Synthesis, Characterization and Biological Studies of Trinuclear Ce(IV) Salen Capped Complex with 5-amino-2,4,6-tris(4-carboxybenzimino)-1,3-pyrimidine

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Uchechukwu Susan Oruma
Pius Oziri Ukoha
Lawrence Nnamdi Obasi

Abstract

Communication in Physical Sciences 2020, 5(3): 403-417


Authors: Uchechukwu Susan Oruma, Pius Oziri Ukoha and Lawrence Nnamdi Obasi


Received 19 May 2020/Accepted 04 July 2020


A novel tripodal Schiff base ligand, 5-amino-2,4,6-tris(4-carboxybenzimino)-1,3-pyrimidine (TTPS), was synthesized for the first time by the reaction of 2,4,5,6-tetraaminopyrimidine with 4-carboxybenzaldehyde. The prepared ligand was used to synthesize Ce(IV)  salen capped complex, [{Ce(OH)2(salen)}3(TTPS)].3H2O. Both compounds were characterized using UV-Visible, IR, 1H and 13C NMR spectroscopies, elemental analysis and molar conductivity measurements. The spectral studies indicate that the ligand is hexadentate and coordinates to Ce(IV) ions through the oxygen atoms of the carboxylic group. The trinuclear Ce(IV)  salen capped complex was characterized as being bridged by carboxylate anions to the Ce(IV) salen centres and displays a coordination number of eight by involving two hydroxyl groups in the coordination sphere.. The in vitro antimicrobial activities of the ligand and its Ce(IV) salen capped complex were investigated against Gram-negative bacteria: Escherichia coli (ATCC 6749) and Pseudomonas aeruginosa (ATCC 9027), Gram-positive: Staphylococcus aureus (ATCC 6538P) and Bacillus cereus (ATCC 14579), and fungi: Candida albicans and Aspergillus bacteria niger by the agar well diffusion technique. The ligand was found to be more potent against the test micro-organisms relative to the trinuclear Ce(IV) salen capped complex. The MIC of the new tripodal Schiff base ligand, TTPS, against Staphylococcus aureus was comparable to that of tetracycline and gentamycin

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Author Biographies

Uchechukwu Susan Oruma, Department of Pure and Industrial Chemistry, University of Nigeria, Nsukka, 410001, Nigeria

Coordination Chemistry and Inorganic Pharmaceuticals Unit,

Pius Oziri Ukoha, University of Nigeria, Nsukka, 410001, Nigeria.

Department of Pure and Industrial Chemistry,

Lawrence Nnamdi Obasi, University of Nigeria, Nsukka, 410001, Nigeria.

Coordination Chemistry and Inorganic Pharmaceuticals Unit,

Department of Pure and Industrial Chemistry,

References

Ali, I., Wani, W. A.& Saleem, K., (2013). Empirical formulae to molecular structures of metal complexes by molar conductance, Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 43, 9, pp. 1162-1170.

Alli, A., Ehinmidu, J.& Ibrahim, Y., (2011). Preliminary phytochemical screening and antimicrobial activities of some medicinal plants used in Ebiraland. BayeroJournal of Pure and Applied Sciences 4, 1, pp. 10-16.

Bashir, S.S .& Abdulhadi, A. (2017). Synthesis, spectroscopic characterization and biological activities of Sm(III) and Dy(III) complexes with Schiff base derived from 2-hydroxy-1-naphthaldehyde and 2- aminobenzoic acid. Bayero Journal of pure and applied Sciences, 10, 1, pp. 79-83.

Chattopadhyay, G.; Saha, D.; Ray, P. S.; Naskar, S & Sarkar, S. (2010). Synthesis of Novel Thiazolo[5,4-d]pyrimidines. Indian Journal of Chemistry, 49B, pp.1229-1234.

Cheesbrough, M.(2006). District laboratory practice in tropical countries, Cambridge university press, pp. 393 – 394.

Chen, R. –X., Gao, T., Sun, W. -B., Li, H. -F.. Wu, Y. -H., Xu, M. -M., Zou, -Y. & Yan, P. -F. (2015). Salen Homonuclear and leteronuclearLanthanide(III) complexes with near-infrared(NIR) luminescence. Inorganic Chemistry Communications, 56, pp. 79-82.

Chien, Y. -L., Chang, M. -W., Tsai, Y. -C., Lee, G. -H., Sheu, W. -S. &Yang, E. -C.(2015). New salen-type dysprosium(iii) double decker and triple decker complexes. Polyhedron, 102, pp. 8-15.

