Synthesis, Characterization and Antimicrobial Activity of Complexes Metal Ions Ni(II), Zn(ΙΙ), Pd(II) and Pt(IV) with Polydentate 1,2,4-Triazole Ligand

https://doi.org/10.22146/ijc.76716

Sarab Mahdi Al-Alzawi(1), Mahmoud Najim Al-Jibouri(2*), Anaam Majeed Rasheed(3), Sinan Midhat Al-Bayati(4)

(1) Department of Chemistry, College of Science, Mustansiriyah University, Baghdad 10052, Iraq
(2) Department of Chemistry, College of Science, Mustansiriyah University, Baghdad 10052, Iraq
(3) Department of Chemistry, College of Science, Mustansiriyah University, Baghdad 10052, Iraq
(4) Department of Chemistry, College of Science, Mustansiriyah University, Baghdad 10052, Iraq
(*) Corresponding Author

Abstract


A new ligand of 1,2,4-triazole derivative was produced by cyclization of sodium dithiocarbamate derivative of ethyl 4-ethoxy-3-nitrobenzoate with carbon disulfide in an alkaline medium. The new ligand, entitled name: L: 4-amino-5-(3-ethoxy-5-nitrophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione, was fully characterized depending on HPLC-MS, FTIR, 1H-NMR and 13C-NMR spectroscopies. In addition, the elemental microanalysis was carried out to confirm the skeletal structure of the ligand L. A library of complexes with Ni(II), Zn(II), Pd(II), and Pt(IV) metal ions was prepared by coordination with the ligand. These complexes were characterized by using FTIR, UV-Ѵis, 1H-NMR, 13C-NMR, spectrophotometric techniques, elemental analysis C.H.N.S, and FAAS. The physicochemical properties of these complexes were determined at 25 °C, such as melting point, magnetic susceptibility and molar conductivity. The microbial study confirmed that the novel ligand and its complexes have the potential to be applied as antimicrobial agents.


Keywords


1,2,4-triazole ligands; platinum(IV); palladium(II) complexes of triazole; microbial activity



References

[1] Ju, F.Y., Li, G.L., Li, X.L., Yin, W.D., and Liu, G.Z., 2019, Syntheses, structures, and properties of two Cd(II)/Zn(II) complexes with 1,2,4-triazole derivatives, Russ. J. Coord. Chem., 45 (8), 600–607.

[2] Liu, K., Shi, W., and Cheng, P., 2011, The coordination chemistry of Zn(II), Cd(II) and Hg(II) complexes with 1,2,4-triazole derivatives, Dalton Trans., 40 (34), 8475–8490.

[3] Kargar, H., Torabi, V., Akbari, A., Behjatmanesh-Ardakani, R., Sahraei, A., and Tahir, M.N., 2020, Pd(II) and Ni(II) complexes containing an asymmetric Schiff base ligand: Synthesis, X-ray crystal structure, spectroscopic investigations and computational studies, J. Mol. Struct., 1205, 127642.

[4] Adachi, J., Mori, T., Inoue, R., Naito, M., Le, N.H.T., Kawamorita, S., Hill, J.P., Naota, T., and Ariga, K., 2020, Emission control by molecular manipulation of double‐paddled binuclear PtII complexes at the air‐water interface, Chem. - Asian J., 15 (3), 406–414.

[5] Yang, G.H., Li, Y.J., Liu, D., and Cui, G.H., 2020, Dual-responsive luminescent sensor based on a water-stable Cd(II)-MOF for the highly selective and sensitive detection of acetylacetone and Cr2O72− in aqueous solutions, CrystEngComm, 22 (7), 1166–1175.

[6] Tenorio, K.V., Fortunato, A.B., Moreira, J.M., Roman, D., D’Oliveira, K.A., Cuin, A., Brasil, D.M., Pinto, L.M.C., Colman, T.A.D., and Carvalho, C.T., 2020, Thermal analysis combined with X-ray diffraction/Rietveld method, FT-IR and UV-vis spectroscopy: Structural characterization of the lanthanum and cerium (III) polycrystalline complexes, Thermochim. Acta, 690, 178662.

[7] Djunaidi, M.C., Pardoyo, P., Widodo, D.S., Lusiana, R.A., and Yuliani, A., 2020, In-situ ionic imprinted membrane (IIM) synthesis based on acetic polyeugenoxy acetyl tiophen methanolate for gold(III) metal ion transports, Indones. J. Chem., 20 (6), 1323–1331.

[8] Omar, S.A.E., Scattergood, P.A., McKenzie, L.K., Bryant, H.E., Weinstein, J.A., and Elliott, P.I.P., 2016, Towards water soluble mitochondria-targeting theranostic osmium(II) triazole-based complexes, Molecules, 21 (10), 1382.

