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A new bisepoxylignan dendranlignan A isolated from Chrysanthemum Flower inhibits the production of inflammatory mediators via the TLR4 pathway in LPS-induced H9c2 cardiomyocytes.

Identifieur interne : 000227 ( Main/Exploration ); précédent : 000226; suivant : 000228

A new bisepoxylignan dendranlignan A isolated from Chrysanthemum Flower inhibits the production of inflammatory mediators via the TLR4 pathway in LPS-induced H9c2 cardiomyocytes.

Auteurs : Mengnan Zeng [République populaire de Chine] ; Meng Li [République populaire de Chine] ; Yingjie Chen [Hong Kong] ; Jingke Zhang [République populaire de Chine] ; Yangang Cao [République populaire de Chine] ; Beibei Zhang [République populaire de Chine] ; Weisheng Feng [République populaire de Chine] ; Xiaoke Zheng [République populaire de Chine] ; Zhiling Yu [Hong Kong]

Source :

RBID : pubmed:32679197

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English descriptors

Abstract

A new bisepoxylignan dendranlignan A (A1) and the known compound lantibeside D (D2) was isolated from Chrysanthemum Flower, the dried capitulum of Dendranthema morifolium (Ramat.) kitam. Their structures were determined on the basis of extensive spectroscopic methods, including 1D-NMR, 2D-NMR and MS data. Additionally, A1 and D2 were evaluated for their effects on the production of inflammatory mediators in H9c2 cardiomyocytes stimulated with lipopolysaccharide (LPS). Results demonstrated that A1 and D2 decreased LPS-induced production of inflammatory cytokines TNF-α, IL-2 and IFN-γ in H9c2 cells. Both compounds also decreased the nuclear localization of c-JUN, p-P65 and p-IRF3, but did not affect the level of TLR4. Molecular docking indicated that A1 and D2 occupied the ligand binding sites of TLR4-MD2. In the present study, we for the first time discovered a new bisepoxylignan compound A1, and found that this compound has a potential to inhibit inflammation by inhibiting TLR4 signaling.

DOI: 10.1016/j.abb.2020.108506
PubMed: 32679197


Affiliations:


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Le document en format XML

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<term>Animals (MeSH)</term>
<term>Chrysanthemum (chemistry)</term>
<term>Cytokines (chemistry)</term>
<term>Drug Discovery (MeSH)</term>
<term>Flowers (chemistry)</term>
<term>Humans (MeSH)</term>
<term>Inflammation (metabolism)</term>
<term>Inflammation Mediators (metabolism)</term>
<term>Lipopolysaccharides (chemistry)</term>
<term>Molecular Docking Simulation (MeSH)</term>
<term>Molecular Structure (MeSH)</term>
<term>Myocytes, Cardiac (metabolism)</term>
<term>Plant Extracts (chemistry)</term>
<term>Polyynes (chemistry)</term>
<term>Polyynes (pharmacology)</term>
<term>Signal Transduction (MeSH)</term>
<term>Structure-Activity Relationship (MeSH)</term>
<term>Toll-Like Receptor 4 (metabolism)</term>
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<term>Animaux (MeSH)</term>
<term>Chrysanthemum (composition chimique)</term>
<term>Cytokines (composition chimique)</term>
<term>Découverte de médicament (MeSH)</term>
<term>Extraits de plantes (composition chimique)</term>
<term>Fleurs (composition chimique)</term>
<term>Humains (MeSH)</term>
<term>Inflammation (métabolisme)</term>
<term>Lipopolysaccharides (composition chimique)</term>
<term>Myocytes cardiaques (métabolisme)</term>
<term>Médiateurs de l'inflammation (métabolisme)</term>
<term>Polyynes (composition chimique)</term>
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<term>Lipopolysaccharides</term>
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<term>Flowers</term>
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<term>Inflammation Mediators</term>
<term>Myocytes, Cardiac</term>
<term>Toll-Like Receptor 4</term>
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<term>Myocytes cardiaques</term>
<term>Médiateurs de l'inflammation</term>
<term>Récepteur de type Toll-4</term>
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<div type="abstract" xml:lang="en">A new bisepoxylignan dendranlignan A (A1) and the known compound lantibeside D (D2) was isolated from Chrysanthemum Flower, the dried capitulum of Dendranthema morifolium (Ramat.) kitam. Their structures were determined on the basis of extensive spectroscopic methods, including 1D-NMR, 2D-NMR and MS data. Additionally, A1 and D2 were evaluated for their effects on the production of inflammatory mediators in H9c2 cardiomyocytes stimulated with lipopolysaccharide (LPS). Results demonstrated that A1 and D2 decreased LPS-induced production of inflammatory cytokines TNF-α, IL-2 and IFN-γ in H9c2 cells. Both compounds also decreased the nuclear localization of c-JUN, p-P65 and p-IRF3, but did not affect the level of TLR4. Molecular docking indicated that A1 and D2 occupied the ligand binding sites of TLR4-MD2. In the present study, we for the first time discovered a new bisepoxylignan compound A1, and found that this compound has a potential to inhibit inflammation by inhibiting TLR4 signaling.</div>
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<AbstractText>A new bisepoxylignan dendranlignan A (A1) and the known compound lantibeside D (D2) was isolated from Chrysanthemum Flower, the dried capitulum of Dendranthema morifolium (Ramat.) kitam. Their structures were determined on the basis of extensive spectroscopic methods, including 1D-NMR, 2D-NMR and MS data. Additionally, A1 and D2 were evaluated for their effects on the production of inflammatory mediators in H9c2 cardiomyocytes stimulated with lipopolysaccharide (LPS). Results demonstrated that A1 and D2 decreased LPS-induced production of inflammatory cytokines TNF-α, IL-2 and IFN-γ in H9c2 cells. Both compounds also decreased the nuclear localization of c-JUN, p-P65 and p-IRF3, but did not affect the level of TLR4. Molecular docking indicated that A1 and D2 occupied the ligand binding sites of TLR4-MD2. In the present study, we for the first time discovered a new bisepoxylignan compound A1, and found that this compound has a potential to inhibit inflammation by inhibiting TLR4 signaling.</AbstractText>
<CopyrightInformation>Copyright © 2020 Elsevier Inc. All rights reserved.</CopyrightInformation>
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<Affiliation>Henan University of Chinese Medicine, Zhengzhou, 450046, China; The Engineering and Technology Center for Chinese Medicine Development of Henan Province, Zhengzhou, 450046, China. Electronic address: zhengxk.2006@163.com.</Affiliation>
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<Initials>Z</Initials>
<AffiliationInfo>
<Affiliation>Centre for Cancer and Inflammation Research, School of Chinese Medicine, Hong Kong Baptist University, Kowloon Tong, Hong Kong. Electronic address: zlyu@hkbu.edu.hk.</Affiliation>
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<MeshHeading>
<DescriptorName UI="D031202" MajorTopicYN="N">Chrysanthemum</DescriptorName>
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<MeshHeading>
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<MeshHeading>
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</MeshHeading>
<MeshHeading>
<DescriptorName UI="D010936" MajorTopicYN="N">Plant Extracts</DescriptorName>
<QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName>
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<DescriptorName UI="D053279" MajorTopicYN="N">Polyynes</DescriptorName>
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<MeshHeading>
<DescriptorName UI="D013329" MajorTopicYN="N">Structure-Activity Relationship</DescriptorName>
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<MeshHeading>
<DescriptorName UI="D051197" MajorTopicYN="N">Toll-Like Receptor 4</DescriptorName>
<QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName>
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</MeshHeadingList>
<KeywordList Owner="NOTNLM">
<Keyword MajorTopicYN="Y">Bisepoxylignan</Keyword>
<Keyword MajorTopicYN="Y">Cardiomyocyte</Keyword>
<Keyword MajorTopicYN="Y">Dendranlignan A</Keyword>
<Keyword MajorTopicYN="Y">Structural elucidation</Keyword>
<Keyword MajorTopicYN="Y">TLR4</Keyword>
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<Month>05</Month>
<Day>11</Day>
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<Month>07</Month>
<Day>01</Day>
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<PubMedPubDate PubStatus="accepted">
<Year>2020</Year>
<Month>07</Month>
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<ArticleId IdType="doi">10.1016/j.abb.2020.108506</ArticleId>
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<li>Hong Kong</li>
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<name sortKey="Feng, Weisheng" sort="Feng, Weisheng" uniqKey="Feng W" first="Weisheng" last="Feng">Weisheng Feng</name>
<name sortKey="Li, Meng" sort="Li, Meng" uniqKey="Li M" first="Meng" last="Li">Meng Li</name>
<name sortKey="Zhang, Beibei" sort="Zhang, Beibei" uniqKey="Zhang B" first="Beibei" last="Zhang">Beibei Zhang</name>
<name sortKey="Zhang, Jingke" sort="Zhang, Jingke" uniqKey="Zhang J" first="Jingke" last="Zhang">Jingke Zhang</name>
<name sortKey="Zheng, Xiaoke" sort="Zheng, Xiaoke" uniqKey="Zheng X" first="Xiaoke" last="Zheng">Xiaoke Zheng</name>
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