Cristovao, B. & Hnatejko, Z. (2015). Lanthanide (III) compounds with the n2o4-donor schiff base – synthesis, spectral, thermal, magnetic and luminescence properties. Journal of Molecular Structure, 1088, pp. 50-55.

Fei, B., Yan, P., Liu, T., Yang, F. &Li, G. (2016). Synthesis and NIR Luminescene of a series of salentypeerbium complexes. Journal of Luminescence, 177, pp. 380-386.

Gembicky, M., Boca, R. & Renz, F. (2000). A heptanuclearFe(III)-Fe(III)6 System with twelve unpaired electrons. inorganic chemistry Communications, 3, pp. 662-665.

Ghoush, S. &Ghoush, A. (2016). Coordination of Metalloligand, NiL ((H2L = salen type N2O2 Schiff base ligand) to the f-block elements: structuralelucidation and spectrophotometric Investigation. InorganicaChimica Acta, 442, pp. 64-69.

İşçi, B. &Uysal, S. (2018). The synthesis and characterization of [M(salen/salophen/saldeta)] [M=Cr(III), Mn(III) or Fe(III)] capped s-triazine cored tripodal trinuclear Schiff bases complexes. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 92, pp. 281–299.

Kanesato, M., Nagahara, K., Igarashi, K., Sato, K., Kikkawa, Y. & Goto, M. (2011). Synthesis, Characterization and Emission Properties of Yttrium (III) and Europium (III) Complexes of a Tripodal Heptadentate Schiff-base Ligand, N[CH2CH2N=CH(2-OH-3-MeC6H3)]3. InorganicaChimica Acta, 367, pp. 225 – 229.

Karatas, E. &Ucan, H. I. (2014). The Synthesis and Characterization of s-Triazine- Based 8-Hydroxyquinoline Ligand and Its Salen/Salophen-Bridged Fe/Cr(III) Capped Complexes. Journal of Selcuk University Natural and Applied Science, 3, 2, pp. 59-70.

Koc, Z. E. & Ucan, H. I. (2007). Complexes of Iron(III) Salen and Saloph Schiff Bases wth Bridging 2,4,6-Tris(2,5-dicarboxyphenylmino-4-formylphenoxy)-1,3,5-Triazine and 2,4,6-Tris(4-carboxyphenylimino-41-formylphenoxy)-1,3,5-Triazine. Transition Metal Chemistry, 32, pp. 597-602.

Kocyigit, O. &Guler, E. (2010).The Investigation of Complexation Properties and Synthesis of the (salen and salophen) – Bridged Fe/Cr (III) Capped Complexes of Novel Schiff Bases. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 67, pp. 29-37.

Kopel, P., Sindelar, Z. & Klicka, R. (1998). Complexes of iron(III) salen and saloph Schiff Bases with Bbridging dicarboxylic and tricarboxylicacids. Transition Metal Chemistry, 23, pp. 139-142.

Kumar, N.; Drabu, S.& Shalini, K. (2013). Synthesis and pharmacologicalscreening of 4, 6-substituteddi-(phenyl)pyrimidin-2–amines. Arabian Journal of Chemistry, http://dx.doi.org/10.1016/j.arabjc.2012.12.023.

Lekha, L., Raja, K. K., Rajagopal, G. & Easwaramoorthy, D. (2014).Synthesis, Spectroscopic Characterization and Antibacterial Studies of Lanthanide (III) Schiff base complexescontaining N, O donoratoms. Journal of Molecular Structure, 1056 – 1057, pp. 307 – 313.

Liu, H., Zhang, Y., Feng, W. -X., Su, P. -Y., Shi, G. -X., Zhang, Z., Fan, D. -D., Lu, R.,Lu, X. -Q., Wong, W. -K. & Jones, R. A. (2013). Photo-luminescent hetero-tetranuclear Zn2Ln2 (Ln = Nd, Yb, Er, Gd, Eu or Tb) complexesself-assembled from the benzimidazole-based HL and bpe. Inorganic ChemistryCommunications, 35, pp. 213-216.

