Synthesis, Characterization and Antibacterial Properties of Nickel(II) Complex with 4-Aminoantipyrine Ligand

Yusica Amalia Rasyda(1), Mudhita Kusuma Widowati(2), Soerya Dewi Marliyana(3), Sentot Budi Rahardjo(4*)

(1) Postgraduate Program, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Sebelas Maret University, Jl. Ir. Sutami 36A, Surakarta 57126, Central Java, Indonesia
(2) Postgraduate Program, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Sebelas Maret University, Jl. Ir. Sutami 36A, Surakarta 57126, Central Java, Indonesia
(3) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Sebelas Maret University, Jl. Ir. Sutami 36A, Surakarta 57126, Central Java, Indonesia
(4) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Sebelas Maret University, Jl. Ir. Sutami 36A, Surakarta 57126, Central Java, Indonesia
(*) Corresponding Author


The novel nickel(II) complex has been successfully synthesized through the reaction of Ni(NO3)2·6H2O with 4-aminoantipyrine (AAP) ligand in a 1:3 mole ratio of Ni(II) to AAP. The complex was characterized using UV-Vis, Atomic Absorption Spectroscopy (AAS), Infrared spectrophotometry (IR), Thermogravimetry/Differential Scanning Calorimetry (TG/DSC), conductivity, and magnetic susceptibility. The complex formula was [Ni(AAP)3](NO3)2·5H2O. AAP was a bidentate ligand that coordinated through the primary amine nitrogen and the carbonyl oxygen to the nickel ion. The electronic spectra of the complex displayed two peaks at 646 nm and 385 nm in accordance with the 3A2g(F) → 3T1g(F) and 3A2g(F) → 3T1g(P) transitions, respectively. This complex gave a paramagnetic property with the effective magnetic moment (µeff) of 2.96 BM and the shape of an octahedron. The antibacterial test of this complex showed higher activity than the metal and its free ligand.


nickel(II); 4-aminoantipyrine; complex; antibacterial activity

Full Text:

Full Text PDF


[1] Poormohammadi, E.B., Behzad, M., Abbasi, Z., and Astaneh, S.D.A., 2020, Copper complexes of pyrazolone-based Schiff base ligands: Synthesis, crystal structures and antibacterial properties, J. Mol. Struct., 1205, 127603.

[2] Selvi, E.T., and Mahalakshmi, S., 2017, Synthesis and characterisation of a new heterocyclic Schiff base ligand derived from 4-aminoantipyrine, Int. J. Adv. Res. Dev., 2 (2), 51–56.

[3] Singh, G., Satija, P., Singh, B., Sinha, S., Sehgal, R., and Sahoo, S.C., 2020, Design, crystal structures and sustainable synthesis of family of antipyrine derivatives: Abolish to bacterial and parasitic infection, J. Mol. Struct., 1199, 127010.

[4] Masruri, M., Amini, R.W., and Rahman, M.F., 2016, Potassium permanganate-catalyzed alpha-pinene oxidation: Formation of coordination compound with zinc(II) and copper(II), and growth inhibition activity on Staphylococcus aureus and Escherichia coli, Indones. J. Chem., 16 (1), 59–64.

[5] Sageer, A.G., Saheeb, A.A., and Mekky, A.H., 2020, Microwave synthesis, characterization of some novel curcumin compound and its metal complexes with antimicrobial, antioxidant studies, Int. J. Pharm. Res., 12 (1), 1092–1103.

[6] Teran, R., Guevara, R., Mora, J., Dobronski, L., Barreiro-Costa, O., Beske, T., Pérez-Barrera, J., Araya-Maturana, R., Rojas-Silva, P., Poveda, A., and Heredia-Moya, J., 2019, Characterization of antimicrobial, antioxidant, and leishmanicidal activities of Schiff base derivatives of 4-aminoantipyrine, Molecules, 24 (15), 2696.

[7] Kumar, K.V., Sunand, K., Ashwini, K., Kumar, P.S., Vishnu, S., and Samala, A., 2017, Synthesis characterization and antibacterial studies of 4-aminoantipyrine Schiff’s bases, Int. J. Appl. Pharm. Sci. Res., 2 (1), 8–14.

