An Improved System to Evaluate Superoxide‐Scavenging Effects of Bioflavonoids

Abstract The pyrogallol autoxidation method has been widely utilized to evaluate various antioxidants in antioxidative bioactivities. However, this method is generally not appropriate for estimating the .O2− radical scavenging capacity of bioflavonoids, as it enables bioflavonoids to generate .O2− r...

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Main Authors: Prof. Yuanyong Yao, Prof. Shixue Chen, Dr. Hu Li
Format: Article
Language:English
Published: Wiley-VCH 2021-04-01
Series:ChemistryOpen
Subjects:
EPR
Online Access:https://doi.org/10.1002/open.202100013
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spelling doaj-239bed174aae415e9b0cf85c6c82dcc72021-04-28T10:16:33ZengWiley-VCHChemistryOpen2191-13632021-04-0110450351410.1002/open.202100013An Improved System to Evaluate Superoxide‐Scavenging Effects of BioflavonoidsProf. Yuanyong Yao0Prof. Shixue Chen1Dr. Hu Li2Tongren Key Laboratory for Modernization Research, Development and Utilization of Traditional Chinese Medicine and National Medicine Institute of Material and Chemical Engineering Tongren University Tongren 554300 ChinaTongren Key Laboratory for Modernization Research, Development and Utilization of Traditional Chinese Medicine and National Medicine Institute of Material and Chemical Engineering Tongren University Tongren 554300 ChinaState Key Laboratory Breeding Base of Green Pesticide & Agricultural Bioengineering Key Laboratory of Green Pesticide & Agricultural Bioengineering Ministry of Education State-Local Joint Laboratory for Comprehensive Utilization of Biomass Center for R&D of Fine Chemicals Guizhou University Guiyang Guizhou 550025 ChinaAbstract The pyrogallol autoxidation method has been widely utilized to evaluate various antioxidants in antioxidative bioactivities. However, this method is generally not appropriate for estimating the .O2− radical scavenging capacity of bioflavonoids, as it enables bioflavonoids to generate .O2− radical in oxygen‐alkaline (pH 8.2) surroundings. In the present study, an improved DMSO (dimethyl sulfoxide) system (pH 7.25, versus pH 8.2 of the pyrogallol autoxidation) was successfully developed to evaluate the .O2− radical scavenging capacity of bioflavonoids by EPR technique and using the spin trapping reagent DMPO (5,5‐dimethyl‐1‐pyrroline‐N‐oxide). The non‐protonic environment supplied by the system promotes the stabilization of the .O2−radical and therefore ensures a much more accurate measurement of .O2−radical scavenging capacity in bioflavonoids if compared to protonic solvents. The results demonstrated that the effects of scavenging .O2−radicals in natural bioflavonoids follows the order: dihydromyricetin>myricetin>quercetin>kaempferol>baicalein>chrysin, which are well associated with numbers of hydroxyl groups attached to their molecular skeletons and/or active H of their configurations. Interestingly, the higher superoxide‐anion scavenging effect measured for dihydromyricetin with respect to myricetin is possibly attributed to the fact that dihydromyricetin can be transformed into myricetin in the presence of .O2− radical, resulting from the homolysis of active H donated from C3−H bond of DMY via .O2− radicals.https://doi.org/10.1002/open.202100013bioflavonoidspyrogallol autoxidationDMSO systemsEPRsuperoxide-scavenging effects
collection DOAJ
language English
format Article
sources DOAJ
author Prof. Yuanyong Yao
Prof. Shixue Chen
Dr. Hu Li
spellingShingle Prof. Yuanyong Yao
Prof. Shixue Chen
Dr. Hu Li
An Improved System to Evaluate Superoxide‐Scavenging Effects of Bioflavonoids
ChemistryOpen
bioflavonoids
pyrogallol autoxidation
DMSO systems
EPR
superoxide-scavenging effects
author_facet Prof. Yuanyong Yao
Prof. Shixue Chen
Dr. Hu Li
author_sort Prof. Yuanyong Yao
title An Improved System to Evaluate Superoxide‐Scavenging Effects of Bioflavonoids
title_short An Improved System to Evaluate Superoxide‐Scavenging Effects of Bioflavonoids
title_full An Improved System to Evaluate Superoxide‐Scavenging Effects of Bioflavonoids
title_fullStr An Improved System to Evaluate Superoxide‐Scavenging Effects of Bioflavonoids
title_full_unstemmed An Improved System to Evaluate Superoxide‐Scavenging Effects of Bioflavonoids
title_sort improved system to evaluate superoxide‐scavenging effects of bioflavonoids
publisher Wiley-VCH
series ChemistryOpen
issn 2191-1363
publishDate 2021-04-01
description Abstract The pyrogallol autoxidation method has been widely utilized to evaluate various antioxidants in antioxidative bioactivities. However, this method is generally not appropriate for estimating the .O2− radical scavenging capacity of bioflavonoids, as it enables bioflavonoids to generate .O2− radical in oxygen‐alkaline (pH 8.2) surroundings. In the present study, an improved DMSO (dimethyl sulfoxide) system (pH 7.25, versus pH 8.2 of the pyrogallol autoxidation) was successfully developed to evaluate the .O2− radical scavenging capacity of bioflavonoids by EPR technique and using the spin trapping reagent DMPO (5,5‐dimethyl‐1‐pyrroline‐N‐oxide). The non‐protonic environment supplied by the system promotes the stabilization of the .O2−radical and therefore ensures a much more accurate measurement of .O2−radical scavenging capacity in bioflavonoids if compared to protonic solvents. The results demonstrated that the effects of scavenging .O2−radicals in natural bioflavonoids follows the order: dihydromyricetin>myricetin>quercetin>kaempferol>baicalein>chrysin, which are well associated with numbers of hydroxyl groups attached to their molecular skeletons and/or active H of their configurations. Interestingly, the higher superoxide‐anion scavenging effect measured for dihydromyricetin with respect to myricetin is possibly attributed to the fact that dihydromyricetin can be transformed into myricetin in the presence of .O2− radical, resulting from the homolysis of active H donated from C3−H bond of DMY via .O2− radicals.
topic bioflavonoids
pyrogallol autoxidation
DMSO systems
EPR
superoxide-scavenging effects
url https://doi.org/10.1002/open.202100013
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