Milaeva 2010 Bioinorg Chem Appl

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Milaeva ER, Filimonova SI, Meleshonkova NN, Dubova LG, Shevtsova EF, Bachurin SO, Zefirov NS (2010) Antioxidative activity of ferrocenes bearing 2,6-di-tert-butylphenol moieties. Bioinorg Chem Appl 165482. Epub

» PMID: 20631836 Open Access

Milaeva ER, Filimonova SI, Meleshonkova NN, Dubova LG, Shevtsova EF, Bachurin SO, Zefirov NS (2010) Bioinorg Chem Appl

Abstract: The antioxidative activity of ferrocenes bearing either 2,6-di-tert-butylphenol or phenyl groups has been compared using DPPH (1,1-diphenyl-2-picrylhydrazyl) test and in the study of the in vitro impact on lipid peroxidation in rat brain homogenate and on some characteristics of rat liver mitochondria. The results of DPPH test at 20 degrees C show that the activity depends strongly upon the presence of phenolic group but is improved by the influence of ferrocenyl fragment. The activity of N-(3,5-di-tert-butyl 4-hydroxyphenyl)iminomethylferrocene (1), for instance, was 88.4%, which was higher than the activity of a known antioxidant 2,6-di-tert-butyl-4-methylphenol (BHT) (48.5%), whereas the activity of N-phenyl-iminomethylferrocene 2 was almost negligible -2.9%. The data obtained demonstrate that the compounds with 2,6-di-tert-butylphenol moiety are significantly more active than the corresponding phenyl analogues in the in vitro study of lipid peroxidation in rat brain homogenate. Ferrocene 1 performs a promising behavior as an antioxidant and inhibits the calcium-dependent swelling of mitochondria. These results allow us to propose the potential cytoprotective (neuroprotective) effect of ditopic compounds containing antioxidant 2,6-di-tert-butylphenol group and redox active ferrocene fragment.

O2k-Network Lab: RU Chernogolovka Shevtsova EF


Stress:Oxidative stress;RONS  Organism: Rat  Tissue;cell: Nervous system, Liver  Preparation: Homogenate, Isolated mitochondria 

HRR: Oxygraph-2k 



An Oroboros O2k was used in this publication, whereas the Anton Paar/Oroboros Oxygraph was the first-generation instrument for high-resolution respirometry, which was replaced by the O2k in 2002.