Copyright (c) 2024 Rijulal G, A. Krishnakumar, K. Anoop Krishnan, M.K. Geetha Nambiar
This work is licensed under a Creative Commons Attribution 4.0 International License.
Physico-Chemical and Biological Properties of Lanthanide(III) Complexes with Schiff Base of 4-Formyl Antipyrine
Corresponding Author(s) : G. Rijulal
Asian Journal of Chemistry,
Vol. 36 No. 6 (2024): Vol 36 Issue 6, 2024
Abstract
The synthesis of two novel Schiff base ligands viz. 4-[N-(3-methoxyphenylmethanamine)formyl]-2,3-dimethyl-1-phenyl-3-pyazolin-5-one (3MPMAFA) and 4-[N-(4-methoxyphenylmethanamine)formyl]-2,3-dimethyl-1-phenyl-3-pyazolin-5-one (4MPMAFA) was undertaken with the aim of synthesizing a total of 14 novel lanthanide(III) complexes. The synthesized ligands and its lanthanide(III) complexes were characterized by various analytical techniques such as elemental analysis, molecular mass, molar conductance, magnetic moment, FTIR, UV-visible and 13C NMR spectral data. According to the physico-chemical data, both Schiff bases (3MPMAFA and 4MPMAFA) appear as a neutral bidentate ligand coordinated through azomethine nitrogen and carbonyl oxygen atom. With a tentative monocapped octahedral geometry and coordination number seven, all the complexes have the same general formula, [ML2(NO3)3] (where M = La(III), Pr(III), Nd(III), Sm(III), Gd(III), Dy(III), Yb(III) and L = 3MPMAFA/4MPMAFA). The ligands and their Ln(III) complexes were evaluated for their biological activities revealing that all the lanthanide(III) complexes exhibited superior antibacterial capabilities compared to the ligands.
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T.I. Kostelnik and C. Orvig, Chem. Rev., 119, 902 (2019); https://doi.org/10.1021/acs.chemrev.8b00294
C.H. Evans, Biochemistry of the Lanthanides, Plenum Press: New York (1990).
M.M. Bomgardner, Chem. Eng. News, 93, 36 (2015); https://doi.org/10.1021/cen-09330-bus2
X.J. Yang, A. Lin, X.-L. Li, Y. Wu, W. Zhou and Z. Chen, Environ. Dev., 8, 131 (2013); https://doi.org/10.1016/j.envdev.2013.03.006
P.S. Arshi, E. Vahidi and F. Zhao, ACS Sustain. Chem. Eng., 6, 3311 (2018); https://doi.org/10.1021/acssuschemeng.7b03484
T. Cheisson and E.J. Schelter, Science, 363, 489 (2019); https://doi.org/10.1126/science.aau7628
R.K. Agarwal and H. Agarwal, Bull. Chem. Soc. Ethiop., 14, 143 (2000); https://doi.org/10.4314/bcse.v14i2.71971
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S.A. Cotton, Annu. Rep. Prog. Chem., Sect. A: Inorg. Chem., 101, 294 (2005); https://doi.org/10.1039/B410468B
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C. Kremer, J. Torres, S. Dominguez and A. Mederos, Coord. Chem. Rev., 249, 567 (2005); https://doi.org/10.1016/j.ccr.2004.07.004
S. Cotton, Lanthanide and Actinide Chemistry: Inorganic Chemistry - A Text Book Series, Wiley Publication (2006).
R.K. Agarwal, S. Prasad and V. Chand, Int. J. Chem., 1, 576 (2012); https://doi.org/10.1002/chin.201335201
J.I. Urgel and D. Écija, Encyclopaedia of Interfacial Chemistry, Elsevier (2018).
D. Paderni, L. Giorgi, V. Fusi, M. Formica, G. Ambrosi and M. Micheloni, Coord. Chem. Rev., 429, 213639 (2021); https://doi.org/10.1016/j.ccr.2020.213639
D.A. Atwood, The Rare Earth Elements: Fundamentals and Applications, John Wiley & Sons, Hoboken, New Jersey, USA (2013).
S. Alghool, M.S. Zoromba and H.F.A. El-Halim, J. Rare Earths, 31, 715 (2013); https://doi.org/10.1016/S1002-0721(12)60347-0
N.S. Chundawat, S. Jadoun, P. Zarrintaj and N.P.S. Chauhan, Polyhedron, 207, 115387 (2021); https://doi.org/10.1016/j.poly.2021.115387
N.M. Aljamali, S.A. Aati, N.H. Obaid and F.A. Wannas, Am. Int. J. Sci. Eng. Res., 2, 9 (2019); https://doi.org/10.46545/aijser.v2i1.41
J. Bottcher, H. Bassmann and R. Schuppel, J. Pharm. Pharmacol., 34, 168 (2011); https://doi.org/10.1111/j.2042-7158.1982.tb04215.x
K. Janus and J. Suszycka, Res. Vet. Sci., 60, 234 (1996); https://doi.org/10.1016/S0034-5288(96)90045-4
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R.K. Agarwal and H. Agarwal, Rev. Roum. Chim., 47, 451 (2002).
N. Raman, A. Kulandaisamy, C. Thangaraja, P. Manisankar, S. Viswanathan and C. Vedhi, Transition Met. Chem., 29, 129 (2004); https://doi.org/10.1023/B:TMCH.0000019409.50574.0a
R.K. Agarwal, D. Sharma, L. Singh and H. Agarwal, Rev. Inorg. Chem., 27, 35 (2007); https://doi.org/10.1515/REVIC.2007.27.1.35
K.B. Gudasi, V.C. Havanur, S.A. Patil and B.R. Patil, Metal Based Drugs, 2007, 37348 (2007); https://doi.org/10.1155/2007/37348
A.I. Vogel, A Text Book of Practical Organic Chemistry, ELBS edn 3 (1973).
I.M. Kolthoff and P.J. Elving, Treaties on Analytical Chemistry, Vol. 8, Part II, Interscience: New York (1963).
A.I. Vogel, A Text Book of Quantitative Inorganic Analysis, Longmans, London, edn 4 (1978).
Y.M. Song, J.P. Xu, L. Ding, Q. Hou, J.W. Liu and Z.L. Zhu, J. Inorg. Biochem., 103, 396 (2009); https://doi.org/10.1016/j.jinorgbio.2008.12.001
L.M. Koeth and L.A. Miller, Antimicrobial Susceptibility Test Methods: Dilution and Disk Diffusion Methods, Manual of Clinical Microbiology, ASM Press, Washington, DC, edn. 13 (2023).
A. Al-Amiery, A.A. Kadhum and A.B. Mohamad, Bioinorg. Chem. Appl., 2012, 795812 (2012); https://doi.org/10.1155/2012/795812
A. Rahman, M.I. Choudhary and W.J. Thomsen, Bioassay Techniques for Drug Development, Harwood Academic Publishers: The Netherlands, 142 (2001).