2-(4-nitrophenyl)iminomethyl phenol Schiff base metal complexes: Synthesis, spectroscopic characterization, anticancer and antimicrobial studies

References

• Abdel-Rahman, L. H.; Abu-Dief, A. M.; El-Khatib, R. M.; Mahdy Abdel-Fatah, S. 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. Bioorg. Chem. 2016, 69, 140–152. DOI: 10.1016/j.bioorg.2016.10.009.
   PubMed Web of Science ®Google Scholar
• Abdel-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
• Prasad, K. S.; Pillai, R. R.; Armakovic, S.; Armakovic, S. J. Photophysical Properties and Theoretical Investigations of Newly Synthesized Pyrene-Naphthalene Based Schiff Base Ligand and Its Copper (II) Complexes. Inorganica Chimic. Acta. 2019, 486, 698–703. DOI: 10.1016/j.ica.2018.11.045.
   Web of Science ®Google Scholar
• Zhang, J.; Xu, L.; Wong, W. Y. Energy Materials Based on Metal Schiff Base Complexes. Coord. Chem. Rev. 2018, 355, 180–198. DOI: 10.1016/j.ccr.2017.08.007.
   Web of Science ®Google Scholar
• Jia, Y.; Li, J. Molecular Assembly of Schiff Base Interactions: Construction and Application. Chem. Rev. 2015, 115, 1597–1621. DOI: 10.1021/cr400559g.
   PubMed Web of Science ®Google Scholar
• Hossain, S. M.; Lakma, A.; Pradhan, R. N.; Chakraborty, A.; Biswas, A.; Singh, A. K. Synthesis and Characterization of a Novel, Ditopic, Reversible and Highly Selective, “Turn-On” Fluorescent Chemosensor for Al3+ Ion. RSC Adv. 2015, 5, 63338–63344. DOI: 10.1039/C5RA12040C.
   Web of Science ®Google Scholar
• Das, M.; Baig, F.; Sarkar, M. Photophysical Properties of di-Schiff Bases: Evaluating the Synergistic Effect of Non-Covalent Interactions and Alkyl Spacers in Enhanced Emissions of Solids. RSC Adv. 2016, 6, 57780–57792. DOI: 10.1039/C6RA08582B.
   Web of Science ®Google Scholar
• Marvel, C. S.; Tarkoy, N. Heat Stability Studies on Chelates from Schiff Bases of Salicylaldehyde Derivatives. II. J. Am. Chem. Soc. 1958, 80, 832–835. DOI: 10.1021/ja01537a020.
   Web of Science ®Google Scholar
• Marvel, C. S.; Tarkoy, N. Heat Stability Studies on Chelates from Schiff Bases of Salicylaldehyde Derivatives I. J. Am. Chem. Soc. 1957, 79, 6000–6002. DOI: 10.1021/ja01579a041.
   Web of Science ®Google Scholar
• Geary, W. J. The Use of Conductivity Measurements in Organic Solvents for the Characterization of Coordination Compounds. Coord. Chem. Rev. 1971, 7, 81–122. DOI: 10.1016/S0010-8545(00)80009-0.
   Web of Science ®Google Scholar
• Hodnett, E. M.; Dunn, W. J. Structure-Antitumor Activity Correlation of Some Schiff Bases. J. Med. Chem. 1970, 13, 768–770. DOI: 10.1021/jm00298a054.
   PubMed Web of Science ®Google Scholar
• Sah, P. P.; Peoples, S. A. Isonicotinyl Hydrazones as Antitubercular Agents and Derivatives for Identification of Aldehydes and Ketones. J. Am. Pharm. Assoc. 1954, 43, 513–524. DOI: 10.1002/jps.3030430902.
   Google Scholar
• Cai, Y. J.; Liu, L.; Wu, Y. Y.; Peng, Q. A.; Cui, Y. M.; Peng, D. L. Synthesis, Characterization, X-Ray Crystal Structures, and Antibacterial Property of Oxidovanadium (V) Complexes with Halide-Containing Hydrazones. Inorg. Nano-Metal Chem. 2020, 50, 1–5.