[8] Mohammed, L.A., Mehdi, R.T., and Ali, A.A.M., 2018, Synthesis and biological screening of the gold complex as anticancer and some transition metal complexes with new heterocyclic ligand derived from 4-aminoantipyrine, Nano Biomed. Eng., 10 (3), 199–212.

[9] Singh, M.K., Roy, S., Hansda, A., Kumar, S., Kumar, M., Kumar, V., Peter, S.C., and John, R.P., 2017, Synthesis, characterization and antibacterial activity evaluation of trinuclear Ni(II) complexes with N-substituted salicylhydrazide ligands, Polyhedron, 126, 100–110.

[10] Jayalakshmi, R., Priya, D.D., Jayakkumar, V., and Rajavel, R., 2017, Synthesis and characterization of 4-aminoantipyrine based Schiff base complexes: antimicrobial, cytotoxicity and DNA cleavage studies, Int. J. Eng. Res. Technol., 6 (8), 1–9.

[11] Soltani, S., Akhbari, K., and White, J., 2020, Synthesis, crystal structure and antibacterial activity of a homonuclear nickel(II) metal-organic nanosupramolecular architecture, Polyhedron, 176, 114301.

[12] Sarker, D., Hossen, M.F., Kudrat-E-Zahan, M., Haque, M.M., Zamir, R., and Asraf, M.A., 2020, Synthesis, characterization, thermal analysis and antibacterial activity of Cu(II) and Ni(II) complexes with thiosemicarbazone derived from thiophene-2-aldehyde, J. Mater. Sci. Res. Rev., 5 (2), 15–25.

[13] Syaima, H., Rahardjo, S.B., and Zein, I.M., 2018, Synthesis and characterization of diranitidinecopper(II) sulfatedehydrate, IOP Conf. Ser.: Mater. Sci. Eng., 349 (1), 012025.

[14] Wang, X., Gao, C.Q., Gao, Z.Y., Wu, B.L., and Niu, Y.Y., 2018, Synthesis, crystallographic and spectral studies of homochiral cobalt(II) and nickel(II) complexes of a new terpyridylaminoacid ligand, J. Mol. Struct., 1157, 395–363.

[15] Anupama, B., Sunita, M., Shiva Leela, D., Ushaiah, B., and Gyana Kumari, C., 2014, Synthesis, spectral characterization, DNA binding studies and antimicrobial activity of Co(II), Ni(II), Zn(II), Fe(III) and VO(IV) complexes with 4-aminoantipyrine Schiff base of ortho-vanillin, J. Fluoresc., 24 (4), 1067–1076.

[16] Sinthuja, S.A., Shaji, Y.C., and Rose, G.L., 2018, Synthesis, characterization and evaluation of biological properties of transition metal chelates with Schiff base ligands derived from glutaraldehyde with L-leucine, Int. J. Sci. Res. Sci. Technol., 4 (2), 587–593.

[17] Tyagi, M., Chandra, S., Tyagi, P., Akhtar, J., Kandan, A., and Singh, B., 2017, Synthesis, characterization and anti-fungal evaluation of Ni(II) and Cu(II) complexes with a derivative of 4-aminoantipyrine, J. Taibah Univ. Sci., 11 (1), 110–120.

[18] de Souza, Í.P., Machado, B.P., de Carvalho, A.B., Binatti, I., Krambrock, K., Molphy, Z., Kellett, A., Pereira-Maia, E.C., and Silva-Caldeira, P.P., 2019, Exploring the DNA binding, oxidative cleavage, and cytotoxic properties of new ternary copper(II) compounds containing 4-aminoantipyrine and N, N-heterocyclic co-ligands, J. Mol. Struct., 1178, 18–28.

[19] Venugopal, N., Krishnamurthy, G., Bhojyanaik, H.S., and Krishna, P.M., 2019, Synthesis, spectral characterization and biological studies of Cu(II), Co(II) and Ni(II) complexes of azo dye ligand containing 4‒aminoantipyrine moiety, J. Mol. Struct., 1183, 37–51.

[20] Fathima, S.S.A., Paulpandiyan, R., and Nagarajan, E.R., 2019, Expatiating biological excellence of aminoantipyrine derived novel metal complexes: Combined DNA interaction, antimicrobial, free radical scavenging studies and molecular docking simulations, J. Mol. Struct., 1178, 179–191.

