Prenylated Stilbenoids Affect Inflammation by Inhibiting the NF-kappa B/AP-1 Signaling Pathway and Cyclooxygenases and Lipoxygenase
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62157124%3A16370%2F19%3A43878254" target="_blank" >RIV/62157124:16370/19:43878254 - isvavai.cz</a>
Result on the web
<a href="https://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.9b00081" target="_blank" >https://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.9b00081</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.jnatprod.9b00081" target="_blank" >10.1021/acs.jnatprod.9b00081</a>
Alternative languages
Result language
angličtina
Original language name
Prenylated Stilbenoids Affect Inflammation by Inhibiting the NF-kappa B/AP-1 Signaling Pathway and Cyclooxygenases and Lipoxygenase
Original language description
Stilbenoids are important components of foods (e.g., peanuts, grapes, various edible berries), beverages (wine, white tea), and medicinal plants. Many publications have described the anti-inflammatory potential of stilbenoids, including the widely known trans-resveratrol and its analogues. However, comparatively little information is available regarding the activity of their prenylated derivatives. One new prenylated stilbenoid (2) was isolated from Artocarpus altilis and characterized structurally based on 1D and 2D NMR analysis and HRMS. Three other prenylated stilbenoids were prepared synthetically (9-11). Their antiphlogistic potential was determined by testing them together with known natural prenylated stilbenoids from Macaranga siamensis and Artocarpus heterophyllus in both cell-free and cell assays. The inhibition of 5-lipoxygenase (5-LOX) was also shown by simulated molecular docking for the most active stilbenoids in order to elucidate the mode of interaction between these compounds and the enzyme. Their effects on the pro-inflammatory nuclear factor-kappa B (NF-kappa B) and the activator protein 1 (AP-1) signaling pathway were also analyzed. The THP1-XBlue-MD2-CD14 cell line was used as a model for determining their anti-inflammatory potential, and lipopolysaccharide (LPS) stimulation of Toll-like receptor 4 induced a signaling cascade leading to the activation of NF-kappa B/AP-1. The ability of prenylated stilbenoids to attenuate the production of pro-inflammatory cytokines tumor necrosis factor-alpha (TNF-alpha) and interleukin-1 beta (IL-1 beta) was further evaluated using LPS-stimulated THP-1 macrophages.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10608 - Biochemistry and molecular biology
Result continuities
Project
<a href="/en/project/GA16-07193S" target="_blank" >GA16-07193S: Anti-inflammatory activity of selected stilbenoids, 2-arylbenzofuranes and their metabolites</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2019
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Natural Products
ISSN
0163-3864
e-ISSN
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Volume of the periodical
82
Issue of the periodical within the volume
7
Country of publishing house
US - UNITED STATES
Number of pages
10
Pages from-to
1839-1848
UT code for WoS article
000477917800013
EID of the result in the Scopus database
2-s2.0-85070545805