Binuclear Malonohydrazide Dithiocarbamate Complexes of Ni(II), Pd(II) and Pt(II): Synthesis, Characterization, Antimicrobial Activity, and SEM Studies

2024;
: pp. 331 - 341
1
Department of Chemistry, College of Education for Pure Sciences, University of Kirkuk
2
Department of Chemistry, College of Sciences, University of Kirkuk
3
Department of Chemistry, College of Education for Pure Sciences, University of Kirkuk

Binuclear complexes have been prepared with formula [M2L2], where L is potassium 2,2'-malonylbis(hydrazine-1-carbodithioate), M is Ni(II), Pd(II), and Pt(II). Each complex has been characterized by elemental analysis (CHNS), UV-Visible, FT-IR spectra, proton and carbon nuclear magnetic resonance (1H NMR and 13C NMR) spectra, magnetic susceptibility, scanning electron microscopy (SEM), and molar conductivity.

[1] Hassan, Z. M.; Alattar, R. A.; Abass, S. K.; Mihsen, H. H.; Abbas, Z. F.; Hussain, K. A. Synthesis, characterization and Biological Activity of Mixed (Imine of Benzidine and 1,10- Phenanthroline) Complexes with Fe(II), Co(II). Chem. Chem. Tech- nol. 2022, 16, 15–24. https://doi.org/10.23939/chcht16.01.015

[2] Rani, P. J.; Thirumaran, S.; Ciattini, S. Synthesis, Spectral and Antibacterial Studies on Ni (II) and Zn (II) Complexes Involving N-furfuryl-N-isopropyldithiocarbamate (fiprdtc) and Lewis Bases: X-ray Structure of [Ni(fiprdtc)(NCS)(PPh3)]. J. Sulfur Chem. 2014, 35, 106–116. https://doi.org/10.1080/17415993.2012.751989

[3] Kartina, D.; Wahab, A.; Ahmad, A.; Irfandi, R.; Raya, I. In vitro Antibacterial and Anticancer Activity of Zn(II) Valinedithiocar- bamate Complexes. J. Phys.: Conf. Ser. 2019, 1341, 032042. https://doi.org/10.1088/1742-6596/1341/3/032042

[4] Onwudiwe, D. C.; Ajibade, P. A. Synthesis and Crystal Structure of Bis (N-alkyl-N-phenyl dithiocarbamato) Mercury (II). J. Chem. Crystallogr. 2011, 41, 980–985. https://doi.org/10.1007/s10870-011-0029-3

[5] Cruz-Huerta, J.; Carillo-Morales, M.; Santacruz-Juárez, E.; Hernández-Ahuactzi, I. F.; Escalante-García, J.; Godoy-Alcantar, C.; Guerrero-Alvarez, J. A.; Höpfl, H.; Morales-Rojas, H.; Sánchez, M. Macrocyclic Diorganotin Complexes of γ-Amino Acid Dithio- carbamates as Hosts for Ion-Pair Recognition. Inorg. Chem. 2008, 47, 9874–9885. https://doi.org/10.1021/ic8007987

[6] Criado, J. J.; Carrasco, A.; Macias, B.; Salas, J. M.; Medarde, M.; Castillo, M. New PtS4 Chromophores of Dithiocarbamates Derived From α-Amino Acids: Synthesis, Characterization and Thermal Behaviour. Inorg. Chim. Acta 1989, 160, 37–42. https://doi.org/10.1016/S0020-1693(00)85396-7

[7] Saiyed, T. A.; Adeyemi, J. O.; Onwudiwe, D. C. The Structural Chemistry of Zinc (II) and Nickel (II) Dithiocarbamate Complexes. Open Chem. 2021, 19, 974–986. https://doi.org/10.1515/chem-2021-0080

[8] Ehsan, M. A.; Younas, M.; Rehman, A.; Altaf, M.; Khan, M. Y.; Al-Ahmed, A.; Ahmad, S.; Isab, A. A. Synthesis and Utilization of Platinum (II) Dialkyldithiocarbamate Precursors in Aerosol Assisted Chemical Vapor Deposition of Platinum Thin Films as Counter Electrodes for Dye-Sensitized Solar Cells. Polyhedron 2019, 166, 186–195.

