Irina Yu. Chukicheva

Convenient Synthesis of 2,2′- and 4,4′-Methylenebisphenols with Bulky Alkyl Substituents and Evaluation of Their Antioxidant Activity

Abstract The work is devoted to a convenient procedure of the synthesis of 2,2′- and 4,4′-methylenebisphenols with alkyl substituents in heterogeneous catalysis. This compounds were obtained with yields up to 87% by reflux of 2,4- or 2,6-dialkylphenols with HCHO in n-octane in the presence of KSF clay. We found that the antioxidant activity on DPPH test for two novel methylenebisphenols having isobornyl fragments was comparable with control drugs. GRAPHICAL ABSTRACT

Simple Resolution of Racemic Salicylic Aldehydes Having an Isobornyl Substituent

Abstract The resolution of the racemic salicylic aldehydes with isobornyl fragment 2 via diastereomer formation with (R)-1-phenylethylamine has been carried out.

Synthesis and membrane-protective properties of aminomethyl derivatives of quercetin at the C-8 position

A set of four C-8-aminomethyl derivatives of quercetin has been synthesized by Mannich reaction. The synthesis was carried out using a simple procedure to give target compounds as hydrochlorides. Study of oxidative hemolysis on mice erythrocytes showed that derivatives with morpholinomethyl or thiomorpholinomethyl groups favorably differ from the original quercetin by the ability to protect cells from acute oxidative stress.Graphical abstract

The Antiarrhythmic Effect of 4-Methyl-2,6-Diisobornylphenol in Myocardial Ischemia/Reperfusion

We studied the antiarrhythmic activity of novel sterically hindered phenols – 4-methyl-2,6- diisobornylphenol (dibornol) in acute myocardial ischemia/reperfusion in male Wistar rats. Left coronary artery occlusion (10 min) in control group induced different ventricular arrhythmia and 23% mortality of animals. Dibornol (p.o. administration 100 mg/kg 24 and 3 hours before ischemia) did not change the frequency and kinds of arrhythmia in acute ischemia, but significantly reduced the frequency and the level of seriousness of arrhythmia in the reperfusion period, decreased the mortality of rats due to lethal arrhythmia.

Antiradical Activity of Porphyrins with a Diisobornylphenol Fragment at the Macrocycle Periphery

This article focuses on the antiradical activity of a number of 2,6-diisobornylphenol-porphyrin conjugates with various spacers between the porphyrin and phenolic fragments in the model reaction of ethylbenzene oxidation initiated by azoisobutyric acid dinitrile. The study has shown that the electronic effects of the groups directly related to the 2,6-diisobornylphenol fragment exert the predominant influence both on the reactivity of the phenolic hydroxyl group in interaction with free radicals and on the antiradical activity of the molecule as a whole. The antiradical activity of the molecule is generally less affected by the nature of the substituents in the porphyrin macrocycle, mainly due to a change in the stoichiometric inhibition coefficient in the presence of relatively easily oxidizable groups. It was found that the length of the spacer between the porphyrin and phenolic fragments does not affect the antiradical activity of the conjugate.