Synthesis and Biological Studies of Schiff Base Metal(II) Complexes Derived from Isatin
Life Sciences -Chemistry
DOI:
https://doi.org/10.22376/ijlpr.2023.13.1.L209-217Keywords:
Isatin, octahedral geometry, DNA Cleavage, schiff base.Abstract
Potentially bioactive Schiff base metal complex is a kind of attractive reagents due to specific activities of pharmacology and physiology. Medical inorganic chemistry has exploited metal ions' unique properties to design new drugs. In this study a novel Cu(II), Ni(II), Mn(II) and Co(II) Schiff base complexes have been from p - nitroaniline, isatin and 2, 2′ bipyridyl. The elemental analyses of the complexes are confined to the stoichiometry of the type L1L2M [M = Cu(II), Ni(II), Mn(II) and Co(II)], respectively, where L is Schiff base ligand in the ratio of 1:1:1. Structures have been proposed from elemental analyses, IR, UV, 1H NMR, ESR spectral data and magnetic studies. The measured low molar conductance values in DMF indicate that the complexes are nonelectrolytes. The IR data tells us the association of C=N nitrogen atom in co - ordination to the metal ion. The UV spectral studies and magnetic measurements suggested the octahedral geometry around metal ion under investigation. The EPR spectral data shows additional proof for the octahedral geometry. In addition, the antioxidative activity was also determined. The ligand's antioxidative activity and its complexes demonstrate that, compared to the ligand, the complexes exhibit higher scavenging activity. The antibacterial activity of these compounds was studied in vitro by the disc diffusion assay against two Gram-positive bacteria like Staphylococcus aureus, Bacillus subtilis and two Gram-negative bacteria like Escherichia coli and Klebsilla pneumonia. The complexes show significant growth inhibitory activity than ligands.
References
Raja A, Rajendiran V, Uma Maheswari P, Balamurugan R, Kilner CA, Halcrow MA et al. Copper(II) complexes of tridentate pyridylmethylethylenediamines: role of ligand steric hindrance on DNA binding and cleavage. J Inorg Biochem. 2005;99(8):1717-32. doi: 10.1016/j.jinorgbio.2005.05.014, PMID 16039720.
Raman N, Sobha S. Exploring the DNA binding mode of transition metal based biologicallyactive compounds. Spectrochim Acta A. 2021;85:223-34.
Refat MS, El-Metwaly NM. Spectral, thermal and biological studies of Mn(II) and Cu(II) complexes with two thiosemicarbazide derivatives. Spectrochim Acta A Mol Biomol Spectrosc. 2012;92:336-46. doi: 10.1016/j.saa.2012.02.041, PMID 22446783.
Tabassum S, Zaki M, Arjmand F, Ahmad I. Synthesis of heterobimetallic complexes: in vitro DNA binding, cleavage and antimicrobial studies. J Photochem Photobiol B. 2012;114:108-18. doi: 10.1016/j.jphotobiol.2012.05.017. PMID 22762922.
Satyawana Y, Sharma N, Kumari A, Fahmi N. Synthesis, spectroscopic investigation and bioefficacy of some novel Schiff base metal (II) Complexes. Int J Pharm Sci Res. 2021;12(11):5992-6002.
Khalid S, Sumrra SH, Chohan ZH. Isatin endowed metal chelates as antibacterial and antifungal agents. Sains Malays. 2020;49(8):1891-904. doi: 10.17576/jsm-2020-4908-11.
Jambulingam M, Thangadurai SAnanda, Vijayabaskaran M. Synthesis, characterization and antimicrobial activities of some metal complexes with Schiff base derived from substituted salicylaldehyde and amino acids. Int J Pharm Sci Res. 2021;12(9):5072-8.
Tolia C, Papadopoulos AN, Raptopoulou CP, Psycharis V, Garino C, Salassa L et al. Copper(II) interacting with the non-steroidal antiinflammatory drug flufenamic acid: structure, antioxidant activity and binding to DNA and albumins. J Inorg Biochem. 2013;123:53-65. doi: 10.1016/j.jinorgbio.2013.02.009, PMID 23528572.
Vairalakshmi M, Princess R, Johnson RS. Metal complexes of novel Schiff base containing isatin: characterization, antimicrobial, antioxidant and catalytic activity study. ASI J Pharm Clin Res. 2019;12(8):206-10.
