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Radical Scavenging Action and Its Mode in Procyanidins B-1 and B-3 from Azuki Beans to Peroxyl Radicals
Abstract
Procyanidins B-1 and B-3 from azuki beans showed remarkable scavenging activities, especially to hydrophilic radicals. The inhibition rate constants for the scavenging of hydrophilic peroxyl radicals generated from 2,2′-azobis(2-amidinopropane)hydrochloride in aqueous media were calculated at 37°C to be kinh = 6.0 × 104 m−1s−1, 5.9 × 104 m−1 s−1, 2.7 × 104 m −1 s−1, 5.0 × 104 m−1 s−1 and 1.1 × 105 m−1 s−1, and the stoichiometric factors as n = 8.4, 8.0, 3.7, 1.2 and 1.7 for procyanidin B-1, procyanidin B-3, (+)-catechin, ascorbic acid and α-tocopherol, respectively. Thus, the dimeric procyanidin molecule could trap eight radicals. The production and structures of procyanidin B-3 radicals are discussed on the basis of the ESR spectra observed by autoxidation of procyanidin B-3 in an aqueous alkaline methanol solution.
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“Tannins also possess antioxidant properties as they can scavenge free radicals due to hydroxyl groups, degree of polymerization, and redox activities (216–218).”
From Phytogenic Additives Can Modulate Rumen Microbiome to Mediate Fermentation Kinetics and Methanogenesis Through Exploiting Diet–Microbe Interaction (2020) · cites this paper as [216]
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Metadata
- Authors
- Ariga, T., & Hamano, M.
- Affiliations
- Kikkoman (Japan) (JP)
- Venue
- Agricultural and Biological Chemistry
- Publisher
- Oxford University Press (OUP)
- Published
- 1990-10
- Volume
- 54
- Issue
- 10
- Pages
- 2499-2504
- ISSN
- 0002-1369 (ISSN-L)
- OpenAlex
- W1494529440
- Cited by
- 123
- References
- 0
- Citations by year
- 2025: 3 · 2022: 8 · 2021: 3 · 2020: 3 · 2019: 4 · 2018: 2 · 2017: 3 · 2016: 2 · 2015: 7 · 2014: 5 · 2013: 7 · 2012: 2
- FWCI
- 0.91
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Agricultural and Biological Chemistry (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Free Radicals and Antioxidants
- Health Sciences › Medicine › Biochemistry (medical) › Phytochemicals and Antioxidant Activities
- Health Sciences › Medicine › Biochemistry (medical) › Antioxidant Activity and Oxidative Stress
- Keywords
- procyanidins, Vigna angularis, free radical scavenging, peroxy radicals, inhibition rate constant, stoichiometric factor, radical trapping, catechins, vitamin C, alpha-tocopherol, autoxidation, electron spin resonance
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