[9] Bisceglie, F., Bacci, C., Vismarra, A., Barilli, E., Pioli, M., Orsoni, N., and Pelosi, G., 2020, Antibacterial activity of metal complexes based on cinnamaldehyde thiosemicarbazone analogues, J. Inorg. Biochem., 203, 110888.

[10] Shukla, S.N., Gaur, P., Raidas, M.L., and Bagri, S.S., 2021, Synthesis, spectroscopic characterization, DFT, oxygen binding, antioxidant activity on Fe(III), Co(II) and Ni(II) complexes with a tetradentate ONNO donor Schiff base ligand, J. Serb. Chem. Soc., 86 (10), 941–954.

[11] Rasyda, Y.A., Widowati, M.K., Marliyana, S.D., and Rahardjo, S.B., 2021, Synthesis, characterization and antibacterial properties of nickel(II) complex with 4-aminoantipyrine ligand, Indones. J. Chem., 21 (2), 391–399.

[12] Idrees, M., Nasare, R.D., and Siddiqui, N.J., 2016, Synthesis of S-phenacylated trisubstituted 1,2,4-triazole incorporated with 5-(benzofuran-2-yl)-1-phenyl-1H-pyrazol-3-yl moiety and their antibacterial screening, Chem. Sin., 7, 28–35.

[13] Özadalı, K., Özkanlı, F., Jain, S., Rao, P.P.N., and Velázquez-Martínez, C.A., 2012, Synthesis and biological evaluation of isoxazolo[4,5-d]pyridazin-4-(5H)-one analogues as potent anti-inflammatory agents, Bioorg. Med. Chem., 20 (9), 2912–2922.

[14] Kanagarajan, V., Thanusu, J., and Gopalakrishnan, M., 2012, Synthesis and in vitro microbiological evaluation of novel 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9,5′-spiro-1′,2′,4′-triazolidine-3′-thiones, Med. Chem. Res., 21 (12), 3965–3972.

[15] Bharty, M.K., Bharti, A., Chaurasia, R., Chaudhari, U.K., Kushawaha, S.K., Sonkar, P.K., Ganesan, V., and Butcher, R.J., 2019, Synthesis and characterization of Mn(II) complexes of 4-phenyl(phenyl-acetyl)-3-thiosemicarbazide, 4-amino-5-phenyl-1,2,4-triazole-3-thiolate, and their application towards electrochemical oxygen reduction reaction, Polyhedron, 173, 114125.

[16] Bhale, S.P., Yadav, A.R., Pathare, P.G., Tekale, S.U., Franguelli, F.P., Kótai, L., and Pawar, R.P., 2020, Synthesis, characterization and antimicrobial activity of transition metal complexes of 4-[(2-hydroxy-4-methoxyphenyl) methyleneamino]-2,4-dihydro-3H-1,2,4-triazole-3-thione, Eur. Chem. Bull., 9 (12), 430–435.

[17] Yousif, E.A., Hameed, A.S., and Ameer, A.A., 2005, Synthesis and characterization of complexes of some transition metals with 2-amino-5-(4-hexyloxyphenyl)-1,3,4-thiadiazole, Al-Nahrain J. Sci., 8 (1), 9–11.

[18] Narayana, B., and Gajendragad, M.R., 1997, Complexes of Zn(II), Pd(II), Hg(II), Pb(II), Cu(I), Ag(I), and Ti(I) with 4-amino-5-merccapto-3-(o-tolyloxymethyl)-1,2,4-troazol, Turk. J. Chem., 21 (1), 71–76.

[19] Sliverstein, R.M., Webster, F.X., and Kiemle, D., 2005, Spectrometric Identification of Organic Compounds, 7th Ed., Hoboken, NJ.

[20] Flifel, I.A., and Kadhim, S.H., 2012, Synthesis and characterization of 1,3,4-oxadiazole derivatives with some new transition metal complexes, J. Kerbala Univ., 10 (3), 197–209.

[21] Manjunatha, M., Srinivasan, V., and Buvabi, S.H., 2021, Biological studies of novel 22-membered N2O2 diazadioxa macrocyclic bis-triazoles transition metal complexes: Synthesis and physicochemical studies, Mater. Today: Proc., 47, 4538–4547.

[22] Lupașcu, G., Pahonțu, E., Shova, S., Bărbuceanu, Ș.F., Badea, M., Paraschivescu, C., Neamțu, J., Dinu, M., Ancuceanu, R.V., Drăgănescu, D., and Dinu-Pîrvu, C.E., 2021, Co(II), Cu(II), Mn(II), Ni(II), Pd(II), and Pt(II) complexes of bidentate Schiff base ligand: Synthesis, crystal structure, and acute toxicity evaluation, Appl. Organomet. Chem., 35 (4), e6149.



DOI: https://doi.org/10.22146/ijc.76716

Article Metrics

Abstract views : 2758 | views : 1622 | views : 796


Copyright (c) 2023 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.

Web
Analytics View The Statistics of Indones. J. Chem.