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Characterization and Identification of Bioactive Polyphenols in the Trapa bispinosa Roxb. Pericarp Extract

In this study, we present the isolation and characterization of the structure of six gallotannins (1–6), three ellagitannins (7–9), a neolignan glucoside (10), and three related polyphenolic compounds (gallic acid, 11 and 12) from Trapa bispinosa Roxb. pericarp extract (TBE). Among the isolates, the...

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Autores principales: Iwaoka, Yuji, Suzuki, Shoichi, Kato, Nana, Hayakawa, Chisa, Kawabe, Satoko, Ganeko, Natsuki, Uemura, Tomohiro, Ito, Hideyuki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8510478/
https://www.ncbi.nlm.nih.gov/pubmed/34641346
http://dx.doi.org/10.3390/molecules26195802
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author Iwaoka, Yuji
Suzuki, Shoichi
Kato, Nana
Hayakawa, Chisa
Kawabe, Satoko
Ganeko, Natsuki
Uemura, Tomohiro
Ito, Hideyuki
author_facet Iwaoka, Yuji
Suzuki, Shoichi
Kato, Nana
Hayakawa, Chisa
Kawabe, Satoko
Ganeko, Natsuki
Uemura, Tomohiro
Ito, Hideyuki
author_sort Iwaoka, Yuji
collection PubMed
description In this study, we present the isolation and characterization of the structure of six gallotannins (1–6), three ellagitannins (7–9), a neolignan glucoside (10), and three related polyphenolic compounds (gallic acid, 11 and 12) from Trapa bispinosa Roxb. pericarp extract (TBE). Among the isolates, the structure of compound 10 possessing a previously unclear absolute configuration was unambiguously determined through nuclear magnetic resonance and circular dichroism analyses. The α-glucosidase activity and glycation inhibitory effects of the isolates were evaluated. Decarboxylated rugosin A (8) showed an α-glucosidase inhibitory activity, while hydrolyzable tannins revealed stronger antiglycation activity than that of the positive control. Furthermore, the identification and quantification of the TBE polyphenols were investigated by high-performance liquid chromatography coupled to ultraviolet detection and electrospray ionization mass spectrometry analysis, indicating the predominance of gallic acid, ellagic acid, and galloyl glucoses showing marked antiglycation properties. These findings suggest that there is a potential food industry application of polyphenols in TBE as a functional food with antidiabetic and antiglycation activities.
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spelling pubmed-85104782021-10-13 Characterization and Identification of Bioactive Polyphenols in the Trapa bispinosa Roxb. Pericarp Extract Iwaoka, Yuji Suzuki, Shoichi Kato, Nana Hayakawa, Chisa Kawabe, Satoko Ganeko, Natsuki Uemura, Tomohiro Ito, Hideyuki Molecules Article In this study, we present the isolation and characterization of the structure of six gallotannins (1–6), three ellagitannins (7–9), a neolignan glucoside (10), and three related polyphenolic compounds (gallic acid, 11 and 12) from Trapa bispinosa Roxb. pericarp extract (TBE). Among the isolates, the structure of compound 10 possessing a previously unclear absolute configuration was unambiguously determined through nuclear magnetic resonance and circular dichroism analyses. The α-glucosidase activity and glycation inhibitory effects of the isolates were evaluated. Decarboxylated rugosin A (8) showed an α-glucosidase inhibitory activity, while hydrolyzable tannins revealed stronger antiglycation activity than that of the positive control. Furthermore, the identification and quantification of the TBE polyphenols were investigated by high-performance liquid chromatography coupled to ultraviolet detection and electrospray ionization mass spectrometry analysis, indicating the predominance of gallic acid, ellagic acid, and galloyl glucoses showing marked antiglycation properties. These findings suggest that there is a potential food industry application of polyphenols in TBE as a functional food with antidiabetic and antiglycation activities. MDPI 2021-09-24 /pmc/articles/PMC8510478/ /pubmed/34641346 http://dx.doi.org/10.3390/molecules26195802 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Iwaoka, Yuji
Suzuki, Shoichi
Kato, Nana
Hayakawa, Chisa
Kawabe, Satoko
Ganeko, Natsuki
Uemura, Tomohiro
Ito, Hideyuki
Characterization and Identification of Bioactive Polyphenols in the Trapa bispinosa Roxb. Pericarp Extract
title Characterization and Identification of Bioactive Polyphenols in the Trapa bispinosa Roxb. Pericarp Extract
title_full Characterization and Identification of Bioactive Polyphenols in the Trapa bispinosa Roxb. Pericarp Extract
title_fullStr Characterization and Identification of Bioactive Polyphenols in the Trapa bispinosa Roxb. Pericarp Extract
title_full_unstemmed Characterization and Identification of Bioactive Polyphenols in the Trapa bispinosa Roxb. Pericarp Extract
title_short Characterization and Identification of Bioactive Polyphenols in the Trapa bispinosa Roxb. Pericarp Extract
title_sort characterization and identification of bioactive polyphenols in the trapa bispinosa roxb. pericarp extract
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8510478/
https://www.ncbi.nlm.nih.gov/pubmed/34641346
http://dx.doi.org/10.3390/molecules26195802
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