Copyright (c) 2023 Arunsunai Kumar Karuppiah, Ramgeetha Lakshmanan
This work is licensed under a Creative Commons Attribution 4.0 International License.
Isoniazid-Crysin Incorporated Mixed Ligand Schiff Base Metal(II) Complexes: Synthesis, Spectral Investigation, DNA Binding and Antibacterial Studies
Corresponding Author(s) : K. Arunsunai Kumar
Asian Journal of Chemistry,
Vol. 36 No. 1 (2024): Vol 36 Issue 1, 2024
Abstract
In present work, a novel isoniazid incorporated metal(II) complexes using chrysin as a co-ligand have been synthesized. The structural characterization of all the four transition metal(II) complexes [M = Co2+, Ni2+, Cu2+, Zn2+] were investigated by electronic absorption, infrared, 1H & 13C NMR, high resolution electron spray ionization-mass techniques and other physico-chemical parameters. The results revealed that the Schiff base metal complexes with mixed ligands have octahedral configurations. The antibacterial analysis demonstrates that they have exceptional inhibitory efficacy against various bacterial and fungal strains. The DNA study reveals that the Schiff base metal(II) complexes with mixed ligands have intercalation type of binding. The DNA from calf thymus (ct-DNA) (PDB ID: 1BNA) was used for molecular docking studies to determine the likely binding location of the metal(II) complexes. The 3D structure of the compounds was optimized using Gaussian 09 software 6-31G/B3LYP set and the DFT calculations were used to locate enzyme- inhibitory areas.
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References
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D.C. Crans and K. Kostenkova, Commun. Chem., 3, 104 (2020); https://doi.org/10.1038/s42004-020-00341-w
A.K. Jangid, R. Solanki, S. Patel, K. Medicherla, D. Pooja and H. Kulhari, ACS Omega, 7, 15919 (2022); https://doi.org/10.1021/acsomega.2c01041
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N. Kerru, L. Gummidi, S. Maddila, K.K. Gangu and S.B. Jonnalagadda, Molecules, 25, 1909 (2020); https://doi.org/10.3390/molecules25081909
V. Judge, B. Narasimhan and M. Ahuja, Med. Chem. Res., 21, 3940 (2012); https://doi.org/10.1007/s00044-011-9948-y
F. Rizvi, M. Khan, A. Jabeen, H. Siddiqui and M.I. Choudhary, Sci. Rep., 9, 6738 (2019); https://doi.org/10.1038/s41598-019-43082-0
F.A.R. Rodrigues, I.S. Bomfim, B.C. Cavalcanti, C.Ó. Pessoa, J.L. Wardell, S.M.S.V. Wardell, A.C. Pinheiro, C.R. Kaiser, T.C.M. Nogueira, J.N. Low, L.R. Gomes and M.V.N. de Souza, Bioorg. Med. Chem. Lett., 24, 934 (2014); https://doi.org/10.1016/j.bmcl.2013.12.074
M. Kabak, A. Elmali and Y. Elerman, J. Mol. Struct., 477, 151 (1999); https://doi.org/10.1016/S0022-2860(98)00604-8
A.C. González-Baró, R. Pis-Diez, B.S. Parajón-Costa and N.A. Rey, J. Mol. Struct., 1007, 95 (2012); https://doi.org/10.1016/j.molstruc.2011.10.026
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T. Khan, S. Raza and A.J. Lawrence, Russ. J. Coord. Chem., 48, 877 (2022); https://doi.org/10.1134/S1070328422600280
