SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL ACTIVITY OF SUBSTITUTED AMINOPYRIMIDINE SCHIFF BASE LIGAND AND THEIR COMPLEXES OF CU(II) AND MN(II)

D. T. SAKHARE

doi:10.22159/ijcr.2025v9i2.248

Authors

D. T. SAKHARE U. G, P. G. and Research Centre, Department of Chemistry, Shivaji, Art’s, Comm and Science College Kannad, Dist. Chhatrapti Sambhajinagar-431103, M. S. India https://orcid.org/0000-0003-0242-9516

DOI:

https://doi.org/10.22159/ijcr.2025v9i2.248

Keywords:

Heterocyclic schiff bases, 5-Nitrosalicylaldehyde, 2-amino-4,6-dimethylpyrimidine, Antimicrobial activity

Abstract

Objective: The aim of the research is to synthesize and characterize Cu(II) and Mn(II) complexes with a Schiff base ligand and evaluate their antibacterial and antifungal properties.

Methods: The ligand was synthesized by refluxing 2-amino-4,6-dimethylpyrimidine and 5-Nitrosalicylaldehyde in ethanol, forming a yellow-orange product. The complexation reaction involved stirring ethanolic solutions of Cu(II) and Mn(II) salts with a Schiff base ligand. Thermal decomposition of Cu(II) and Mn(II) complexes was analyzed under nitrogen, heating at 30 °C/min, measuring weight loss from ambient temperature to 1000 °C. The antibacterial activity, antioxidant properties, and cytotoxicity of the synthesized compounds were examined using reported methods.

Results: Cu(II) and Mn(II)complexes with a Schiff base ligand were synthesized. Analyzed through Fourier-transform infrared spectroscopy (FTIR), Ultraviolet-visible (UV-vis) and physiochemical tests and confirmed the structures. Magnetic susceptibility and electronic spectra suggested geometries supported by thermogravimetric data. Antibacterial tests revealed complexes had higher activity than ligands and also showed antifungal properties. The ligand and its complexes were screened for their antifungal and antibacterial activity against Aspergillus niger, Penicillium chrysogenum, Fusarium moneliforme, Aspergllus flavus and Escherichia coli, Salmonella typhi, Staphylococcus aureus, B. subtilis. The result indicated that the complexes exhibited good antifungal and antibacterial activities.

Conclusion: Cu(II) and Mn(II) Schiff base complexes were synthesized, showing octahedral geometries. They exhibited thermal stability and strong antibacterial activity, antifungal outperforming the ligand alone.

Downloads

Download data is not yet available.

References

Sakhare DT. Synthesis characterization of some transition metal complexes of bidentate Schiff base and their antifungal and antimicrobial studies. Adv Appl Sci Res. 2015;6(6):10-6.

Sakhare DT. Synthesis characterization and antimicrobial activity of schiff base derived from 2-hydroxybenzaldehyde with 2-amino-4,6-dimethylpyrimidin and their transition metal complexes GIS. Sci J. 2022;9(4):82-94.

Raman N, Muthuraj V, Ravichandran S, Kulandaisamy A. Synthesis characterization and electrochemical behaviour of Cu (II) Co (II) Ni (II) and Zn (II) complexes derived from acetylacetone and p-anisidine and their antimicrobial activity. J Chem Sci. 2003;115(3):161-7. doi: 10.1007/BF02704255.

Sakhare DT. Synthesis characterization and antimicrobial activities of some Mn (II) and Fe (III) complexes of biologically active bidentate ligands. J Chem Pharm Res. 2015;7(6):198-204.

Sakhare DT. Copper metal complexes of a pyrimidine-based Schiff base ligand synthesis characterization and biological activity. J Xidian Univ. 2022;16(3):191-201.

Thaker BT, Tnadel PK, Patel AS, Vyas CJ, Jesani MS, Patel DM. Indian J Chem. 2005;44A:265.

Sakhare DT. Synthesis characterization and biological studies of aminopyrimidine Schiff bases and their transition metal complexes. Dickensian. 2022;22(4):65-77.

Singh NK, Singh DK, Singh SB. Synth Inorg Met J Org Chem. 2002;32:703.

Sakhare DT. Synthesis characterization and biological activities of new bidentate Schiff base ligand and their Co (II) metal complexes. Mater Today Proc. 2024. doi: 10.1016/j.matpr.2024.04.038.

Sakhare DT. Synthesis characterization and in vitro biological activities of novel bidentate schiff base ligand and their cobalt (II) complexes. Juni Khyat. 2023;13(3):134-43.

Liu J, Zhang H, Chen C, Deng H. Dalton Trans. 2003:114-9.

Sakhare DT. Synthesis characterization and biological activity of new Schiff bases 1-(4,6-Dimethylpyrimidin-2-Yl) imino) methyl)Naphthalen-2-ol and their Fe (III) complexes. Juni Khyat. 2024;14,9;2:101-11.

Mohamed GG, Umar MM, Spectrochim AA 62; 2005. p. 1140.

Sakhare DT. Synthesis characterization and antimicrobial activity of Cu (II) complexes derived from heterocyclic Schiff bases ligands. Asian J Org Med Chem. 2022;7(2):41-7.

