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Planta Med 2022; 88(06): 440-446
DOI: 10.1055/a-1345-9471
Natural Product Chemistry and Analytical Studies
Original Papers

Pinellic Acid Isolated from Quercetin-rich Onions has a Peroxisome Proliferator-Activated Receptor-Alpha/Gamma (PPAR-α/γ) Transactivation Activity

Mikio Doi‡
1   Graduate School of Agriculture, Hokkaido University, Japan
,
Naoki Morita‡
2   Bioproduction Research Institute, National Institute of Advanced Industrial Science and Technology, Hokkaido, Japan
2   Bioproduction Research Institute, National Institute of Advanced Industrial Science and Technology, Hokkaido, Japan
,
Tsugumi Okuzawa
2   Bioproduction Research Institute, National Institute of Advanced Industrial Science and Technology, Hokkaido, Japan
,
Satoru Ohgiya
3   National Institute of Advanced Industrial Science and Technology, AIST Hokkaido, Hokkaido, Japan
,
Daisaku Okamoto
4   Plant Breeding Institute, Hokkaido, Japan
,
Kenichi Sato
5   Northern Advancement Center for Science and Technology, Hokkaido, Japan
,
Yukiya Ito
5   Northern Advancement Center for Science and Technology, Hokkaido, Japan
,
Hideyuki Matsuura
1   Graduate School of Agriculture, Hokkaido University, Japan
,
Yasuyuki Hashidoko
1   Graduate School of Agriculture, Hokkaido University, Japan
› Author AffiliationsSupported by: Kuribayashi Scholarship Foundation Kuribayashi Scholarship Foundation research grant
Supported by: Ministry of Economy, Trade and Industry the Regional Innovation Creation Project (2010)
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Abstract

Quercetin, a flavonol, is a functional compound that is abundant in onions and is known to have antioxidant and anti-inflammatory effects. Quercetin and its glucoside are known to function as peroxisome proliferator-activated receptor (PPAR) ligands and showed high PPAR-α transactivation activity but little PPAR-γ transactivation activity in some reports. In this study, we demonstrated that an aqueous extract of a quercetin-rich onion cultivar increased transactivation activities not only of PPAR-α but also of PPAR-γ. We isolated (9S,12S,13S)-(10E)-9,12,13-trihydroxyoctadec-10-enoic acid (pinellic acid) obtained from the aqueous extract using PPAR-γ transactivation as an index. Furthermore, it was revealed that pinellic acid could transactivate PPAR-α. Our findings are the first report mentioned showing that trihydroxyoctadec-10-enoic acids showed PPAR-α/γ transactivation activities.

Key words

Allium cepa - Amaryllidaceae - (9S,12S,13S)-(10E)-9,12,13-Trihydroxyoctadec-10-enoic acid (Pinellic acid) - (S) configuration - peroxisome proliferator-activated receptor - nuclear factor-κB

Supporting Information

    The Supporting Information includes 1D and 2D NMR spectra of pinellic acid and tables.

  • Supporting Information


Publication History

Received: 13 October 2020

Accepted after revision: 19 December 2020

Article published online:
17 January 2022

© 2022. Thieme. All rights reserved.

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