Synthesis, structural, pharmacological and molecular docking simulations studies of Schiff base transition metal complexes procured from acetylacetonyl-4-iminoantipyrine and tyrosine

Reference

• Senthil Kumaran, J.; Priya, S.; Gowsika, J.; Jayachandramani, N.; Mahalakshmi, S. Synthesis, Spectroscopic Characterization, in Silico DNA Studies and Antibacterial Activities of Copper(II) and Zinc(II) Complexes Derived from Thiazole Based Pyrazolone Derivatives. Res. J. Pharm. Bio. Chem. Sci. 2013, 4, 279.
   Google Scholar
• Vinay Kumar, K.; Sunand, K.; Ashwini, K.; Suresh Kumar, P.; Vishnu, S.; Samala, A. Synthesis Characterization and Antibacterial Studies of 4-Aminoantipyrine Schiff’s Bases. Int. J. App. Pharm. Sci. and Res. 2017, 2, 8.
   Google Scholar
• Mohanambal, D.; Arul Antony, S. Synthesis, Characterization and Antimicrobial Activity of Some Novel Schiff Base 3d Transition Metal Complexes Derived from Dihydropyrimidinone and 4- Aminoantipyrine. Res. J. Chem. Sci. 2014, 4, 11.
   Google Scholar
• Boopathy, R. P.; Banupriya, S.; Kavitha, C. Synthesis, Characterization and Biological Activities of Copperchloride (II) Complex Derived from 4 – Amino Antipyrine, Furfural and DL Cysteine. Int. J. Chem. Tech Res. 2018, 11, 12.
   Google Scholar
• Jeyanthi, D.; Jim Livingston, D.; Sheela, C. D. Synthesis, Spectral Characterization and Antimicrobial Studies of Metal (ii) Complexes of Schiff Base Derived from 4-Aminioantipyrine and 2-(4-Chlorophenyl) Chroman-4-One. Int. J. Pharm. Chem. and Bio. Sci. 2014, 4, 307.
   Google Scholar
• Mohammed, L. A.; Mehdi, R. T.; Mohammed Ali, A. A. Synthesis and Biological Screening of the Gold Complex as Anticancer and Some Transition Metal Complexes with New Heterocyclic Ligand Derived from 4-Amino Antipyrine. Nano Biomed. Eng. 2018, 10, 199.
   Google Scholar
• Al-Salami, B. K.; Gata, R. A.; Asker, K. A. Synthesis Spectral, Thermal Stability and Bacterial Activity of Schiff Bases Derived from Selective Amino Acid and Their Complexes. Adv. App. Sci. Res. 2017, 8, 4.
   Google Scholar
• Siraj, I. T.; Sadiq, I. A. Synthesis, Characterization and Antimicrobial Activities of a Schiff Base Derived from Phenylalanine and Acetylacetone and Its Mn(II), Ni(II) and Cu(II) Complexes. ChemSearch J. 2016, 7, 34.
   Google Scholar
• Alarabi, H. I.; Mohamed, S. S.; Suayed, W. A.; Al-Sadawe, I. A.; Bensaber, S. M.; Sherif, F. M.; Hermann, A.; Gbaj, A. Antimicrobial Evaluation of Novel Metals Complexes of n-Isonicotinamido-2-Hydroxy-5-Methoxybenzalaldimine. J. Pharm. Pharmacol. Res. 2018, 02, 039. DOI: https://doi.org/10.26502/jppr.0009.
   Google Scholar
• Neelakantan, M. A.; Balamurugan, K.; Balakrishnan, C.; Subha, L. Interaction of Amino Acid Schiff Base Metal Complexes with DNA/BSA Protein and Antibacterial Activity: spectral Studies, DFT Calculations and Molecular Docking Simulations. Appl. Organometal. Chem. 2018, 32, 1.
   Web of Science ®Google Scholar
• Saddam Hossain, M.; Kanti Roy, P.; Ali, R.; Zakaria, C. M.; Kudrat-E-Zahan, M. Selected Pharmacological Applications of 1st Row Transition Metal Complexes. CMR 2017, 6, 177. DOI: https://doi.org/10.11648/j.cmr.20170606.13.
   Google Scholar
• Abd 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. 2017, 1, 1–12.
   Google Scholar
• Hosny, N. M.; Hussien, M. A.; Radwan, F. M.; Nawar, N. Synthesis, Spectral Characterization and DNA Binding of Schiff-Base Metal Complexes Derived from 2-Amino-3-Hydroxyprobanoic Acid and Acetylacetone. Spectrochim. Acta A. Mol. Biomol. Spectrosc. 2014, 132, 121–129. DOI: https://doi.org/10.1016/j.saa.2014.04.165.
