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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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>−<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>−<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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