Synthesis, spectroscopic characterization and biological aspects of Iron(III), Cobalt(III), Manganese(III) and Chromium(III) complexes with Schiff Bases derived from 5-substituted Isatin
Article Sidebar
Main Article Content
Abstract
A new series of transition metal chelates of Iron (lll), Cobalt (lll), Manganese (lll) and Chromium (lll) have been isolated from Schiff base derived from 5-bromoisatin/5-methylisatin/5-chloroisatin with 2-aminophenol/2-aminothiophenol. Schiff base ligands and metal complexes can be used in preparation of enzymes along with catalytic nature in biological systems and in preparation of dyes. Structural features of ligands and metal chelates were obtained from their elemental analysis, magnetic moment susceptibilities, molar conductance and spectral (UV-Vis, IR and 1H NMR) studies. The obtained data illustrates that these complexes have composition of [M(L)2]Z type and octahedral geometry around central metal ion with O/S/N donor atoms. The ligands are of uninegative tridentate nature. The synthesized trivalent metal complexes appear to be 1:1 electrolyte. In addition, biological studies have been carried out in vitro for investigated compounds.
Article Details
This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License.
The articles are distributed under the terms of the Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0) (https://creativecommons.org/licenses/by-nc-sa/4.0/)
References
Aanandhi, V., George, S., & Vaidhyalingam, V. (2008). Synthesis and antimicrobial activities of 1-(5-substituted-2-oxoindolin-3-ylidene)-4-(substitutedpyridin-2-yl) thiosemicarbazide. Arkivoc, 2008(11): 187-194.
Ali, M.A., Mirza, A.H., Bakar, J.H.A., & Bernhardt, P.V. (2011). Preparation and structural characterization of nickel (II), cobalt (II), zinc (II) and tin (IV) complexes of the isatin Schiff bases of S-methyl and S-benzyl dithiocarbazates. Polyhedron, 30(4): 556-564.
Bhattacharjee, C.R., Goswami, P., & Mondal, P. (2010). Synthesis, structural characterization, and DFT studies of new mixed-ligandiron(III) Schiff-base complexes. J. Coordi. Chem., 63(11): 2002-2011.
Cerchiaro, G., Aquilano, K., Filomeni, G., Rotilio, G., Ciriolo, M.R., & Ferreira, A.M.D.C. (2005). Isatin-Schiff base copper(II) complexes and their influence on cellular viability. J. Inorganic Biochem., 99(7): 1433-1440.
Chandra, S., & Gupta, K. (2002). Chromium(III), manganese(II), iron(III), cobalt(II), nickel(II) and copper(II) complexes with a pentadentate,15-membered new macrocyclic ligand. Transition Metal Chemistry, 27: 196-199.
Elsaman, T., Mohamed, M.S., Eltayib, E.M., Abdel-Aziz, H.A., Abdalla, A.E., Munir, M.U., & Mohamed, M.A. (2022). Isatin derivatives as broad-spectrum antiviral agents: The current landscape. Medici. Chem. Res., 1-30.
El-Sawaf, A.K., West, D.X., El-Bahnasawy, R.M., & El-Saied, F.A. (1998). Synthesis, magnetic and spectral studies of iron(III) and cobalt(II,III) complexes of 4-formylantipyrine N(4)-substituted thiosemicarbazones. Transition Metal Chemistry, 23: 227-232.
Figgis, B.N., & Hitchman, M.A. (1999). Ligand field theory and its applications. Gerdemann, C., Eicken, C., & Krebs, B. (2002). The crystal
structure of catechol oxidase: new insight into the function of type-3 copper proteins. Acc. Chem. Res., 35(3): 183-191.
Hamaue, N., Yamazaki, N., Minami, M., Endo, T., Hirafuji, M., & Monma, Y. (1999). Effect of isatin, an endogenous MAO inhibitor, on acetylcholine and dopamine levels in the rat striatum. Biogenicamines, 15(3): 367-377.
Hameed, A., Al-Rashida, M., Uroos, M., Abid Ali, S., & Khan, K.M. (2017). Schiff bases in medicinal chemistry: a patent review(2010-2015). Expert opinion on therapeutic patents, 27(1): 63-79.
Hossain, A.M.S., Méndez-Arriaga, J.M., Xia, C., Xie, J., & Gómez-Ruiz, S. (2022). Metal complexes with ONS donor Schiff bases. A review. Polyhedron, 115692.
Joaquim, D.S.F.M., Simon, G.J., & Angelo, P.C. (2001).The Chemistry of Isatins: A review from 1975 to 1999. J.Brazil.Chem.Soc., 12: 1-129
Kakkar, R. (2019). Isatin and its derivatives: a survey of recent syntheses, reactions, and applications. Med. Chem. Comm, 10(3): 351-368.
Kar, K., Ghosh, D., Kabi, B., & Chandra, A. (2022). A concise review on cobalt Schiff base complexes as anticancer agents. Polyhedron, 115890.
Karali, N., Gürsoy, A., Kandemirli, F., Shvets, N., Kaynak, F.B., Özbey, S., & Dimoglo, A. (2007). Synthesis and structure–antituberculosis activity relationship of 1H-indole-2, 3-dione derivatives. Bioorg. & Medi. Chem., 15(17): 5888-5904.
Küçükgüzel, I., Küçükgüzel, S.G., Rollas, S., Ötük-Sanis, G., Özdemir, O., Bayrak, I., Altug, T., & Stables, J.P. (2004). Synthesis of some 3-(arylalkylthio)-4-alkyl/aryl-5-(4-aminophenyl)-4H-1,2,4-triazole derivatives and their anticonvulsant activity. II Farmaco, 59(11): 893-901.
