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Molecules 2016, 21(5), 656; doi:10.3390/molecules21050656

Synthesis and Antioxidant Activity of Alkyl Nitroderivatives of Hydroxytyrosol

1
Department of Organic and Pharmaceutical Chemistry, Faculty of Pharmacy, University of Seville, 41012 Seville, Spain
2
Department of Metabolism and Nutrition, Institute of Food Science, Technology and Nutrition (ICTAN), Spanish National Research Council (CSIC), 28040 Madrid, Spain
3
Department of Pharmacology, Faculty of Medicine, University of Malaga, 29071 Malaga, Spain
*
Authors to whom correspondence should be addressed.
Academic Editor: Jean Jacques Vanden Eynde
Received: 17 March 2016 / Revised: 6 May 2016 / Accepted: 10 May 2016 / Published: 18 May 2016
(This article belongs to the Section Medicinal Chemistry)
View Full-Text   |   Download PDF [791 KB, uploaded 18 May 2016]   |  

Abstract

A series of alkyl nitrohydroxytyrosyl ether derivatives has been synthesized from free hydroxytyrosol (HT), the natural olive oil phenol, in order to increase the assortment of compounds with potential neuroprotective activity in Parkinson’s disease. In this work, the antioxidant activity of these novel compounds has been evaluated using Ferric Reducing Antioxidant Power (FRAP), 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS), and Oxygen Radical Scavenging Capacity (ORAC) assays compared to that of nitrohydroxytyrosol (NO2HT) and free HT. New compounds showed variable antioxidant activity depending on the alkyl side chain length; compounds with short chains (2–4 carbon atoms) maintained or even improved the antioxidant activity compared to NO2HT and/or HT, whereas those with longer side chains (6–8 carbon atoms) showed lower activity than NO2HT but higher than HT. View Full-Text
Keywords: nitrocatechol; alkyl nitrohydroxytyrosyl derivatives; hydroxytyrosol; antioxidant activity; Parkinson’s disease nitrocatechol; alkyl nitrohydroxytyrosyl derivatives; hydroxytyrosol; antioxidant activity; Parkinson’s disease
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Gallardo, E.; Palma-Valdés, R.; Sarriá, B.; Gallardo, I.; de la Cruz, J.P.; Bravo, L.; Mateos, R.; Espartero, J.L. Synthesis and Antioxidant Activity of Alkyl Nitroderivatives of Hydroxytyrosol. Molecules 2016, 21, 656.

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