Kosaraju Lahari, Raja Sundararajan. Isatin – a potent antimicrobial agent. ijrps;10(2):955-70. doi: 10.26452/ijrps.v10i2.367.
Visagaperumal D, Ezekwem JE, Munji H, Chandy V. Isatin Schiff Base -An Overview. PT. 2018;6(5):38-47. doi: 10.29161/PT.v6.i5.2018.38.
Refata MS, El-Metwa NM. Spectral, thermal and biological studies of Mn(II) and Cu(II) complexes with two thiosemicarbazide derivativesly, Spectrochimica Acta Part A: molecular and Biomolecular Spectroscopy. Spectrochim Acta A. 2021;92:336-46.
Akila E, Usharani M, Rajavel R. Inspired research on the DNA binding and cleavage ability: design, synthesis, characterization and properties of their dinuclear Metal (II) Complexes. Int J Bio-Tech Res. 2013;3(2):61-70.
Mandal D, Chauhan M, Arjmand F, Aromí G, Ray D. Interaction with DNA of a heteronuclear [Na2Cu4] coordination cluster obtained from the assembly of two hydroxo-bridged [CuII] units by a dimeric sodium nitrate template. Dalton Trans. 2009;98(42):9183-91. doi: 10.1039/b909249h, PMID 20449195.
Abdel-Rahman LH, Abu-Dief AM, Moustafa H, Abdel-Mawgoud AAH. Design and nonlinear optical properties (NLO) using DFT approach of new Cr(III), VO(II), and Ni(II) chelates incorporating tri-dentate imine ligand for DNA interaction, antimicrobial, anticancer activities and molecular docking studies. Arab J Chem. 2020;13(1):649-70. doi: 10.1016/j.arabjc.2017.07.007.
Aziz T, Ullah A, Ullah R, Haq F, Iqbal M, Khan FU et al. Synthesis of isatin and its derivatives and their applications in biological system. BJSTR. 2020;30(4):23615-621.
Akila E, Usharani M, Ramachandran S, Jayaseelan P, Velraj G, Rajavel R. Tetradentate-arm Schiff base derived from the condensation reaction of 3,3′-dihydroxybenzidine, glyoxal/diacetyl and 2-aminophenol: Designing, structural elucidation and properties of their binuclear metal(II) complexes. Arab J Chem. 2017;10:S2950-60. doi: 10.1016/j.arabjc.2013.11.031.
Al-Azawi K, AL-Duhaidahawi DL, Al-Amiery A, Kadhum AAH. Synthesis of Schiff base metal complexes with motivating scavenging potential studies. Free Radic Antioxid. 2019;9(1):1-4. doi: 10.5530/fra.2019.1.1.
Sudhasankar S, Vijayachandrasekar M, Natarajan A, Pandian SRK. DNA- Binding and cleavage studies of Mn(II) and Co(II) complexes of 1-(2,5- Dioxopyrrolidin-1-Yl)(4-hydroxyphenyl)methyl. Thiourea. IJPSR 2018. Vol. 9(2). p. 509-16.
Jayaseelan P, Akila E, Usha Rani MU, Rajavel R. Synthesis, spectral characterization, electrochemical, antimicrobial, DNA binding and cleavage studies of new binuclear Schiff base metal(II) complexes derived from o-hydroxyacetophenone. J Saudi Chem Soc. 2016;20(6):625-34. doi: 10.1016/j.jscs.2013.07.001.
Hu K, Liu C, Li J, Liang F. Copper(ii) complexes based on quinoline-derived Schiff-base ligands: synthesis, characterization, HSA/DNA binding ability, and anticancer activity. Chem Commun. 2018;9(10):1663-72. doi: 10.1039/C8MD00223A.
Kavitha P, Saritha M, Laxma Reddy K. Synthesis, structural characterization, fluorescence, antimicrobial, antioxidant and DNA cleavage studies of Cu(II) complexes of formyl chromone Schiff bases. Spectrochim Acta A Mol Biomol Spectrosc. 2013;102:159-68. doi: 10.1016/j.saa.2012.10.037, PMID 23220531.
Potla kM, Venkatasubba Naidu N, Ragavendrakumar P. Synthesis, Characterization and Biological activity of Transition metal complexes of 1,4-bis(1-napthylmethyl)piperazine. Int J Biotechnol Res. 2021;3(1):91-100.
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