MESO-TETRA-p-TOLYLPORPHYRIN: SYNTHESIS, CHARACTERISATION, ANTIOXIDANT ACTIVITY AND DETERMINATION OF BINDING PARAMETERS OF WITH SUPEROXIDE ANION RADICAL
DOI:
https://doi.org/10.4314/jfas.v11i3.22Keywords:
Superoxide anion radical; antioxidant activity; cyclic voltammetry; porphyrin; binding parameters.Abstract
In this paper we present the synthesis and the evaluation of the antioxidant activity of meso-tetra-p-tolylporphyrin (TPPH2(p-methyl)) using superoxide anion radical in DMF as a solvant. The binding parameters of the interaction between the synthesised compound and the radical were also measured using cyclic voltammetry techniques. TPPH2(p-methyl) shows lower antioxidant activity (30.7 ± 0.08 mg/mL) than that of α-tocopherol standard (3.04 ± 0.03 mg/mL). The value of the binding Gibbs energy of -8.15 KJ.mol-1 calculated for TPPH2(p-methyl) suggests an electrostatic interaction of with TPPH2(p-methyl) which has been found to be the dominant interaction mode. The kinetics of the interaction reaction was also mesured having second-order rate constant values equal to 0.2 M-1 s-1.
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References
[2] T. Lanez, H. Hemmami. Curr. Pharm. Anal. (2017) https://doi.org/10.2174/1573412912666160831145524
[3] S. Ahmed, F. Shakeel, Czech. J. Food Sci. (2012) https://doi.org/10.17221/447/2010-CJFS
[4] S. Ahmed, F. Shakeel. Pak. J. Pharm. Sci., 25(3), 501 (2012)
[5] S. J. Thompson, M. R. Brennan, S. Y. Lee, G. Dong, Chem. Soc. Rev. (2018) https://doi.org/10.1039/C7CS00582B
[6] P. Molyneux, Songklanakarin J. Sci. Technol. 26, 211 (2004)
[7] W. Brand-Williams, M.E. Cuvelier, C. Berset, LWT - Food Sci. Tech. (1995) https://doi.org/10.1016/S0023-6438(95)80008-5
[8] M. Antolovich, P.D. Prenzler, E. Patsalides, S. McDonald, K. Kevin Robards, Analyst (2002) https://doi.org/10.1039/B009171P
[9] E.I. Korotkova, Y.A. Karbainov, O.A. Avramchik, Anal. Bioanal. Chem. (2003) https://doi.org/10.1007/s00216-002-1687-y
[10] S. Ahmed, F. Shakeel, Cz. J. Food Sci. (2012) https://doi.org/10.17221/447/2010-CJFS
[11] A.M. Pisoschi, M.C. Cheregi, A.F. Danet, Molecules (2009) https://doi.org/10.3390/molecules14010480
[12] P. Molyneux, J Sci Technol. 26 (2003) 211-219
[13] W. Brand-Williams, M.E. Cuvelier, C. Berset, LWT - Food Sci. Tech. (1995) https://doi.org/10.1016/S0023-6438(95)80008-5
[14] N. Pellegrini, M. Serafini, B. Colombi, D. Del Rio, S. Salvatore, M. Bianchi, F. Brighenti. J. Nutr. (2003) https://doi.org/10.1093/jn/133.9.2812
[15] N.J. Miller, A.T. Diplock, C. Rice-Evans, M.J. Davies, V. Gopinathan, A. Milner, Clin. Sci. (1993) https://doi.org/10.1042/cs0840407
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