[9] Paca, A. M.; Ajibade, P. A.; Andrew, F. P.; Nundkumar, N.; Singh, M. Synthesis, X-ray Crystal Structures and Anticancer Studies of four Pd(II) Dithiocarbamate Complexes. Arabian J. Chem. 2021, 14, 1–12. https://doi.org/10.1016/j.poly.2019.03.058

[10] Breijyeh, Z.; Jubeh, B.; Karaman, R. Resistance of Gram- Negative Bacteria to Current Antibacterial Agents and Approaches to Resolve it. Molecules 2020, 25, 1–23. https://doi.org/10.3390/molecules25061340

[11] AL-Khazraji, S. I. C.; Sadik, W. M.; Ahamed, L. S. Synthesis and Characterization of New 2-amino-5-chlorobenzothiazole Derivatives Containing Different Types of Heterocyclic as Antifun- gal Activity. Baghdad Science Journal 2023, 21, 0962–0974. https://doi.org/10.21123/bsj.2023.8318

[12] Beebany, S.; Jasim, S. S.; Al-Tufah, M. M.; Samih, S.; Arslan, H. Preparation and Identification of New 1, 4-bis (5, 3-substituted-2, 3-dihydro-1H-pyrazole-1-yl) Buta-1, 4-Dione Derivatives with  Their Antibacterial Effect Evaluation. Chemical Methodologies 2023, 7, 123–136. https://doi.org/10.22034/chemm.2023.365060.1614

[13] Al-Hamdani, A. A. S.; Balkhi, A.; Falah, A.; Shaker, S. A.  New azo-Schiff Base Derived with Ni (II), Co (II), Cu (II), Pd (II) and Pt (II) Complexes: Preparation, Spectroscopic Investigation, Structural Studies and Biological Activity. J. Chil. Chem. Soc. 2015, 60, 2774–2785. https://doi.org/10.4067/S0717-97072015000100003

[14] Macı́as, B.; Villa, M. a. V.; Chicote, E.; Martı́n-Velasco, S.; Castiñeiras, A.; Borrás, J. n. Copper Complexes with Dithiocar- bamates Derived from Natural Occurring Amino Acids. Crystal and Molecular Structure of [Cu (en)(EtOH)(H2O) 3][Cu (dtc-pro) 2]. Polyhedron. 2002, 21, 1899–1904. https://doi.org/10.1016/S0277-5387(02)01098-7

[15] Kim, T.-K.; Kim, T.; Choe, W.-S.; Kim, M.-K.; Jung, Y.-J.; Zoh, K.-D. Removal of Heavy Metals in Electroplating Wastewater by Powdered Activated Carbon (PAC) and Sodium Diethyldithio- carbamate-Modified PAC. Environ. Eng. Res. 2018, 23, 301–308. https://doi.org/10.4491/eer.2017.208

[16] Cavalcante, C. d. Q.; da Mota, T. H.; de Oliveira, D. M.; Nas- cimento, É.; Martins, J. B.; Pittella-Silva, F.; Gatto, C. C. Dithiocar- bazate Ligands and their Ni(II) Complexes with Potential Biological Activity: Structural, Antitumor and Molecular Docking Study. Front. Mol. Biosci. 2023, 10, 01–23. https://doi.org/10.3389/fmolb.2023.1146820

[17] Bonev, B.; Hooper, J.; Parisot, J. Principles of Assessing Bacte- rial Susceptibility to Antibiotics Using the Agar Diffusion Method. J. Antimicrob. Chemother. 2008, 61, 1295–1301. https://doi.org/10.1093/jac/dkn090

