Kinetic EPR-Studies of the Anti-Peroxyl Radical Reactivities with Various Metallochelates of 3,5-Di-Iso-Propylsalicyalte and Salicylidene Schiff Base

Tavadyan, L. A.; Musaelyan, Makich V.; Stepanyan, Armine B.; Minasyan, Seyran H.

doi:10.1007/s00723-020-01234-w

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“…Precise kinetic studies of alkylperoxyl radical reactions with the test compounds by kinetic electron paramagnetic resonance (EPR) technique in biologically relevant lipid media were performed in a series of work. [19][20][21][22][23][24][25][26] The main objective of the present work is to study the tert-butylperoxyl radical (t-BuOO • ) radical reactivity with selected hybrid molecules phenylthiazolidine and its derivatives and hybrid AO, probucol. This task was solved by direct kinetic measurements using EPR spectroscopy for the reactions of t-BuOO • with these compounds in lipophilic organic media.…”

Section: Introductionmentioning

confidence: 99%

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Reactivity of tert‐butylperoxyl radical with some phenylthiazolidine derivatives and probucol

Tavadyan

Tonikyan

Sahakyan

et al. 2023

Int J of Chemical Kinetics

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The hybrid molecule phenylthiazolidine derivatives and probucol were kinetically examined as antioxidants (AOs) in scavenging tert‐butylperoxyl radical (t‐BuOO•) with comparable to the reference AO, butylated hydroxytoluene (BHT). The anti‐t‐BuOO• reactivity of phenylthiazolidine derivatives and probucol was established using the direct kinetic electron paramagnetic resonance (EPR) technique with pulse reactant injection. Absolute values of the bimolecular reaction rate constants and antiradical capacities of the studied compounds were measured from −63 to 0°C. The main antiperoxylradical sites of the compounds under study were revealed.High removal ability of t‐BuOO• by (2‐(4‐hydroxyphenyl)thiazolidine), 4‐[thiazolidin‐2‐yl]benzene‐1,2‐diol, 2‐(4‐hydroxyphenyl)thiazolidine‐4‐carboxylic acid and probucol was connected with the reaction of hydrogen atom abstraction from phenolic OH group.Weaker antiperoxylradical reactivity of 2‐phenylthiazolidine was connected with the slower reaction of hydrogen atom abstraction from benzylic C–H bond in reference to nitrogen and sulfur atoms compared with the phenolic OH group. It is found that sulfide groups had much weaker participation in antiperoxylradical reactivity of the studied compounds. It is concluded that removal of alkylperoxyl radicals by oxidizable phenylthiazolidine derivatives and probucol may partially account for biological activity of their compounds.

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