17672-88-7Relevant academic research and scientific papers
Antioxidant Activity of Natural Allylpolyalkoxybenzene Plant Essential Oil Constituents
Samet, Alexander V.,Shevchenko, Oksana G.,Rusak, Vyacheslav V.,Chartov, Eduard M.,Myshlyavtsev, Andrey B.,Rusanov, Daniil A.,Semenova, Marina N.,Semenov, Victor V.
, p. 1451 - 1458 (2019/07/05)
Free-radical-scavenging capacity antioxidant and membrane-protective properties of natural and related synthetic allylpolyalkoxybenzenes with different numbers of alkoxy/methoxy groups in the aromatic ring were evaluated using several in vitro models. These included the DPPH assay, inhibition of lipid peroxidation products accumulation, inhibition of H2O2-induced hemolysis, and oxidation of oxyhemoglobin. A synthetic protocol for the synthesis of natural nothoapiol (9) from a parsley seed metabolite, apiol (7), was developed. A structure-activity relationship study revealed that both the methylenedioxy fragment and methoxy groups in the aromatic ring are favorable for antioxidant activity. Hydroxyapiol (14), containing a hydroxy group in the aromatic core, was identified as the most potent compound. The pentaalkoxy-substituted nothoapiol (9) showed antioxidant activity in mouse brain homogenates, whereas in mouse erythrocytes it exhibited a marked pro-oxidant effect. Despite their low free-radical-scavenging capacity, allylpolyalkoxybenzenes can contribute to the total antioxidant potencies of plant essential oils.
