Radical Scavenging Efficiency of Flavonoids Increased by Calcium(II) Binding: Structure-Activity Relationship

Research output: Contribution to journal › Journal article › Research › peer-review

Standard

Radical Scavenging Efficiency of Flavonoids Increased by Calcium(II) Binding : Structure-Activity Relationship. / Liu, Chao; Wang, Wen-Zhu; Song, Meng-Ting; Lu, Yao; Qian, Ling-Ling; Han, Rui-Min; Skibsted, Leif H.; Zhang, Jian-Ping.

In: ChemistrySelect, Vol. 6, No. 37, 2021, p. 8462-8470.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Liu, C, Wang, W-Z, Song, M-T, Lu, Y, Qian, L-L, Han, R-M, Skibsted, LH & Zhang, J-P 2021, 'Radical Scavenging Efficiency of Flavonoids Increased by Calcium(II) Binding: Structure-Activity Relationship', ChemistrySelect, vol. 6, no. 37, pp. 8462-8470. https://doi.org/10.1002/slct.202101560

APA

Liu, C., Wang, W-Z., Song, M-T., Lu, Y., Qian, L-L., Han, R-M., Skibsted, L. H., & Zhang, J-P. (2021). Radical Scavenging Efficiency of Flavonoids Increased by Calcium(II) Binding: Structure-Activity Relationship. ChemistrySelect, 6(37), 8462-8470. https://doi.org/10.1002/slct.202101560

Vancouver

Liu C, Wang W-Z, Song M-T, Lu Y, Qian L-L, Han R-M et al. Radical Scavenging Efficiency of Flavonoids Increased by Calcium(II) Binding: Structure-Activity Relationship. ChemistrySelect. 2021;6(37):8462-8470. https://doi.org/10.1002/slct.202101560

Author

Liu, Chao ; Wang, Wen-Zhu ; Song, Meng-Ting ; Lu, Yao ; Qian, Ling-Ling ; Han, Rui-Min ; Skibsted, Leif H. ; Zhang, Jian-Ping. / Radical Scavenging Efficiency of Flavonoids Increased by Calcium(II) Binding : Structure-Activity Relationship. In: ChemistrySelect. 2021 ; Vol. 6, No. 37. pp. 8462-8470.

Bibtex

@article{02f507dd25f04742895582800accf362,
title = "Radical Scavenging Efficiency of Flavonoids Increased by Calcium(II) Binding: Structure-Activity Relationship",
abstract = "Six structurally related flavonoids including two flavones apigenin and luteolin, one isoflavone genistein, and three flavonols, galangin, kaempferol and quercetin, are affected differently as radical scavengers by presence of Ca(II). Except for apigenin showing no reaction with Ca(II), other flavonoids all coordinate with Ca(II) to form 1 : 2 Ca(II)-flavonoid complexes confirmed by UV-vis and mass spectra. Coordination with Ca(II) for luteolin with the 3′, 4′-catechol group and for flavonols with 3-hydroxyl and 4-carbonyl significantly enhance the DPPH• scavenging efficiencies shown by stopped-flow spectra. Addition of Ca(II) shows no effect on radical scavenging rate of Genistein, as an isomer of apigenin, although both containing the same 4-carbonyl and 5-hydroxyl as a potential chelating group as confirmed by mass spectra and cyclic voltammetry. The two structure elements, 3′, 4′-catechol and the combination of 3-hydroxyl and 4-carbonyl, are identified as important factors for Ca(II) enhancement of radical scavenging of flavonoids. Coordination of Ca(II) to kaempferol forming a 1 : 2 Ca(II)-kaempferol complex at 3,4 site shows the most significant enhancement in radical scavenging efficiency by a factor of 4.4 compared to other investigated flavonoids.",
author = "Chao Liu and Wen-Zhu Wang and Meng-Ting Song and Yao Lu and Ling-Ling Qian and Rui-Min Han and Skibsted, {Leif H.} and Jian-Ping Zhang",
year = "2021",
doi = "10.1002/slct.202101560",
language = "English",
volume = "6",
pages = "8462--8470",
journal = "ChemistrySelect",
issn = "2365-6549",
publisher = "Chemistry Europe",
number = "37",

}

RIS

TY - JOUR

T1 - Radical Scavenging Efficiency of Flavonoids Increased by Calcium(II) Binding

T2 - Structure-Activity Relationship

AU - Liu, Chao

AU - Wang, Wen-Zhu

AU - Song, Meng-Ting

AU - Lu, Yao

AU - Qian, Ling-Ling

AU - Han, Rui-Min

AU - Skibsted, Leif H.

AU - Zhang, Jian-Ping

PY - 2021

Y1 - 2021

N2 - Six structurally related flavonoids including two flavones apigenin and luteolin, one isoflavone genistein, and three flavonols, galangin, kaempferol and quercetin, are affected differently as radical scavengers by presence of Ca(II). Except for apigenin showing no reaction with Ca(II), other flavonoids all coordinate with Ca(II) to form 1 : 2 Ca(II)-flavonoid complexes confirmed by UV-vis and mass spectra. Coordination with Ca(II) for luteolin with the 3′, 4′-catechol group and for flavonols with 3-hydroxyl and 4-carbonyl significantly enhance the DPPH• scavenging efficiencies shown by stopped-flow spectra. Addition of Ca(II) shows no effect on radical scavenging rate of Genistein, as an isomer of apigenin, although both containing the same 4-carbonyl and 5-hydroxyl as a potential chelating group as confirmed by mass spectra and cyclic voltammetry. The two structure elements, 3′, 4′-catechol and the combination of 3-hydroxyl and 4-carbonyl, are identified as important factors for Ca(II) enhancement of radical scavenging of flavonoids. Coordination of Ca(II) to kaempferol forming a 1 : 2 Ca(II)-kaempferol complex at 3,4 site shows the most significant enhancement in radical scavenging efficiency by a factor of 4.4 compared to other investigated flavonoids.

AB - Six structurally related flavonoids including two flavones apigenin and luteolin, one isoflavone genistein, and three flavonols, galangin, kaempferol and quercetin, are affected differently as radical scavengers by presence of Ca(II). Except for apigenin showing no reaction with Ca(II), other flavonoids all coordinate with Ca(II) to form 1 : 2 Ca(II)-flavonoid complexes confirmed by UV-vis and mass spectra. Coordination with Ca(II) for luteolin with the 3′, 4′-catechol group and for flavonols with 3-hydroxyl and 4-carbonyl significantly enhance the DPPH• scavenging efficiencies shown by stopped-flow spectra. Addition of Ca(II) shows no effect on radical scavenging rate of Genistein, as an isomer of apigenin, although both containing the same 4-carbonyl and 5-hydroxyl as a potential chelating group as confirmed by mass spectra and cyclic voltammetry. The two structure elements, 3′, 4′-catechol and the combination of 3-hydroxyl and 4-carbonyl, are identified as important factors for Ca(II) enhancement of radical scavenging of flavonoids. Coordination of Ca(II) to kaempferol forming a 1 : 2 Ca(II)-kaempferol complex at 3,4 site shows the most significant enhancement in radical scavenging efficiency by a factor of 4.4 compared to other investigated flavonoids.

U2 - 10.1002/slct.202101560

DO - 10.1002/slct.202101560

M3 - Journal article

VL - 6

SP - 8462

EP - 8470

JO - ChemistrySelect

JF - ChemistrySelect

SN - 2365-6549

IS - 37

ER -

ID: 281158466