   Web of Science ®Google Scholar
• Abu-Dief, A. M.; Nassr, L. A. E. 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
• Adam, M. S. S.; Abdel-Rahman, L. H.; Abu-Dief, A. M.; Hashem, N. A. Synthesis, Catalysis, Antimicrobial Activity, and DNA Interactions of New Cu(II)-Schiff Base Complexes. Inorg. Nano- Met. Chem. 2020, 50, 136–150. DOI: 10.1080/24701556.2019.1672735.
   Web of Science ®Google Scholar
• Creaven, B. S.; Duff, B.; Egan, D. A.; Kavanagh, K.; Rosair, G.; Thangella, V. R.; Walsh, M. Anticancer and Antifungal Activity of Copper(II) Complexes of Quinolin-2 (1H)-One-Derived Schiff Bases. Inorganica Chimi. Acta. 2010, 363, 4048–4058. DOI: 10.1016/j.ica.2010.08.009.
   Web of Science ®Google Scholar
• El-Sherif, A. A.; Fetoh, A.; Abdulhamed, Y. K.; El-Reash, G. M. A. Synthesis, Structural Characterization, DFT Studies and Biological Activity of Cu(II) and Ni(II) Complexes of Novel Hydrazone. Inorganica Chimi. Acta. 2018, 480, 1–15. DOI: 10.1016/j.ica.2018.04.038.
   Web of Science ®Google Scholar
• Abdel-Rahman, L. H.; Abu-Dief, A. M.; Aboelez, M. O.; Hassan Abdel-Mawgoud, A. A. 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. Photochem. Photobiol. B, Biol. 2017, 170, 271–285. DOI: 10.1016/j.jphotobiol.2017.04.003.
   PubMed Web of Science ®Google Scholar
• Ahmed, M.; Laila, H. A.; Mohamed, R. S.; Azza, A.; Hassan, A. M. Novel Azomethine Pd (II)‐ and VO (II)‐Based Metallo‐ Pharmaceuticals as Anticancer, Antimicrobial, and Antioxidant Agents: Design, Structural Inspection, DFT Investigation, and DNA Interaction. J. Phys. Org. Chem. 2019, e4009.
   Web of Science ®Google Scholar
• Ahmed, M. A.; Hussein, M. E.; Mohamed, R. S. 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.
   Web of Science ®Google Scholar
• Shaabani, B.; Khandar, A. A.; Ramazani, N.; Fleck, M.; Mobaiyen, H.; Cunha-Silva, L. Chromium(III), Manganese(II) and Iron (III) Complexes Based on Hydrazone Schiff-Base and Azide Ligands: Synthesis, Crystal Structure and Antimicrobial Activity. J. Coord. Chem. 2017, 70, 696–708. DOI: 10.1080/00958972.2016.1274028.
   Web of Science ®Google Scholar
• Sekhar, E. V.; Jayaveera, K. N.; Srihari, S. Synthesis and Characterization of Metal Complexes of a Novel Schiff Base. J. Chem. Pharm. Res. 2012, 4, 5121–5125.
   Google Scholar
• Sekhar, E. V.; Jayaveera, K. N.; Srihari, S. Studies on the Metal Complexes of N’(Thiophen-2-yl-Methylidene)-Pyridine-4-Carbohydrazide. Der. Pharm. Chem. 2012, 4, 2385–2388.
   Google Scholar
• Kumar, S.; Kumar, B. C. V.; Revanasiddappa, H. D. Crystal Structure, Hirshfeld Analysis and HSA Interaction Studies of N'-[(E)-(5-Bromothiophen-2-yl) Methylidene]-3-Hydroxynaphthalene-2-Carbohydrazide. J. Mol. Struct. 2019, 1189, 343–351.
