Comprehensive Characterization of Lignans from <i>Forsythia viridissima</i> by UHPLC-ESI-QTOF-MS, and Their NO Inhibitory Effects on RAW 264.7 Cells

Lignans are known to be an important class of phenylpropanoid secondary metabolites. In the course of our studies on the chemodiversity of lignans, the necessity arose to develop a method for the fast detection and identification of bioactive lignan subclasses. In this study, we detected 10 lignan d...

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Main Authors: Jungmoo Huh, Chang-Min Lee, Seoyoung Lee, Soeun Kim, Namki Cho, Young-Chang Cho
Format: Article
Language:English
Published: MDPI AG 2019-07-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/14/2649
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spelling doaj-ddf12d4ee67448c1b7028dd76635fec22020-11-24T21:35:13ZengMDPI AGMolecules1420-30492019-07-012414264910.3390/molecules24142649molecules24142649Comprehensive Characterization of Lignans from <i>Forsythia viridissima</i> by UHPLC-ESI-QTOF-MS, and Their NO Inhibitory Effects on RAW 264.7 CellsJungmoo Huh0Chang-Min Lee1Seoyoung Lee2Soeun Kim3Namki Cho4Young-Chang Cho5College of Pharmacy, Seoul National University, Gwanak-gu, Seoul 08826, KoreaDepartment of Laboratory Medicine, College of Veterinary Medicine, Chonnam National University, Gwangju 61186, KoreaCollege of Pharmacy, Chonnam National University, Gwangju 61186, KoreaCollege of Pharmacy, Chonnam National University, Gwangju 61186, KoreaCollege of Pharmacy, Chonnam National University, Gwangju 61186, KoreaCollege of Pharmacy, Chonnam National University, Gwangju 61186, KoreaLignans are known to be an important class of phenylpropanoid secondary metabolites. In the course of our studies on the chemodiversity of lignans, the necessity arose to develop a method for the fast detection and identification of bioactive lignan subclasses. In this study, we detected 10 lignan derivatives of different extracts of <i>F. viridissima</i> by UHPLC-ESI-QTOF-MS. Lignan glycosides (<b>1</b> and <b>2</b>), lignans (<b>3</b> and <b>4</b>), and lignan dimers (<b>5</b>&#8722;<b>10</b>) were identified by analysis of their exact masses and MS<sup>e</sup> spectra along with the characteristic mass fragmentation patterns and molecular formulas. We further investigated NO inhibitory effects of <i>F. viridissima</i> fractions and their major lignan derivatives to evaluate those anti-inflammatory effects. The methylene chloride fraction of <i>F. viridissima</i> as well as compounds <b>8</b> and <b>10</b> showed potent dose-dependent NO inhibitory effects on RAW 264.7 cells. Corresponding to the NO inhibition by compounds <b>8</b> and <b>10</b>, lipopolysaccharide (LPS)-induced inducible nitric oxide synthase (iNOS) expression was notably reduced by both compounds. Our combined data with the bioactive results and the component analysis by UHPLC-ESI-QTOF-MS suggest that the methylene chloride fraction of <i>F. viridissima</i> roots could be potential anti-inflammatory agents and these are related to major lignans including dimeric dibenzylbutyrolactone lignans.https://www.mdpi.com/1420-3049/24/14/2649<i>Forsythia viridissima</i>lignan dimerslignanslignan glycosidesLC-MS<sup>e</sup> analysisanti-inflammatory activityRAW 264.7
collection DOAJ
language English
format Article
sources DOAJ
author Jungmoo Huh
Chang-Min Lee
Seoyoung Lee
Soeun Kim
Namki Cho
Young-Chang Cho
spellingShingle Jungmoo Huh
Chang-Min Lee
Seoyoung Lee
Soeun Kim
Namki Cho
Young-Chang Cho
Comprehensive Characterization of Lignans from <i>Forsythia viridissima</i> by UHPLC-ESI-QTOF-MS, and Their NO Inhibitory Effects on RAW 264.7 Cells
Molecules
<i>Forsythia viridissima</i>
lignan dimers
lignans
lignan glycosides
LC-MS<sup>e</sup> analysis
anti-inflammatory activity
RAW 264.7
author_facet Jungmoo Huh
Chang-Min Lee
Seoyoung Lee
Soeun Kim
Namki Cho
Young-Chang Cho
author_sort Jungmoo Huh
title Comprehensive Characterization of Lignans from <i>Forsythia viridissima</i> by UHPLC-ESI-QTOF-MS, and Their NO Inhibitory Effects on RAW 264.7 Cells
title_short Comprehensive Characterization of Lignans from <i>Forsythia viridissima</i> by UHPLC-ESI-QTOF-MS, and Their NO Inhibitory Effects on RAW 264.7 Cells
title_full Comprehensive Characterization of Lignans from <i>Forsythia viridissima</i> by UHPLC-ESI-QTOF-MS, and Their NO Inhibitory Effects on RAW 264.7 Cells
title_fullStr Comprehensive Characterization of Lignans from <i>Forsythia viridissima</i> by UHPLC-ESI-QTOF-MS, and Their NO Inhibitory Effects on RAW 264.7 Cells
title_full_unstemmed Comprehensive Characterization of Lignans from <i>Forsythia viridissima</i> by UHPLC-ESI-QTOF-MS, and Their NO Inhibitory Effects on RAW 264.7 Cells
title_sort comprehensive characterization of lignans from <i>forsythia viridissima</i> by uhplc-esi-qtof-ms, and their no inhibitory effects on raw 264.7 cells
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2019-07-01
description Lignans are known to be an important class of phenylpropanoid secondary metabolites. In the course of our studies on the chemodiversity of lignans, the necessity arose to develop a method for the fast detection and identification of bioactive lignan subclasses. In this study, we detected 10 lignan derivatives of different extracts of <i>F. viridissima</i> by UHPLC-ESI-QTOF-MS. Lignan glycosides (<b>1</b> and <b>2</b>), lignans (<b>3</b> and <b>4</b>), and lignan dimers (<b>5</b>&#8722;<b>10</b>) were identified by analysis of their exact masses and MS<sup>e</sup> spectra along with the characteristic mass fragmentation patterns and molecular formulas. We further investigated NO inhibitory effects of <i>F. viridissima</i> fractions and their major lignan derivatives to evaluate those anti-inflammatory effects. The methylene chloride fraction of <i>F. viridissima</i> as well as compounds <b>8</b> and <b>10</b> showed potent dose-dependent NO inhibitory effects on RAW 264.7 cells. Corresponding to the NO inhibition by compounds <b>8</b> and <b>10</b>, lipopolysaccharide (LPS)-induced inducible nitric oxide synthase (iNOS) expression was notably reduced by both compounds. Our combined data with the bioactive results and the component analysis by UHPLC-ESI-QTOF-MS suggest that the methylene chloride fraction of <i>F. viridissima</i> roots could be potential anti-inflammatory agents and these are related to major lignans including dimeric dibenzylbutyrolactone lignans.
topic <i>Forsythia viridissima</i>
lignan dimers
lignans
lignan glycosides
LC-MS<sup>e</sup> analysis
anti-inflammatory activity
RAW 264.7
url https://www.mdpi.com/1420-3049/24/14/2649
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