Scholar
• Hathaway, B. J.; Billing, D. E. The Electronic Properties and Stereochemistry of Mono-Nuclear Complexes of the Copper(II) Ion. Coord. Chem. Rev. 1970, 5, 143–207. DOI: 10.1016/S0010-8545(00)80135-6.
   Web of Science ®Google Scholar
• Shebl, M. Synthesis, Spectroscopic Characterization and Antimicrobial Activity of Binuclear Metal Complexes of a New Asymmetrical Schiff Base Ligand: DNA Binding Affinity of Copper(II) Complexes. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2014, 117, 127–137. DOI: 10.1016/j.saa.2013.07.107.
   PubMed Web of Science ®Google Scholar
• El-Shafiy, H. F.; Shebl, M. Oxovanadium(IV), Cerium(III), Thorium(IV) and Dioxouranium(VI) Complexes of 1-Ethyl-4-Hydroxy-3-(Nitroacetyl)Quinolin-2(1H)-One: Synthesis, Spectral, Thermal, Fluorescence, DFT Calculations, Antimicrobial and Antitumor Studies. J. Mol. Struct. 2018, 1156, 403–417. DOI: 10.1016/j.molstruc.2017.11.081.
   Web of Science ®Google Scholar
• (a) El-Shafiy, H. F.; Shebl, M. Binuclear Oxovanadium(IV), Cerium(III) and Dioxouranium(VI) Nano Complexes of a Bis(Bidentate) Ligand: Synthesis, Spectroscopic, Thermal, DFT Calculations and Biological Studies. J. Mol. Struct. 2019, 1194, 187–203. DOI: 10.1016/j.molstruc.2019.05.063. (b) Samy, F.; Shebl, M. Synthesis, Spectroscopic, Biological, and Theoretical Studies of New Complexes from (E)-3-(2-(5, 6- Diphenyl-1,2,4- Triazin-3- yl)Hydrazono)Butan-2- One Oxime. Appl. Organometal. Chem. 2020, 34, e5502. DOI: 10.1002/aoc.5502.
   Web of Science ®Google Scholar
• Sarkar, N.; Das, M.; Chattopadhyay, S. Two New Manganese(III) Complexes with Salicylaldimine Schiff Bases: Synthesis, Structure, Self-Assembly and Phenoxazinone Synthase Mimicking Activity. Inorg. Chim. Acta 2017, 457, 19–28. DOI: 10.1016/j.ica.2016.11.009.
   Web of Science ®Google Scholar
• Sagdinc, S.; Köksoy, B.; Kandemirli, F.; Bayari, S. H. Theoretical and Spectroscopic Studies of 5-Fluoro-Isatin-3-(N-Benzylthiosemicarbazone) and Its Zinc(II) Complex. J. Mol. Struct. 2009, 917, 63–70. DOI: 10.1016/j.molstruc.2008.06.033.
   Web of Science ®Google Scholar
• Parr, R. G.; Yang, W. Density-Functional Theory of Atoms and Molecules; Oxford University Press, Oxford, 1989.
   Google Scholar
• Yousef, T. A.; Abu El –Reash, G. M.; El Morshedy, R. M. Quantum Chemical Calculations, Experimental Investigations and DNA Studies on (E)-2-((3-Hydroxynaphthalen-2-Yl)Methylene)-N-(Pyridin-2-yl)Hydrazinecarbothioamide and Its Mn(II), Ni(II), Cu(II), Zn(II) and Cd(II) Complexes. Polyhedron 2012, 45, 71–85. DOI: 10.1016/j.poly.2012.07.041.
   Web of Science ®Google Scholar
• El-Nahass, M. M.; Kamel, M. A.; El-Menyawy, E. M. Spectroscopic Analysis of 2-(2,3-Dihydro-1,5-Dimethyl-3-Oxo-2-Phenyl-1H-Pyrazol-4-Ylimino)-2-(4-Nitro-Phenyl) Acetonitrile. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2011, 79, 618–624. DOI: 10.1016/j.saa.2011.03.044.
   PubMed Web of Science ®Google Scholar
• Mohamadi, M.; Faghih-Mirzaei, E.; Ebrahimipour, S. Y.; Sheikhshoaie, I.; Haase, W.; Foro, S. Synthesis, Spectroscopic Studies, DFT Calculations, Electrochemical Evaluation, BSA Binding and Molecular Docking of an Aroylhydrazone -Based Cis-Dioxido Mo(VI) Complex. J. Mol. Struct. 2017, 1139, 418–429. DOI: 10.1016/j.molstruc.2017.03.047.
   Web of Science ®Google Scholar
• Fahmi, N.; Gupta, I. J.; Singh, R. V. Sulfur Bonded Palladium(II) and Platinum(II) Complexes of Biologically Potent Thioamides. Phosphorus, Sulfur, Silicon Related Elem. 1998, 132, 1–8. DOI: 10.1080/10426509808036968.
   Web of Science ®Google Scholar
• Abdel Aziz, A. A.; Salem, A. N. M.; Sayed, M. A.; Aboaly, M. M. Synthesis, Structural Characterization, Thermal Studies, Catalytic Efficiency and Antimicrobial Activity of Some M(II) Complexes with ONO Tridentate Schiff Base N-Salicylidene-o-Aminophenol (Saphh2). J. Mol. Struct. 2012, 1010, 130–138. DOI: 10.1016/j.molstruc.2011.11.043.
   Web of Science ®Google Scholar
• Efthimiadou, E. K.; Psomas, G.; Sanakis, Y.; Katsaros, N.; Karaliota, A. Metal Complexes with the Quinolone Antibacterial Agent N-Propyl-Norfloxacin: Synthesis, Structure and Bioactivity. J. Inorg. Biochem. 2007, 101, 525–535. DOI: 10.1016/j.jinorgbio.2006.11.020.
   PubMed Web of Science ®Google Scholar
• Joseyphus, R. S.; Nair, M. S. Antibacterial and Antifungal Studies on Some Schiff Base Complexes of Zinc(II). Mycobiology 2008, 36, 93–98. DOI: 10.4489/MYCO.2008.36.2.093.
   PubMedGoogle Scholar