D. Kumar, V.K. Singh and A. Srivastava, Asian J. Biochem. Pharm. Res., 4, 193 (2014).
O.A. Dar, S.A. Lone, M.A. Malik, F.M. Aqlan, M.Y. Wani, A.A. Hashmi and A. Ahmad, Heliyon, 5, e02055 (2019); https://doi.org/10.1016/j.heliyon.2019.e02055
M. Kushiro, H. Hatabayashi, Y. Zheng and K. Yabe, Mycoscience, 58, 85 (2017c); https://doi.org/10.1016/j.myc.2016.10.002
J.B. Chaires, N. Dattagupta and D.M. Crothers, Biochemistry, 21, 3933 (1982); https://doi.org/10.1021/bi00260a005
R. Bielski and G. Grynkiewicz, Green Chem., 23, 7458 (2021); https://doi.org/10.1039/D1GC02402G
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A. Mehta, A. Jain and G. Saxena, Pharm. Biochem. Res., 8, 301 (2022); https://doi.org/10.32598/PBR.8.4.1067.1
Y. Deswal, S. Asija, D. Kumar, D.K. Jindal, G. Chandan, V. Panwar, S. Saroya and N. Kumar, Res. Chem. Intermed., 48, 703 (2022); https://doi.org/10.1007/s11164-021-04621-5
O.M. Adly and H.F. El-Shafiy, J. Coord. Chem., 72, 218 (2019); https://doi.org/10.1080/00958972.2018.1564912
L. McAfee, J.Chem. Educ., 77, 1122 (2000); https://doi.org/10.1021/ed077p1122.1
R.A. Ammar, A.M. Alaghaz, M.E. Zayed and L.A. Albedair, J. Mol. Struct., 1141, 368 (2017); https://doi.org/10.1016/j.molstruc.2017.03.080
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S.B. Jagtap, N.N. Patil, B.P. Kapadnis and B.A. Kulkarni, Met. Based Drugs, 8, 159 (2001); https://doi.org/10.1155/MBD.2001.159
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W.J. Geary, Coord. Chem. Rev., 7, 81 (1971); https://doi.org/10.1016/S0010-8545(00)80009-0
J.R.A. McLachlan, D.J. Smith, N.P. Chmel and A. Rodger, Soft Matter, 9, 4977 (2013); https://doi.org/10.1039/c3sm27419e
M. Sönmez, M. Celebi and I. Berber, Eur. J. Med. Chem., 45, 1935 (2010); https://doi.org/10.1016/j.ejmech.2010.01.035
Q. Liang, P.D. Eason and E.C. Long, J. Am. Chem. Soc., 117, 9625 (1995); https://doi.org/10.1021/ja00143a002
K. Uchida, A.M. Pyle, T. Morii and J.K. Barton, Nucleic Acids Res., 17, 10259 (1989); https://doi.org/10.1093/nar/17.24.10259
A.W. Wallace, W. Rorer Murphy Jr. and J.D. Petersen, Inorg. Chim. Acta, 166, 47 (1989); https://doi.org/10.1016/S0020-1693(00)80785-9
G.M. Cohen and H. Eisenberg, Biopolymers, 8, 45 (1969); https://doi.org/10.1002/bip.1969.360080105
Ü. Demirbas, B. Barut, A. Özel, F. Çelik, H. Kantekin and K. Sancak, J. Mol. Struct., 1177, 571 (2019); https://doi.org/10.1016/j.molstruc.2018.10.006
N. Shahabadi, S. Kashanian and F. Darabi, Eur. J. Med. Chem., 45, 4239 (2010); https://doi.org/10.1016/j.ejmech.2010.06.020
R. Ramesh and S. Maheswaran, J. Inorg. Biochem., 96, 457 (2003); https://doi.org/10.1016/S0162-0134(03)00237-X
O.H. Al-Obaidi, Open J. Inorg. Non-metallic Mater., 2, 59 (2012); https://doi.org/10.4236/ojinm.2012.24007
S.N. Shukla, P. Gaur, S.S. Bagri, R. Mehrotra and B. Chaurasia, J. Serb. Chem. Soc., 86, 269 (2021); https://doi.org/10.2298/JSC200902075S
R. Firinci, J. Mol. Struct., 1195, 246 (2019);https://doi.org/10.1016/j.molstruc.2019.05.129
Y.H. Hobani, A. Jerah and A. Bidwai, Bioinformation, 13, 63 (2017); https://doi.org/10.6026/97320630013063
E. Halevas, A. Pekou, R. Papi, B. Mavroidi, A.G. Hatzidimitriou, G. Zahariou, G. Litsardakis, M. Sagnou, M. Pelecanou and A.A. Pantazaki, J. Inorg. Biochem., 208, 111083 (2020); https://doi.org/10.1016/j.jinorgbio.2020.111083
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