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Assessment of Enzyme Inhibitory and Antioxidant Activities of Lignans from Taxus baccata L.

Nurgun Kucukboyacı, Ilkay Orhan, Bilge Şener, S. Ahmad Nawaz, M. Iqbal Choudhary
Zeitschrift für Naturforschung 2014 v.65 no.3-4 pp. 187-194
Alzheimer disease, acetylcholinesterase, ions, Taxus baccata, 2,2-diphenyl-1-picrylhydrazyl, iron, linoleate 13S-lipoxygenase, chromatography, pathogenesis, lignans, cholinesterase, chlorogenic acid, antioxidant activity
Phytochemical investigations of Taxus baccata L. by successive chromatographic methods resulted in the isolation of the lignans lariciresinol (1), taxiresinol (2), 3´-demethylisolariciresinol- 9´-hydroxyisopropylether (3), isolariciresinol (4), and 3-demethylisolariciresinol (5) as well as taxoids. Compounds 1 - 5 were evaluated for their acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and lipoxygenase (LOX) inhibitory activities, which play a role in the pathogenesis of Alzheimer’s disease (AD), by in vitro spectrophotometric methods, while they were also screened for their antioxidant capacity in 2,2-diphenyl-1- picrylhydrazyl (DPPH) radical scavenging, ferrous ion-chelating effect, and ferric-reducing antioxidant power (FRAP) at 125, 250, 500, and 1000 μg ml-1. All compounds exhibited a moderate inhibition against both BChE and LOX, whereas they were inactive towards AChE. The compounds displayed a great scavenging activity against DPPH especially at 500 and 1000 μg ml⁻¹. Besides, they were found to exert noteworthy reducing antioxidant power on ferric ions. In particular, the FRAP of compounds 2 (3.552 ± 0.02), 4 (3.021 ± 0.71), and 5 (3.533 ± 0.01) were as high as that of the reference chlorogenic acid (3.618 ± 0.01) at 1000 μg ml⁻¹. None of the compounds exhibited chelating ability against ferrous ions.