   PubMed Web of Science ®Google Scholar
• Fekri, R.; Salehi, M.; Asadi, A.; Kubicki, M. Synthesis, Characterization, Anticancer and Antibacterial Evaluation of Schiff Base Ligands Derived from Hydrazone and Their Transition Metal Complexes. Inorg. Chim. Acta 2019, 484, 245–254. DOI: https://doi.org/10.1016/j.ica.2018.09.022.
   Web of Science ®Google Scholar
• Kumar, J.; Rai, A.; Raj, V. A Comprehensive Review on the Pharmacological Activity of Schiff Base Containing Derivatives. Organic Med. Chem. Int. J. 2017, 1, 1–15.
   Google Scholar
• Jyothi, S.; Sreedhar, K.; Nagaraju, D.; Swamy, S. J. Synthesis and Spectral Investigation of Co(II), Ni(II), Cu(II) and Zn(II) Complexes with Novel N4 Ligands. Can. Chem. Trans. 2015, 3, 368.
   Google Scholar
• Nur Amin Bitu, M.; Saddam Hossain, M.; Zahid, A. A. S. M.; Zakaria, C. M.; Kudrat-E-Zahan, M. Anti-Pathogenic Activity of Cu(II) Complexes Incorporating Schiff Bases: A Short Review. AJHC 2019, 5, 11. DOI: https://doi.org/10.11648/j.ajhc.20190501.14.
   Google Scholar
• Dikio, C. W.; Ejidike, I. P.; Mtunzi, F. M.; Klink, M. J.; Dikio, E. D. Hydrazide Schiff Bases of Acetylacetonate Metal Complexes: synthesis, Spectroscopic and Biological Studies. Int. J. Pharm. Pharm. Sci. 2017, 9, 257. DOI: https://doi.org/10.22159/ijpps.2017v9i12.22225.
   Google Scholar
• Raman, N.; Johnson Raja, S.; Sakthivel, A. Transition Metal Complexes with Schiff Base Ligands: 4-Aminoantipyrine Based Derivatives–a Review. J. Coord. Chem. 2009, 62, 691–709. DOI: https://doi.org/10.1080/00958970802326179.
   Web of Science ®Google Scholar
• Mohamad, M. S. Some Transition Metal Complexes with New Schiff Base Ligand Hexadentate. Acta Chim. Pharm. Indica 2013, 3, 140.
   Google Scholar
• Jayaseelan, P.; Prasad, S.; Vedanayaki, S.; Rajavel, R. Synthesis, Characterization, anti-Microbial, DNA Binding and Cleavage Studies of Schiff Base Metal Complexes. Arab. J. Chem. 2016, 9, S668–S677. DOI: https://doi.org/10.1016/j.arabjc.2011.07.029.
   Google Scholar
• Nirmal, R.; Prakash, C. R.; Meenakshi, K.; Shanmugapandiyan, P. Synthesis and Pharmacological Evaluation of Novel Schiff Base Analogues of 3-(4-Amino) Phenylimino) 5-Fluoroindolin-2-One. J. Young Pharm. 2010, 2, 162–168. DOI: https://doi.org/10.4103/0975-1483.63162.
   PubMedGoogle Scholar
• Hariprasath, K.; Sudheer Babu, I.; Venkatesh, P.; Upendra Rao, U. Antidepressant and anti-Inflammatory Activities of Cationic Amphiphilic Complexes of Sulphadiazine. Global J. Inc. 2014, 14, 1.
   Google Scholar
• Sen, S.; Farooqui, N. A.; Dutta, S.; Easwari, T. S.; Gangwar, V.; Upadhya, K.; Verma, S.; Kumar, A. Physicochemical and Biological Evaluation of Some Schiff Base by Conventional and Microwave Assisted Method. Der Pharma Chem. 2013, 5, 128.
   Google Scholar
• Vimala Joice, M.; Metilda, P. Synthesis, Characterization and Biological Application of Curcumin Based Schiff’s Base Ligand. Int. J. Latest Trends Eng. Tech. 2017, 45.
   Google Scholar
• Kavitha, T.; Kulandaisamy, A.; Thillaiarasu, P. Designing, Structural, Redox and Biological Investigation of Copper(II), Nickel(II), Cobalt(II), Zinc(II) Vanadium(IV) Complexes Derived from 1-Phenyl-2,3-Dimethyl-4-Imino- (3-oxo-N-Phenylbutamide)- Pyrozol-5-(α-Imino)-Indole-3-Propionicacid. BioMedRx 2013, 1, 199.
   Google Scholar
• Aghav, B. D.; Patil, S. K.; Lokhande, R. S. Synthesis, Characterization and Antibacterial Properties of the Ternary Complexes of Cerium with Schiff Base Derived from 4-Aminoantipyrine and Some Amino Acids. Adv. Appl. Sci. Res. 2015, 6, 37.