[21] Rahardjo, S.B., and Aditya, H.P., 2017, Synthesis and characterization of tetrakis(2-amino-3-methylpyridine)di(aqua)nickel(II), IOP Conf. Ser.: Mater. Sci. Eng., 172, 012048.

[22] Cotton, F.A., Wilkinson, G., Murillo, C.A., and Bochmann, M., 1999, Advanced Inorganic Chemistry, John Willey & Sons Inc., New York.

[23] Kumari, P., Lobana, T.S., Butcher, R.J., Castineiras, A., and Zeller, M., 2018, The effect of substituents at C2/N1 atoms of salicyladehyde and 2-hydroxyacetophenone based thiosemicarbazones on the nature of nickel(II) complexes with 1,10-phenathroline and terpyridine as co-ligands, Inorg. Chim. Acta, 482, 268–274.

[24] Sharma, S., Sachar, R., Bajju, G.D., and Sharma, V., 2018, Synthesis and characterization of some adducts of o-hexyl dithiocarbonates of nickel (II) with heterocyclic amines, Chem. Sci. Trans., 7 (4), 610–617.

[25] Baul, T.S.B., Nongsiej, K., Ka-Ot, A.L., Joshi, S.R., Rocha, B.G.M., and da Silva, M.F.C.G., 2020, Synthesis, crystal structures, magnetic properties and antimicrobial screening of octahedral nickel(II) complexes with substituted quinolin-8-olates and pyridine ligands, J. Mol. Struct., 1200, 127106.

[26] Rasyda, Y.A., Rahardjo, S.B., and Nurdiyah, F., 2019, Synthesis and characterization complex nickel(II) with diphenylamine, IOP Conf. Ser.: Mater. Sci. Eng., 578, 012008.

[27] Lima, C.F.R.A.C., Taveira, R.J.S., Costa, J.C.S., Fernandes, A.M., Melo, A., Silva, A.M.S., and Santos, L.M.N.B.F., 2016, Understanding M–ligand bonding and mer-/fac-isomerism in tris(8-hydroxyquinolinate) metallic complexes, Phys. Chem. Chem. Phys., 18 (24), 16555–16565.

[28] Susanthy, D., Santosa, S.J., and Kunarti, E.S., 2020, Antibacterial activity of silver nanoparticles capped by p-aminobenzoic acid on Escherichia coli and Staphylococcus aureus, Indones. J. Chem., 20 (1), 182–189.

[29] Pratama, A., Sebayang, F., and Nasution, R.B., 2018, Antibacterial properties of biofilm Schiff base derived from dialdehyde cellulose and chitosan, Indones. J. Chem., 19 (2), 405–412.

[30] Shebl, M., 2016, Mononuclear, homo- and hetero-binuclear complexes of 1-(5-(1-(2-aminophenylimino)ethyl)-2,4-dihydroxyphenyl)ethanone: Synthesis, magnetic, spectral, antimicrobial, antioxidant, and antitumor, J. Coord. Chem., 69 (2), 199–214.

[31] Nithya, P., Rajamanikandan, R., Simpson, J., Ilanchelian, M., and Govindarajan, S., 2018, Solvent assisted synthesis, structural characterization and biological evaluation of cobalt(II) and nickel(II) complexes of Schiff bases generated from benzyl carbazate and cyclic ketones studies, Polyhedron, 145, 200–217.

[32] Malik, S., Das, S., and Jain, B., 2010, First-row transition metal complexes of omeprazole as anti-ulcerative drugs, Indones. J. Chem., 10 (3), 382–389.

[33] Doan, V.D., Cuong, N.V., Le, P.H.A., Anh, T.T.L., Viet P.T., and Huong, N.T.L., 2020, Orange peel essential oil nanoemulsions supported by nanosilver for antibacterial application, Indones. J. Chem., 20 (2), 430–439.


Article Metrics

Abstract views : 3937 | views : 2916

Copyright (c) 2021 Indonesian Journal of Chemistry

Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.


Indonesian Journal of Chemistry (ISSN 1411-9420 /e-ISSN 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.

Analytics View The Statistics of Indones. J. Chem.