Mikhalyova, E. A., Yakovenko, A. V., Zeller, M., Gavrilenko, K. S., Lofland, S. E., Addiso, A. W.& Pavilshchuk, V. V. (2014). Structure, magnetic and luminescence properties of lanthanide complexes Ln2(Salphen)3.H2O (Ln = Pr, Nd, Sm, Eu, Gd, Tb,Dy; H2salphen = N,N1-bis(salicylidene)-1,2-phenylenediamine).InorganicaChimica Acta, 414, pp. 97-104.

Mohanan, K., Aswathy, R., Nitha, L.P., Mathews, N. E.& Kumari, S. (2014). Synthesis, Spectroscopic characterization, dna cleavage and antibacterial studies of a novel tridentate schiff base and some lanthanide (iii) complexes.Journal of Rare Earth, 32, 4, pp. 379 – 388.

Obasi, L. N., Oruma, U. S., Al-Swaidan, I. A., Ramasami, P., Ezeorah, C. J., A.E.& Ochonogor, A. E. (2017). Synthesis, characterization and antibacterialstudies of N-(benzothiazol-2-yl)-4-chlorobenzenesulphonamide and itsneodymium (III) and thallium (III) complexes, Molecules 22, 2, 153, pp. 1-11.

Oruma, U.S., Ukoha, P.O., Rhyman, L., Elzagheid, M. I., Obasi, L. N., Ramasami, P. & Jurkschat K.(2018). Synthesis, characterization, antimicrobial screening, and computationa lstudies of a Tripodal Schiff Base Containing Pyrimidine Unit. Journal of Heterocyclic Chemistry, 55, pp. 1119- 1129.

Sathe, G. B., Vaidya, V.V., Deshmukh, R. G., Kekare, M. B., Kulkarni, V. S. & Chasker, A. C. (2013). Synthesis of novel C2-symmetric salenmolecules. Journal of Applicable Chemistry, 2, 3, pp. 433-437.

Silverstein, R. M.; Webster, F. X. & Kiemle, D. J. (2005). Spectrometric identification of organiccompounds, edn. 7, John wiley& Sons, Inc, Hoboken, pp. 106, 153, 200, 228.

Taha, Z. A., Ajlouni, A. M., Al-Hassan, K. A., Hajazi, A. K. &Faiq, A. B. (2011). Synthesis, Characterization, Biological Activity and Fluorescence Properties of Bis-(salicylaldehyde)-1,3-propylenediimine Schiff base Ligand and Its Lanthanide Complexes. Spectrochimica Acta, Part A, 81, pp. 317-323.

Ukoha, P. O. & Oruma, U. S. (2014). Synthesis and Antimicrobial Studies of N, N1-Bis(4- Dimethylaminobezylidene)ethane-1,2-diamine (DAED) and its Nickel(II) and Platinium(IV) complexes .Journal of Chemical Society of Nigeria, 39, 2, pp. 102-107.

Uysal, S. &Koc, Z. E. (2010).Synthesis and characterization of dendrimericmelaminecored [salen/salophenFe(III)] and [salen/salophenCr(III)] cappedcomplexes and their magneticbehaviors.Journal of Hazardous Materials, 175, pp. 532-539.

Uysal, S. & Koc, Z.E.(2016). Synthesis and characterization of dopamine substitue tripodal trinuclear [(salen/salophen/salpropen)M] (M=Cr(III), Mn(III), Fe(III) ions) capped s-triazine complexes: Investigation of their thermal and magnetic properties. Journal of Molecular Structure, 1109, pp. 119–126.

Uysal, S. & Koc, Z.E.(2018). The synthesis and characterization of (MSalen/salophen/saldeta/salpy) [M=Fe(III) or Cr(III)] capped heteromultinuclearschiff bases-dioxime Ni(II) complexes: their thermal and magnetic behaviours. Journal of Molecular Structure, 1165, pp. 14–22.

Uysal, S., Koc, Z.E., Celikbilek, S. &Ucan, H.I.(2012). Synthesis of starshaped macromolecular schiff base complexes having melamine cores and their magnetic and thermal behaviors. Synthethic. Communication. 42(7), 1033–1104.

Uysal, S. &Ucan, H. I. (2009).The Synthesis and Characterization of Melamine Based Schiff Bases and Its Trinuclear [salen/salophenFe(III)] and [salen/salophenCr(III)] Capped Complexes.Journal of Inclusion Phenomena and Macrocyclic Chemistry, 65, pp. 299-304.

Wolters, K.(2009). Clinical Pharmacology made Incredibly Easy, 3rd ed.; Lippincott, W and Wilkins: USA, pp. 285, 286, 239, 247, 256.