SYNTHESIS, BIOLOGICAL STUDY, DNA INTERACTION OF MANNICH BASE METAL COMPLEXES DERIVED FROM BENZAMIDE
Keywords:Coordination compounds, Mannich base, UV-Visible, Antifungal Activity, DNA binding
Objective: Coordination compounds occur widely in nature and they comprise a large share of current inorganic research. The Mannich reaction is a classic method for the preparation of Mannich bases, namely, β amino compounds, which are heterocyclic.
Methods: A novel Mannich base of N-((3,4-dimethoxyphenyl)(2,5-dioxopyrrolidin-1-yl) methyl)benzamide and its coordination complexes with transition metals Mn and Co have been synthesized and characterized by elemental analysis, molar conductance, magnetic susceptibility measurements, UV-Visible, IR, NMR, and Mass spectral studies.
Results: Based on the magnetic moment and UV-Visible spectral data, octahedral geometries were assigned for the metal complexes. The metal complexes were screened for antifungal activity.
Conclusion: the metal complexes have shown good activity than the ligand. The binding of selected metal complexes with calf thymus DNA was investigated. It is found that the cobalt (II) metal complex of the ligand showed efficient DNA binding ability.
Sivakumar KK, Rajasekaran A, Senthilkumar P, Wattamwar PP. Conventional and microwave-assisted synthesis of pyrazolone Mannich bases possessing anti-inflammatory, analgesic, ulcerogenic effect and antimicrobial properties. Bioorg Med Chem Lett. 2014;24(13):2940-4. doi: 10.1016/j.bmcl.2014.04.067, PMID 24835630.
Vijayanandhi M, Verma AK, Sujatha R, Kamal Raj R. Synthesis, and characterization of novel Mannich base of benzimidazole derivatives for antibacterial and antifungal activity. Int J Pharm Pharm Sci. 2013;5(2):295-7.
Balakrishnan A, Sankar A, Nandhini V. Synthesis, Structure and antimicrobial studies of Mannich base N-(dicyclohexylamino)(phenyl)methylbenzamide and its metal complexes. Int J Chem Physiol Sci. 2018;7(2):1-7.
Chakkaravarthi K, Gokulakrishnan K, Suman T, Tamilvendan D. Synthesis, spectral, antimicrobial and antioxidant studies of diamide Mannich base derivatives. Int J Pharm Pharm Sci. 2015;6(1):492-5.
More MS, Pawal SB, Lolage SR, Chavan. Synthesis, structural characterization, luminescence and optical studies of Ni(II) and Zn(II) complexes containing salophen ligand. J Mol Struct. 2017;11(28):419-27.
Madhu G, Jayaveera KN, Ravindra Nath LK, Santhosh Kumar B, Nagarjuna Reddy P. Synthesis and structure-activity relationship of new antibacterial active multisubstituted quinoline azetidinone Mannich bases. Der Pharm Chem. 2012;4(3):1033-40.
Pahontu E, Julea F, Rosu T, Purcarea V, Chumakov Y, Petrenco P, Gulea A. Antibacterial, antifungal and in vitro antileukaemia activity of metal complexes with thiosemicarbazones. J Cell Mol Med. 2015;19(4):865-78. doi: 10.1111/jcmm.12508.
Rehman Mu. Metal-based antimicrobial agents: Synthesis, characterization and biological studies of mannich base derivatives of benzimidazole and their metal complexes. SJC. 2013;1(5). doi: 10.11648/j.sjc.20130105.12.
Arundhati M, Dipak C, Mithun R. Synthesis and antimalarial activity of lawsone Mannich base derivatives. Ind J Pharm Educ Res. 2018;52(3):472-9. doi: 10.5530/ijper.52.3.55.
Itzel L, Nery Flores L-LSD, Saenze Galindo A. Facile synthesis of amino naphthaquinone mannich bases by nano catalytic multicomponent reaction. Syn Commun. 2017;47(23):2247-53.
Zayed EM, Zayed MA, El-Desawy M. Preparation and structure investigation of novel Schiff bases and their biological activities. Mol Biomol Spec. 2015;134:155-64.
Raju KR, Guru Prasad A, Kumar B, Rao L, Ravindranath KR. Synthesis and medicinal evaluation of Mannich bases carrying azetidone moiety. J Clin Anal Med. 2014;2:1-5.
Malhotra M, Sharma R, Sanduja M, Kumar R, Jain J, Deep A. Synthesis, characterization and evaluation of mannich bases as potent antifungal and hydrogen peroxide scavenging agents. Acta Pol Pharm. 2012;69(2):355-61. PMID 22568052.
Sevgi F, Bagkesici U, Kursunlu AN, Guler E. Fe (III), Co(II), Ni(II), Cu(II) and Zn(II) complexes of schiff bases based-on glycine and phenylalanine: Synthesis, magnetic/thermal properties and antimicrobial activity. J Mol Struct. 2018;1154:256-60. doi: 10.1016/j.molstruc.2017.10.052.
Manjula B, Arul S. Preparation, characterization, antimicrobial activities and DNA cleavage studies of schiff base complexes derived from 4-aminoantipyrine. Asian J Biochem Pharm Res. 2013;1:168-78.
Malhotra M, Arora M, Samad A, Sahu K, Phogat P, Deep A. Synthesis and evaluation of some novel derivatives of 2-propoxybenzylidene isonicotinohydrazide for their potential antimicrobial activity. J Serb Chem Soc. 2012;77(5):589-97. doi: 10.2298/JSC110310170M.
Aditi A, Jahav V, Vaishali P, Dhanwe Pawan K, Khanna. Synthesis of novel Zn(II) and Cd(II) complexes of semicarbazones and their utility as precursors for respective metal selenide quantum dots. Polyhed. 2017;123:99-110.
Kailas KH, Sheetal JP, Anita PP, Apporva HP. Four synthesis methods of Schiff base ligands and preparation of their metal complexes with ir and antimicrobial investigation. World J Pharm Pharm Sci. 2016;5(2):1055-63.
da Silva GB, Neves AP, Vargas MD, Marinho-Filho JDB, Costa Lotufo LV. New insights into 3-(aminomethyl) naphthoquinones: evaluation of cytotoxicity, electrochemical behavior and search for structure-activity correlation. Bioorg Med Chem Lett. 2016;26(15):3537-42. doi: 10.1016/ j.bmcl.2016.06.027.
Olar R, Calu L, Badea M. Thermal behavior of some biologically active species based on complexes with triazolopyrimidine pharmacophore. J Ther Anal Calori. 2017;127(1):472-9.
Golmakaniyoon, Sima, Askar, Vahid Reza A, Khalil, Zarghi, Afshin. Ghodsi and Razieh. Synthesis, characterization and in vitro-evaluation of novel naphthaquinone derivatives and related amines: identification of new cancer leads, Ira. J Pharm Res. 2019;18(1):16-29.
Bharty MK, Paswan S, Dani RK. Polymeric Cd(II), trinuclear and mononuclear Ni(II) complexes of 5-methyl-4-phenyl-1,2,4-triazole-3-thione: Synthesis, structural characterization, thermal behavior, fluorescence properties and antibacterial activity. J Mol Struct. 2017;1130:181-93.
Najlaa S, Al-Radadi EM, Zayed GG, Mohamed, Hayam A, Abd El Salam. Synthesis, spectroscopic characterization, molecular docking and evaluation of the antibacterial potential of transition metal complexes using triazole chelating ligand. J Chem. 2020;2(2):1-12.
How to Cite
Copyright (c) 2021 SIVAKAMI SUDHASANKAR
This work is licensed under a Creative Commons Attribution 4.0 International License.