   Web of Science ®Google Scholar
• Balouiri, M.; Sadiki, M.; Ibnsouda, S. K. Methods for In-Vitro Evaluating Antimicrobial Activity. A Rev. J. Pharm. Anal. 2016, 6, 71–79. DOI: 10.1016/j.jpha.2015.11.005.
   PubMed Web of Science ®Google Scholar
• Booth, C. Fungal Culture Media; London and New York: Academic Press Inc., 1971; Vol. 9, pp 70007–70008.
   Google Scholar
• Abdel-Rahman, L. H.; Abu-Dief, A. M.; Newair, E. F.; Hamdan, S. K. Some New Nano-Sized Cr(III), Fe(II), Co(II), and Ni(II) Complexes Incorporating 2-((E)-(Pyridine-2-Ylimino)Methyl)-Napthalen-1-ol Ligand: Structural Characterization, Electrochemical, Antioxidant, Antimicrobial, Antiviral Assessment and DNA Interaction. J. Photochem. Photobiol. B. 2016, 160, 18–31. DOI: 10.1016/j.jphotobiol.2016.03.040.
   PubMed 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
• Mangamamba, T.; Ganorkar, M. C.; Swarnabala, G. Characterization of Complexes Synthesized Using Schiff Base Ligands and Their Screening for Toxicity Two Fungal and One Bacterial Species on Rice Pathogens. Int. J. Inorg. Chem. 2014, 1, 1–22.
   Google Scholar
• Mosmann, T. Rapid Colorimetric Assay for Cellular Growth and Survival: Application to Proliferation and Cytotoxicity Assays. J. Immunol. Methods. 1983, 65, 55–63. DOI: 10.1016/0022-1759(83)90303-4.
   PubMed Web of Science ®Google Scholar
• Qian, H. Y. Synthesis, Characterization and Crystal Structures of Oxidovanadium(V) Complexes Derived from Hydrazone Ligands with Antibacterial Activity. Inorg. Nano-Met. Chem. 2018, 48, 461–466. DOI: 10.1080/24701556.2019.1569689.
   Web of Science ®Google Scholar
• Chen, C.; Zhang, J.; Zhang, Y.; Yang, Z.; Wu, H.; Pan, G.; Bai, Y. Gadolinium(III) and Dysprosium(III) Complexes with a Schiff Base Bis(N-Salicylidene)-3-Oxapentane-1,5-Diamine: Synthesis, Characterization, Antioxidant and DNA-Binding Studies. J. Coord. Chem. 2015, 68, 1054–1071. DOI: 10.1080/00958972.2015.1007965.
   Web of Science ®Google Scholar
• Beyazit, N.; Çakmak, D.; Demetgül, C. Chromone-Based Schiff Base Metal Complexes as Catalysts for Catechol Oxidation: Synthesis, Kinetics and Electrochemical Studies. Tetrahedron. 2017, 73, 2774–2779. DOI: 10.1016/j.tet.2017.03.081.
   Web of Science ®Google Scholar
• Tyagi, P.; Chandra, S.; Saraswat, B. S. Ni(II) and Zn(II) Complexes of 2-((Thiophen-2-Ylmethylene) Amino) Benzamide: Synthesis, Spectroscopic Characterization, Thermal, DFT and Anticancer Activities. Spectrochim. Acta A Mol. Biomol. 2015, 134, 200–209. DOI: 10.1016/j.saa.2014.06.112.
   PubMed Web of Science ®Google Scholar
• Mallikarjunaswamy, C.; Sekhar, E. V. Synthesis and Characterization of Metal Complexes of a N-(Furan-2-Ylmethylidene)-Pyrazine-2-Carboxamide Schiff Base. Int. Res. J. Pharm. 2018, 9, 140–143.
   Google Scholar
• Daniel, K.; Robert, N. ESR Studies on the Bonding in Copper Complexes. J. Chem. Phys. 1961, 35, 149–155.
