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

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

Nurgun Kucukboyacıa,*, Ilkay Orhana, Bilge S¸enera, S. Ahmad Nawazb, and M. Iqbal Choudharyb

a Department of Pharmacognosy, Faculty of Pharmacy, Gazi University, 06330 Ankara, Turkey. E-mail: nurgun@gazi.edu.tr

b H. E. J. Research Institute of Chemistry, International Center for Chemical Sciences, University of Karachi, 75270 Karachi, Pakistan

* Author for correspondence and reprint requests

Z. Naturforsch. 65 c, 187 – 194 (2010); received November 2/December 8, 2009

Phytochemical investigations of Taxus baccata L. by successive chromatographic meth- ods resulted in the isolation of the lignans lariciresinol (1), taxiresinol (2), 3’-demethyliso- lariciresinol-9’-hydroxyisopropylether (3), isolariciresinol (4), and 3-demethylisolariciresi- nol (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 ȝg 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 ȝg 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 ȝg ml–1. None of the compounds exhibited chelating ability against ferrous ions.

Key words: Taxus baccata, Lignans, Biological Activity

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