Antioxidant Activity of Natural Allylpolyalkoxybenzene Plant Essential Oil Constituents
In: Journal of Natural Products, Jg. 82 (2019-06-18), S. 1451-1458
Online
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Zugriff:
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.
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Antioxidant Activity of Natural Allylpolyalkoxybenzene Plant Essential Oil Constituents
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Autor/in / Beteiligte Person: | Myshlyavtsev, Andrey B. ; Rusanov, Daniil A. ; Rusak, V. V. ; Semenova, Marina N. ; Semenov, Victor V. ; Eduard M Chartov ; Samet, Alexander V. ; Oksana G Shevchenko |
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Zeitschrift: | Journal of Natural Products, Jg. 82 (2019-06-18), S. 1451-1458 |
Veröffentlichung: | American Chemical Society (ACS), 2019 |
Medientyp: | unknown |
ISSN: | 1520-6025 (print) ; 0163-3864 (print) |
DOI: | 10.1021/acs.jnatprod.8b00878 |
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