   Web of Science ®Google Scholar
• Rao, N. N.; Kishan, E.; Gopichand, K.; Nagaraju, R.; Ganai, A. M.; Rao, P. V. Design Synthesis Spectral Characterization DNA Binding Photo Cleavage and Antibacterial Studies of Transition Metal Complexes of Benzothiazole Schiff Base. Chem. Dat. Coll. 2020, 27, 1–13.
   Google Scholar
• Ambala, A.; Lincoln, C. A. Synthesis, Characterisation, Antimicrobial Activity and DNA Cleavage Study of (E)-2-(((2-(P-Tolyloxy) Quinolin-3-Yl) Methylene) Amino) Benzenethiol Schiff Base Metal Complexes. Chem. Dat. Coll. 2020, 27, 100372–100396. DOI: 10.1016/j.cdc.2020.100372.
   Google Scholar
• Mandal, S.; Sen, T.; Mandal, U.; Bhunia, D.; Rizzoli, C.; Bandyopadhyay, D. Synthesis, Crystal Structure and Antibacterial Activity of Manganese(III) and Cobalt(III) Complexes Containing Pentadentate Schiff Bases of a Common Amine and Thiocyanate. J. Coord. Chem. 2019, 72, 3614. DOI: 10.1080/00958972.2019.1704275.
   Web of Science ®Google Scholar
• Kasare, M. S.; Dhavan, P. P.; Jadhav, B. L.; Pawar, S. D. Synthesis of Azo Schiff Base Ligands and Their Ni (II), Cu (II) and Zn (II) Metal Complexes as Highly-Active Antibacterial Agents. Chemistry Select. 2019, 4, 10792–10797.
   Google Scholar
• Ajlouni, A. M.; Taha, Z. A.; Al Momani, W.; Hijazi, A. K.; Ebqa’ai, M. Synthesis, Characterization, Biological Activities, and Luminescent Properties of Lanthanide Complexes with N, N0-Bis(2-Hydroxy-1-Naphthylidene)-1,6 Hexadiimine. Inorganica Chimi. Acta. 2012, 388, 120–126. DOI: 10.1016/j.ica.2012.03.029.
   Web of Science ®Google Scholar
• Osowole, A. A.; Kolawole, G. A.; Fagade, O. Synthesis, Characterization and Biological Studies on Unsymmetrical Schiff-Base Complexes of Nickel(II), Copper(II) and Zinc(II) and Adducts with 2,2′-Dipyridine and 1,10-Phenanthroline. J. Coord. Chem. 2008, 61, 1046–1049. DOI: 10.1080/00958970701482446.
   Web of Science ®Google Scholar
• Gu, S. S.; Yu, P.; Hu, J. N.; Liu, Y.; Li, Z. W.; Qian, Y.; Wang, Y.; Gou, Y.; Yang, F. Mitochondria-Localizing N-Heterocyclic Thiosemicarbazone Copper Complexes with Good Cytotoxicity and High Antimetastatic Activity. Eur. J. Med. Chem. 2019, 164, 654–664. DOI: 10.1016/j.ejmech.2019.01.014.
   PubMed Web of Science ®Google Scholar
• Deng, J.; Gou, Y.; Chen, W.; Fu, X.; Deng, H. The Cu/Ligand Stoichiometry Effect on the Coordination Behavior Ofaroyl Hydrazone with Copper(II): Structure Anticancer Activity Andanticancer Mechanism. Bioorg. Med. Chem. 2016, 24, 2190–2198.
   PubMed Web of Science ®Google Scholar
• Jiang, S.; Ni, H.; Liu, F.; Gu, S.; Yu, P.; Gou, Y. Binuclear Schiff Base Copper(II) Complexes: Synthesis Crystal Structures, HAS Interaction and Anticancer Properties. Inorganica Chimi. Acta. 2020, 499, 119186. DOI: 10.1016/j.ica.2019.119186.
   Web of Science ®Google Scholar