   Google Scholar
• Anitha, C.; Sumathi, S.; Tharmaraj, P.; Sheela, C. D. Synthesis, Characterization, and Biological Activity of Some Transition Metal Complexes Derived from Novel Hydrazone Azo Schiff Base Ligand. Int. J. Inorg. Chem. 2011, 8, 1.
   Google Scholar
• Al-Saif, F. A. Spectroscopic, Molar Conductance and Biocidal Studies of Pt(IV), Au(III) and Pd(II) Chelates of Nitrogen and Oxygen Containing Schiff Base Derived from 4-Amino Antipyrine and 2-Furaldehyde. Int. J. Electrochem. Sci. 2013, 8, 10424.
   Web of Science ®Google Scholar
• Chaudhary, N. K.; Mishra, P. Bioactivity of Some Divalent M(II) Complexes of Penicillin Based Schiff Base Ligand: Synthesis, Spectroscopic Characterization, and Thermal Study. J. Saudi Chem. Soc. 2018, 22, 601–613. DOI: https://doi.org/10.1016/j.jscs.2017.10.003.
   Web of Science ®Google Scholar
• Mohanambal, D.; Arulantony, S. Synthesis, Spectral Characterization of Schiff Base Complexes Based on Pyrimidine Moiety with Molecular Docking with Biomolecules. Asian J. Pharm. Clin. Res. 2018, 11, 93.
   Google Scholar
• Chandran, R.; Arul Antony, S. Synthesis and Characterization of Bio-Inorganic Transition Metal Complexes Derived from Novel Biginelli Adduct Coupled Schiff’s Bases. IJPSR 2014, 5, 4339.
   Google Scholar
• Rehman, M. U.; Imran, M.; Arif, M. Synthesis, Characterization and in Vitro Antimicrobial Studies of Schiff-Bases Derived from Acetyl Acetone and Amino Acids and Their Oxovanadium(IV) Complexes. AJAC 2013, 1, 59. DOI: https://doi.org/10.11648/j.ajac.20130104.13.
   Google Scholar
• Srivastava, A. N.; Singh, N. P.; Shriwastaw, C. K. Synthesis and Characterization of Bioactive Binuclear Transition Metal Complexes of a Schiff Base Ligand Derived from 4-Amino-1H-Pyrimidin-2-One, Diacetyl and Glycine. J. Serb. Chem. Soc. 2014, 79, 421–433. DOI: https://doi.org/10.2298/JSC130123148S.
   Web of Science ®Google Scholar
• Abd-Elzaher, M. M.; Labib, A. A.; Mousa, H. A.; Moustafa, S. A.; Ali, M. M.; El-Rashedy, A. A. Synthesis, Anticancer Activity and Molecular Docking Study of Schiff Base Complexes Containing Thiazole Moiety. J. Basic App. Sci. 2016, 5, 85.
   Google Scholar
• Sivasankaran Nair, M.; Arish, D.; Johnson, J. Synthesis, Characterization and Biological Studies on Some Metal Complexes with Schiff Base Ligand Containing Pyrazolone Moiety. J. Saudi Chem. Soc. 2016, 20, S591–S598. DOI: https://doi.org/10.1016/j.jscs.2013.04.007.
   Web of Science ®Google Scholar
• Kavitha, T.; Kulandaisamy, A.; Thillaiarasu, P. Synthesis, Characterization, Redox and Biological Screening Studies of Copper(II), Nickel(II), Cobalt(II),Zinc(II) and Vanadium(IV) Complexes Derived from 1-Phenyl-2,3-Dimethyl-4-Imino- (2-Hydroxybenzylidene)- Pyrozol-5-(α-Imino)-Indole-3-Propionicacid. Int. J. Chem. Tech. Res. 2012, 4, 1571.
   Google Scholar
• Raman, N.; Thangaraja, C.; Johnsonraja, S. Synthesis, Spectral Characterization, Redox and Antimicrobial Activity of Schiff Base Transition Metal(II) Complexes Derived from 4-Aminoantipyrine and 3-Salicylideneacetylacetone. CEJC 2005, 3, 537.
   Google Scholar
• Shokohi-Pour, Z.; Chiniforoshan, H.; Momtazi-Borojeni, A. A.; Notash, B. A Novel Schiff Base Derived from the Gabapentin Drug and Copper (II) Complex: Synthesis, Characterization, Interaction with DNA/Protein and Cytotoxic Activity. J. Photochem. Photobio. Bio. 2016, 162, 34–44. DOI: https://doi.org/10.1016/j.jphotobiol.2016.06.022.
   PubMed Web of Science ®Google Scholar
• Dakore, S. D.; Kamble, V. T. Synthesis of Biological Active N2o2 Type of Novel Schiff Base Metal Complexes Derived from 4-Amino Antipyrine Using Tea. J. Chem. Pharm. Res. 2016, 8, 211.