Raman N, Thalamuthu S, Dhaveethuraja J, Neelakandan MA, Banerjee S. J Chil Chem Soc. 2008;53:21.

Baraldi PG, Pavani MG, Nunes N, Brigidi P, Vitali B, Gambari R. Pharm. 2022;10:449.

Sakhare DT. Synthesis spectral thermal and antimicrobial activities of Mn (II) and Fe (III) Schiff base metal complexes. Int J Curr Res Chem Pharm Sci. 2015;2(7):1-8.

Sondhi SM, Johar M, Rajvanshi S, Dastidar SG, Shukla R, Raghubir R. Aust J Chem. 2001;54(1):69. doi: 10.1071/CH00141.

Sakhare DT. Synthesis characterization of some Cu (II) complexes of bidentate Schiff base and their antimicrobial studies. J Med Chem Drug Discov. 2016;2(1):583-97.

Mangalagiu G, Ungureanu M, Grosu G, Mangalagiu I, Petrovanu M. New pyrrolo pyrimidine derivatives with antifungal or antibacterial properties in vitro. Ann Pharm Fr. 2001;59(2):139-40. PMID 11320339.

Sakhare DT. Green synthesis characterization and biological evaluation of divalent transition metal complexes of substituted aminopyrimidine novel Schiff base ligand science. J Chem. 2025;13(1):1-10.

Sakhare DT. Synthesis characterization and antimicrobial studies of some transition metal complexes of Schiff bases. Int J Curr Res Chem Pharm Sci. 2015;2(6):28-34.

Sakhare DT. Synthesis characterization and antimicrobial activities of aminopyrimidine schiff base ligand and their complexes of Cu (II) and Mn (II) Nigerian. Res J Chem Sci. 2025;13(1):18-31.

Sakhare DT. Syntheses characterization of some transition metal complexes of bidentate Schiff base and their antimicrobial activities. Chem Sin. 2015;6(6):1-6.

Osowole AA, Akpan EJ. Eur J Appl Sci. 2012;4(1):14-20.

Sakhare DT. Synthesis characterization and antimicrobial studies on schiff base derived from 2-amino 4,6-Dihydroxypyrimidine and benzaldehyde and its cobalt complexes. Int J Food Nutr Sci. 2022;11 Suppl 1:970-82.

Osowole AA, Akpan EJ. Synthesis spectroscopic characterisation in vitro anticancer and antimicrobial activities of some metal(ii) complexes of 3-{4, 6-dimethoxy pyrimidinyl) iminomethyl naphthalen-2-ol. Eur J Appl Sci. 2012;4(1):14-20.

Sakhare DT. Synthesis characterization and biological evaluation of Schiff base ligand and their Fe (III) complexes. Int J Adv Sci Eng. 2024;11(1):3788-97. doi: 10.29294/IJASE.11.1.2024.3788-3797.

Osowole AA, Yoade RO. Scientific. J Appl Res. 2013;4:101-6.

Sakhare DT. Synthesis characterization and spectroscopic study of new 3-(4,6-dihydroxy pyrimidin-2-yl) imino] methyl}Napthalen-2-ol schiff base ligand and its transition metal complexes. Int J Sci Res Chem Sci. 2024;11(1):3788-97.

Akila UME, Rajavel R. Int J Recent Sci Res. 2013;4(9):1385-90.

Sakhare DT. Synthesis characterization and antimicrobial studies of some transition metal complexes of schiff bases. Int J Curr Res Chem Pharm Sci. 2015;2(6):28-34.

Avaji PG, Reddy BN, Patil SA, Badami PS. Synthesis spectral characterization biological and fluorescence studies of lanthanum (III) complexes with 3-substituted-4-amino-5-hydrazino-1,2,4-triazole schiff bases. Transition Met Chem. 2006;31(7):842-8. doi: 10.1007/s11243-006-0066-5.

Pargathi M, Reddy KH. Indian J Chem. 2013;52A:845-53.

Sakhare DT. Synthesis characterization and biological activity of new schiff bases derived from aminopyrimidine and their metal complexes. Int J Sci Res Sci Technol. 2022;9(17):160-73.

Sakhare DT. Synthesis characterization and in vitro biological activities of Co (II) Complexes of 2-(4-Methaylbenzylideneamino) pyrimidine-4, 6-Diol. Current Pharma Research. 2019;9(4):3335-44.

Despande VG, Shaha S, Despande MM, Habib SI, Kulkarni PA. Asian J Biochem Pharm Res. 2013;1(3):63-70.

Sakhare DT. Synthesis characterization and antimicrobial activity of novel 2-amino-4,6-dimethylpyrimidin and 2-hydroxy-5-nitrobenzaldehyde schiff base ligand and their transition metal complexes. Int J Adv Appl Res. 2024;5(40):35-44.

Sakhare DT. Synthesis spectroscopic characterization in vitro and antimicrobial activities of some metal (II) complexes of 5-choloro-2-(((4,6-dimethoxypyrimidin-2-yl) imino) methyl) phenol. International Journal of Scientific Research in Chemistry. 2024;9(6):1-9.

Sakhare DT. Synthesis characterization and antimicrobial activities of some transition metal complexes of biologically active bidentate ligands. Inorg Chem Indian J. 2015;10(4):142-7.