[18] Reller, L. B.; Weinstein, M.; Jorgensen, J. H.; Ferraro, M. J. Antimicrobial Susceptibility Testing: A Review of General Princi- ples and Contemporary Practices. Clinical infectious diseases 2009, 49, 1749–1755. https://doi.org/10.1086/647952

[19] Hosseinzadeh, S.; Moghadam, M. E.; Sheshmani, S.; Shahve- layati, A. S. Some New Anticancer Platinum Complexes of Dithio- carbamate Derivatives Against Human Colorectal and Pancreatic Cell Lines. J. Biomol. Struct. Dyn. 2020, 38, 2215–2228. https://doi.org/10.1080/07391102.2019.1627909

[20] Xu, Y.; Shi, Y.; Lei, F.; Dai, L. A novel and Green Cellulose- Based Schiff Base-Cu (II) Complex and its Excellent Antibacterial Activity. Carbohydr. Polym. 2020, 230, 1–8. https://doi.org/10.1016/j.carbpol.2019.115671

[21] Saleh, G. I.; Mohammed, H.; Mustafea, Z. M. Synthesis, Characterization, Anti-Bacterial Activity Study of Vanillin Schiff Base Complexes. Kirkuk University Journal-Scientific Studies 2021, 16, 13–20. https://doi.org/10.32894/kujss.2021.170450

[22] Ali, W. A.; Mihsen, H. H.; Guzar, S. H. Synthesis, Characteri- zation and Antibacterial Activity of Sn(II) and Sn(IV) Ions Com- plexes Containing N-Alkyl-N-Phenyl Dithiocarbamate Ligands. Chem. Chem. Technol. 2023, 17, 729–739. https://doi.org/10.23939/chcht17.04.729

[23] Ullah, H.; Naeem, M.; Mustafa, G.; Waseem, A.; de Freitas Marques, M. B.; Sabir, M.; Aslam, S.; Afzal, A.; Din, I. Dithiocar- bamate Ligands as Heavy Metal Expectorants from Aqueous Solu- tions. J. Taibah Univ. Sci. 2023, 17, 2214750. https://doi.org/10.1080/16583655.2023.2214750

[24] Mohamed, S. K.; Ahmad, S.; Albayati, M. R.; Elgarhy, S. M.; Lai, C.-H.; Mague, J. T.; El Bakri, Y. Insight into the Crystal Struc- tures and Potential of Two Newly Synthesized Naproxen-Based Hydrazide Derivatives as Potent COX-2 Inhibitors. Appl. Biochem. Biotechnol. 2022, 194, 5781–5807. https://doi.org/10.1007/s12010-022-04077-2

[25] Criado, J. J.; Macías, B.; Castillo, M. Chemistry of Dithiocar- bamate Derivatives of Amino Acids: Part IV. Thermal Behaviour of Nickel (II) Complexes. Thermochim. Acta 1988, 127, 101–108. https://doi.org/10.1016/0040-6031(88)87487-2

[26] Mohamed, A. Structure Studies of the Prepared Novel Hydra- zone Schiff’s Base Complexes Using Spectroscopic, Thermal Analyses and their Biological Activities. Journal of transition metal complexes 2018, 1, 1–10. https://doi.org/10.4303/jtmc/236047

[27] Aggarwal, P.; Tuli, H. S.; Kumar, M. Novel Cyclic Schiff Base and Its Transition Metal Complexes: Synthesis, Spectral and Bio- logical Investigations. Iranian journal of chemistry and chemical engineering 2022, 41, 417–430. https://doi.org/10.30492/ijcce.2020.125523.4101

[28] Momeni, M.; Asadi, S.; Shanbedi, M. Antimicrobial Effect of Silver Nanoparticles Synthesized with Bougainvillea Glabra Extract on Staphylococcus Aureus and Escherichia Coli. Iranian journal of chemistry and chemical engineering 2021, 40, 395–405. https://doi.org/10.30492/ijcce.2020