Kumar, M., Singh, A.K., Singh, A.K., Yadav, R.K., Singh, S., Singh, A.P., & Chauhan, A. (2023). Recent advances in 3dblock metal complexes with bi,tri, and tetradentate Schiffbase ligands derived from salicylaldehyde and its derivatives: Synthesis, characterization and applications. Coordination Chem. Rev., 488: 215176
Kundu, S., Pramanik, A.K., Mondal, A.S., & Mondal, T.K. (2016). Ni (II) and Pd (II) complexes with new N, O donor thiophene appended Schiff base ligand: Synthesis, electrochemistry, X-ray structure and DFT calculation. J. Molec. Struc., 1116: 1-8.
Lewis, J., & Wilkins, R.G. (1960). Modern Coordination Chemistry, Inter science, NewYork, NY, USA.
Mishra, A.P. (1999). Physicochemical and antimicrobial studies on nickel (II) and copper(II) Schiff base complexes derived from 2-furfuraldehyde. J. Ind. Chem. Soc., 76(1): 35-37.
Murukan, B., & Mohanan, K. (2006). Synthesis, characterization, electrochemical properties and antibacterial activity of some transiton metal complexes with [(2-hydroxy-1-naphthaldehyde)-3-isatin]-bishydrazone. Trans. Met. Chem., 31(4): 441-446.
Naumov, P., & Anastasova, F. (2001). Experimental and theoretical vibrational study of isatin, its 5-(NO2,F,Cl,Br,I,CH3) analogues and the isatinato anion. Spectrochimica Acta Part A: Mole. and Biomole. Spectros., 57(3): 469-481.
Nirma, L.R., Babu, C.A., & Rao, M.P. (2010). Synthesis and
antimicrobial evaluation of novel schiff bases analogue of
-(4-(Amino) Phenylimino) 5-fluoroindolin-2-one. Intern.
J. Pharma and BioSci., 1(3).
Radanovic, D.J., Djuran, M.I., Kostic, T.S., Maricondi, C., &
Douglas, B.E. (1993). Synthesis and characterization of hexadentate cobalt(III) complexes with new edta-type ligands Part 3. Circular dichroism of cobalt(III) complexes of ethylenediamine-N,N,N’- triacetic-N’-3-propionic acid and ethylenediamine-N, N,-diacetic-N’, N’-di-3-propionic
acid. Inorg. Chim. Acta., 207(1): 111-119.
Sakthivel, A., Jeyasubramanian, K., Thangagiri, B., & Raja, J.D. (2020). Recent advances in Schiff base metal complexes derived from 4-aminoantipyrine derivatives and their potential applications. J.Mole. Struc., 1222: 128885
Sengupta, S.K., Sahni, S.K., & Kapoor, R.N. (1980). Complexes of Cr(III), Mn(III), Fe(III) & Co(III) with Triazolinethiones. Ind. J.Chem., 19A: 703-705
Shanty, A.A., Philip, J.E., Sneha, E.J., Kurup, M.R.P., Balachandran, S., & Mohanan, P.V. (2017). Synthesis, characterization and biological studies of Schiff bases derived from heterocyclic moiety. Bioorg. Chem., 70: 67-73.
Sharma, V.K. (2011). Synthesis, structural characterization and antifungal activity of some transition metal complexes bearing bidentate NS donor heterocyclic Schiff base ligands. J.App. Biosci., 37(1): 16-23.
Sharma, V. K., Pandey, O. P., & Sengupta, S. K. (1987). Synthesis and physico-chemical and biological studies on ruthenium (III) complexes with Schiff bases derived from amino carboxylic acids. Transition Metal Chemistry, 12: 509-515.
Sharma, V.K., Siddiqui, S.A., & Gupta, V.K. (2018). Synthesis, spectroscopic and biological studies of Iron(III) and Cobalt(III) complexes with Schiff bases derived from 5-substituted Isatin and various 4-substituted thiosemicarbazides. J. App. Biosci., 44(1& 2): 26-35.
Tarafder, M.T., Kasbollah, A., Saravan, N., Crouse, K.A., Ali, A.M. & Tin, O.K. (2002). S-Methyl dithiocarbazate and Its Schiff Bases: Evaluation of Bondings and Biological Properties. J. Biochem., Mole. Biol. Biophy., 6: 85-91
Tripathi, N., & Sharma, V.K. (2008). Synthesis, spectroscopic and structural characterization of trivalent chromium, manganese, iron and cobalt complexes with Schiff bases derived from o-vanillin. Polish J. Chem., 82(3): 523-535.
Vicini, P., Geronikaki, A., Incerti, M., Busonera, B., Poni, G., Cabras, C.A., Colla, P.L. (2003). Synthesis and biological evaluation of benzo[d] isothiazole, benzothiazole and thiazole Schiff bases. Bioorg. Med. Chem.,11: 4785.
Wang, Y. E., Yang, D., Huo, J., Chen, L., Kang, Z., Mao, J., & Zhang, J. (2021). Design, synthesis, and herbicidal activity of thioether containing 1, 2, 4-triazole schiff bases as transketolase inhibitors. J. Agricul. Food Chem., 69(40):11773-11780.
West, D.X., Carlson, C.S., Whyte, A.C., & Liberta, A.E. (1990). Transition metal ion complexes of thiosemicarbazones derived from 2-acetylpyridine. Part 7. Chemical and antifungal properties of 2-acetylpyridine 4N-ethylthiosemi carbazone and its metal complexes. Transition Metal Chem.,15: 43-47.