Effect of Hydroxyl on Antioxidant Properties of 2,3-dihydro-3,5-dihydroxy-6-methyl-4-pyran-4-one to Scavenge Free Radicals

Overview

Journal RSC Adv

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2022 May 2

PMID 35494787

Authors

Zhifei Chen

Qiang Liu

Zhiwei Zhao

Bing Bai

Zhitao Sun

Lili Cai

Yufeng Fu

Yuping Ma

Qingfu Wang

Gaolei Xi

Affiliations

Soon will be listed here.

Abstract

It is well known that 2,3-dihydro-3,5-dihydroxy-6-methyl-4-pyran-4-one (DDMP) is usually formed in the Maillard reaction and it contributes to the antioxidant properties of Maillard reaction intermediates. A series of hydroxyl group protected DDMP derivatives were synthesized to further understand the source of antioxidant activity. Antioxidant abilities of the DDMP derivatives were evaluated by scavenging the 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical (ABTS˙), 2,2'-diphenyl-1-picrylhydrazyl radical (DPPH), and galvinoxyl radical, respectively. It was found that the introduction of protecting groups to the free hydroxyl groups of DDMP decreases their reducing abilities. In particular, the hydroxyl group at the olefin position exhibited a remarkable impact on the antioxidant activity of DDMP, indicating that the unstable enol structure in the DDMP moiety is the key factor for its antioxidant activity.

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