The Open Bioactive Compounds Journal




ISSN: 1874-8473 ― Volume 7, 2019

Multifunctional Antioxidant Activities of Alkyl Gallates



Isao Kubo*, Noriyoshi Masuoka, Tae Joung Ha, Kuniyoshi Shimizu, Ken-ichi Nihei
Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720-3114, USA

Abstract

A series (C1 to C16) of alkyl gallates was tested for their antioxidant activity for food protection and human health. One molecule of alkyl gallate, regardless of alkyl chain length, scavenges six molecules of 1,1-diphenyl-2-picrylhydrazyl (DPPH). Alkyl gallates inhibited the linoleic acid peroxidation catalyzed by soybean lipoxygenase-1 (EC 1.13.11.12, Type 1) without being oxidized. The progress curves for enzyme reactions were recorded by both spectrophotometric and polarographic methods and the inhibitory activity was a parabolic function of their lipophilicity (log P) and maximized with alkyl chain length between C12 and C16. Tetradecanyl (C14) gallate exhibited the most potent inhibition with an IC50 of 0.06 µM. The inhibition kinetics of dodecyl gallate (C12) revealed competitive and slow-binding inhibition. Alkyl gallates chelate transition metal ions and this chelation ability should be of considerable advantage as antioxidants. Additionally, gallic acid was found to inhibit superoxide anion generated by xanthine oxidase (EC 1.1.3.22) but did not inhibit enzymatically catalyzed uric acid formation.

Key Words: Antioxidant activity, alkyl gallates, multifunction, scavenger, soybean lipoxygenase-1, xanthine oxidase, antimicrobial activity.


Article Information


Identifiers and Pagination:

Year: 2010
Volume: 3
First Page: 1
Last Page: 11
Publisher Id: TOBCJ-3-1
DOI: 10.2174/1874847301003010001

Article History:

Received Date: 14/4/2009
Revision Received Date: 13/5/2009
Acceptance Date: 20/5/2009
Electronic publication date: 27/1/2010
Collection year: 2010

Article Metrics:

CrossRef Citations:
0

Total Statistics:

Full-Text HTML Views: 1568
Abstract HTML Views: 1208
PDF Downloads: 295
ePub Downloads: 119
Total Views/Downloads: 3190

Unique Statistics:

Full-Text HTML Views: 914
Abstract HTML Views: 666
PDF Downloads: 210
ePub Downloads: 91
Total Views/Downloads: 1881
Geographical View

© Kubo et al.; Licensee Bentham Open.

open-access license: This is an open access article licensed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/by-nc/3.0/) which permits unrestricted, non-commercial use, distribution and reproduction in any medium, provided the work is properly cited.


* Address correspondence to this author at the Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720-3114, USA; Tel: +1-510-643-6303; Fax: +1-510-643-0215; E-mail: ikubo@berkeley.edu



Endorsements



"It is an honor for us to publish our article in Open bioactive compound journal. The journal follows single blind peer review and plagiarism checking policy which is appreciable. I think soon your journal will attain high impact factor journals."


Zubair K. Labu
Department of Pharmacy, World University of Bangladesh, Bangladesh


Browse Contents



Webmaster Contact: info@benthamopen.net
Copyright © 2019 Bentham Open