   Google Scholar
• Thomas, M.; Kulandaisamy, A.; Manohar, A. Synthesis, Spectral Characterization, Electrochemical Behavior and Antibacterial Activity of Schiff Base Complexes Derived from Curcuminyl-4-Iminoantipyrine and o-Phenylenediamine. Int. J. Chem. Tech. Res. 2012, 5, 86.
   Google Scholar
• Vijayalakshmi, M. Synthesis and Spectral Characterization of Schiff Base Transition Metal Complexes, DNA Cleavage and Antibacterial Activity Studies. RJC 2018, 11, 857–864. DOI: https://doi.org/10.31788/RJC.2018.1123033.
   Google Scholar
• Raman, N.; Sobha, S.; Mitu, L. Design, Synthesis, DNA Binding Ability, Chemical Nuclease Activity and Antimicrobial Evaluation of Cu(II), Co(II), Ni(II) and Zn(II) Metal Complexes Containing Tridentate Schiff Base. J. Saudi Chem. Soc. 2013, 17, 151–159. DOI: https://doi.org/10.1016/j.jscs.2011.03.003.
   Web of Science ®Google Scholar
• Chinnasamy, R. P.; Sundararajan, R.; Govindaraj, S. Synthesis, Characterization, and Analgesic Activity of Novel Schiff Base of Isatin Derivatives. J. Adv. Pharm. Tech. Res. 2010, 1, 342. DOI: https://doi.org/10.4103/0110-5558.72428.
   PubMedGoogle Scholar
• Ugwu, Okoro, D. I.; Ukoha, U. C.; Gupta, P. O.; Okafor, A.; Sunday, N. Novel anti-Inflammatory and Analgesic Agents: synthesis, Molecular Docking and in Vivo Studies. J. Enzyme Inhib. Med. Chem. 2018, 33, 405–415. DOI: https://doi.org/10.1080/14756366.2018.1426573.
   PubMed Web of Science ®Google Scholar
• Sujarani, S.; Anitha Sironmani, T. A.; Ramu, A. Synthesis, Characterization and Toxicity Studies of Schiff Bases [2-(2, 2-Diphenylethylimino)Methyl)Phenols] Anchored Silver Nanoparticles. Digest J. Nanomater. Biostruct. 2012, 7, 1843.
   Web of Science ®Google Scholar
• Deivanayagam, P.; Bhoopathy, R. P.; Thanikaikarasan, S. Synthesis, Characterization, Antimicrobial, Analgesic and CNS Studies of Schiff Base Cu(II) Complex Derived from 4-Choro-o-Phenylene Diamine. IJAC 2014, 2, 166. DOI: https://doi.org/10.14419/ijac.v2i2.3338.
   Google Scholar
• Tyagi, M.; Chandra, S.; Tyagi, P.; Akhtar, J.; Kandan, A.; Singh, B. Synthesis, Characterization and anti-Fungal Evaluation of Ni(II) and Cu(II) Complexes with a Derivative of 4-Aminoantipyrine. J. Taibah Uni. Sci. 2017, 11, 110–120. DOI: https://doi.org/10.1016/j.jtusci.2015.11.003.
   Web of Science ®Google Scholar
• Khojasteh, R. R.; Matin, S. J. Synthesis, Characterization, and Antibacterial Activities of Some Metal Complexes of Heptadentate Schiff Base Ligand Derived from Acetylacetone. Russ. J. Appl. Chem. 2015, 88, 921–925. DOI: https://doi.org/10.1134/S107042721506004X.
   Web of Science ®Google Scholar
• Lagunin, A.; Filimonov, D.; Poroikov, V. Multi-Targeted Natural Products Evaluation Based on Biological Activity Prediction with PASS. Curr. Pharm. Des. 2010, 16, 1703–1717. DOI: https://doi.org/10.2174/138161210791164063.
   PubMed Web of Science ®Google Scholar
• Yamashita, S.; Furubayashi, T.; Kataoka, M.; Sakane, T.; Sezaki, H.; Tokuda, H. Optimized Conditions for Prediction of Intestinal Drug Permeability Using Caco-2 Cells. Eur. J. Pharm. Sci. 2000, 10, 195–204. DOI: https://doi.org/10.1016/s0928-0987(00)00076-2.
   PubMed Web of Science ®Google Scholar
• Fathima, S. S.; Paulpandiyan, R.; Nagarajan, E. R. Expatiating Biological Excellence of Aminoantipyrine Derived Novel Metal Complexes: Combined DNA Interaction, Antimicrobial, Free Radical Scavenging Studies and Molecular Docking Simulations. J. Mol. Struct. 2018, 8, 1–23.
   Google Scholar