EFFECT OF SOLVENT IN THE OXIDATION KINETICS OF SOME MODEL SUBSTRATES

Authors

  • Ranu Chaturvedi R Tiwari k k mishra Department of P.G. Studies & Research in Chemistry & Pharmacy, Rani Durgavati University, Jabalpur 482001, M.P. (India).

Keywords:

Kinetics, 2-Mercaptobenzoxazole, 2, 6 –dichlorophenolindophenol, solvent effect

Abstract

In the cellular systems, the oxidation of thiols, lipids and DNA by oxidants like peroxonitrite ion is reported to be leading to pathological disorders producing atherosclerosis and neurodegenerative diseases. In substrates such as 2-Mercaptobenzoxazole, the reactivity of sulphur centre depends on the environment specifically solvent, its oxidation state, and the presence of specific metal ion and the oxidation of sulphur (in oxidation state -2) is highly complex. Substrate, 2-mercaptobenzoxazole (MBO) and oxidant, 2,6 –dichlorophenolindophenol (In) interact in a mole ratio of 1:1 in aqueous ethanol medium forming the corresponding disulphide and the leuco base.This paper highlights the metal-substrate interactions in some cases are time dependent and secondly, the effect of dissolved oxygen appreciably depends on the metal ion and on the nature of the substrate and the solvent. 

References

• Aparaschivei, R., Şunel, V., Holban M., Popa, M. & Desbrieres, J. (2013) Polymer conjugates with potential biological activity based on new derivatives of 2-mercaptobenzoxazole-synthesis and characterization. Central European Journal of Chemistry, 11,11.

•Andrea S. & Gunther W. (1999) Oxidation of 2-mercaptobenzoxazole in aqueous solution: solid phase formation at glassy carbon electrodes Journal of Solid State Electrochemistry , 3, 7-8 , 361-369

•Cabello,C.M., Bair, W.B., Bause, A.S. & Wondrak, G.T. (2009). Antimelanoma activity of the redox dye DCPIP (2,6-dichlorophenolindophenol) is antagonized by NQO1 Biochem. Pharmacol. 78 (4): 344–54.

•Capozzi, G., Modena, G. (1974) The Chemistry of the Thiol Group, Ed.S. Patai .,

John Wiley & Sons, London Part II, Chapter 17.

•Chaturvedi , R., Shukla, M. & Mishra, K.K. (2010).A kinetic study on Ru(III)–catalysed oxidation of mercaptosuccinic acid by methylene blue in acidic medium; Indian Journal of Chemistry: 49 A, 185

•Chaturvedi , R. & Mishra, K.K. (2008). A Kinetic study of Ru(III) catalysed oxidation of glutathione by methylene blue in acidic medium. Progress in Reaction Kinetics and Mechanism, 33, 3, 253

•Chaturvedi,R. & Mishra, K.K. (2008). Ru(III) catalyzed oxidation of cysteine hydrochloride by methylene blue in acidic medium; synergetic effect of Cu(II): A kinetic study”. International Journal of Chemical Kinetics, 40, 3, 145

•Juciane B. L., Fabiano M. de A. Eduardo L. de S., Geraldo R. F., Antonio S. M.J. , Elaine B., David J. E., Tai H. & Fábio S. N. (2004) 2-Mercaptobenzoxazole pentacyanoferrate(II/III) complexes: UV-Visible, Mössbauer, electron paramagnetic resonance, electrochemistry and molecular modeling J. Braz. Chem. Soc. 15 - 1 .

•Kapoor, R.C., Chohan R.K.& Sinha, B.P.,(1971).Oxidation kinetics of 2-

mercaptoethylamine hydrochloride by ferricyaninde ion in acid medium.; J

Phys. Chem. 75, 2036

•Kolthoff, I.M. & Meehan E.J., (1953).Redox recipes.IX.alkaline nitroprussidehydroperoxide recipes.; J Polymer. Sci. 11, 71.

•Mishra, K.K., Chaturvedi, R. & Gupta,R. (2006) . Cu(II) catalyzed oxidation of o-mercaptobenzoic acid (a model for papain) by methylene blue in acidic medium: A kinetic study. Indian Journal of Chemistry: 45 A , 1831

•Mishra, K.K.& Sylvester. J.,( 2006).Cooperativety effect of mercaptosuccinic acid

on the oxidation of thiourea by methylene blue in acidic medium .; J Chem.

Res.,678

•Olga, I.,Katafias, A., Kita, P., Mills, A. , Graczyk, A.P.& Wrzeszcz G., (2003) Kinetics and mechanism of a fast leuco-methylene blue oxidation by copper (II)-halide species in acidic aqueous media.: Dalton Trans,348.

•Parra R.D., Bulus,S & Zeng, X.C. ( 2005). Cooperative effects in two dimensional

ring like networks of three centered hydrogen bonding interactions . J Chem.

Phys. 122,184325.

•Tiwari , R. K. & Mishra, K.K. (1991). Kinetics and mechanism oxidation of 2-mercaptobenzathiazole by 2,6-dichlorophenolindophenol in aqueous acetone medium. Indian journal of chemistry, 30, 140-143

•Walther du mont, W., Mugesh, G., Wismach, C.P.& Jones ,G. (2001).

Reactions of organoselenyl iodides with thiouracil drugs: An enzyme

mimetic study on the inhibition of iodothyronine deiodinase. Angew Chem. Int,

Ed.40, 2486.

•Zhou, W.Q., Peng,K. & U-Ming,T.F, (2007).Theoretical mechanism for the oxidation

of thiourea by hydrogen peroxide in gas state.; J Mol.Struc.Theochem, 821,116.

Published

2015-11-30