Prenylated Stilbenoids Affect Inflammation by Inhibiting the NF-κB/AP-1 Signaling Pathway and Cyclooxygenases and Lipoxygenase

Hošek, Jan; Leláková, Veronika; Bobáľ, Pavel; Pizova, Hana; Gazdová, Markéta; Malaník, Milan; Jakubczyk, Karolina; Veselý, Ondřej; Landa, Přemysl; Temml, Veronika; Schuster, Daniela; Prachyawarakorn, Vilailak; Pailee, Phanruethai; Ren, Gang; Zpurný, Filip; Oravec, Michal; Šmejkal, Karel

doi:10.1021/acs.jnatprod.9b00081

Cited by 18 publications

(19 citation statements)

References 43 publications

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“…Several studies have reconsidered the advantages of selective COX-1 inhibition. As stated, COX-1-dependent prostaglandin synthesis is implicated in pathological progressions, including atherosclerosis, cancer, endothelial dysfunction, neuroinflammation, preterm labor, and pain [43,45].…”

Section: Discussionmentioning

confidence: 99%

Anti-Amyloidogenic and Cyclooxygenase Inhibitory Activity of Guettarda speciosa

et al. 2019

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Guettarda speciosa is known in traditional folk medicine for treating cough, cold, sore throat, fever, wounds, epilepsy, and headaches. To discover the scientific pharmacological potential of G. speciosa, we explore its anti-inflammatory, cytotoxicity, and inhibition of amyloid-beta (Aβ) aggregation effects. Cyclooxygenase assay of the G. speciosa CHCl3 (GSC) extract and G. speciosa MeOH (GSM) extract are more selective to COX-1 inhibition with a 50% inhibitory concentration (IC50) of 3.56 μg/mL for the GSC extract and 4.98 μg/mL for the GSM extract. Neuroblastoma SH-SY5Y inhibition and thioflavin T assay amyloid-beta (Aβ) aggregate inhibition of the GSM and GSC extracts showed their potential therapeutic effects against Alzheimer’s disease. The putative compounds from the LC-MS analysis could be responsible for the observed activities. The results suggest that G. speciosa possesses anti-inflammatory and anti-neurodegenerative properties and a promising lead as a source of pharmacologically active compounds.

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Section: Discussionmentioning

confidence: 99%

Anti-Amyloidogenic and Cyclooxygenase Inhibitory Activity of Guettarda speciosa

et al. 2019

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“…Stilbenoids inhibit NF-ĸB/AP-1 activity though upstream inhibition of the phosphorylation of mitogen-activated protein kinase (MAPKs) (Leláková et al, 2019). Prenylated stilbenoids show similar effects in all of the abovementioned mechanisms (Hošek et al, 2019). Theoretically, because of the additional hydrophobic group, prenylated stilbenoids have higher bioavailability and higher distribution rate in the human body than non-prenylated stilbenoids (Araya-Cloutier et al, 2018).…”

Section: Anti-inflammatory Effectmentioning

confidence: 99%

“…Stilbenoids have been of interest due to their antioxidant (Oh and Shahidi, 2017;Oh et al, 2019;Treml et al, 2019), anti-inflammatory (Leláková et al, 2019;Hošek et al, 2019), anticancer (Cuzick et al, 2015) cardioprotective (Zamora-Ros et al, 2012), anti-Alzheimer's (Moussa et al, 2017), and anti-diabetic (Banaszewska et al, 2016) activities. In addition, resveratrol, for example, has a higher lipophilicity compared to other phenolic compounds, which may lead to its better cell permeability (Neves et al, 2013).…”

Section: Introductionmentioning

confidence: 99%

Stilbenoids: Chemistry, occurrence, bioavailability and health effects—a review

Oh¹,

Gao²,

Shahidi³

2021

Journal of Food Bioactives

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Stilbenoids are synthesized by plants in response to external stimuli such as infection and UV-irradiation, thus known as phytoalexins. Stilbenoids include resveratrol, piceid, piceatannol, pterostilbene, astringin, and viniferin and have been of interest due to their myriad of health benefits, such as antioxidant, anti-inflammatory, anticancer, and anti-diabetic effects. Despite their numerous health effects, the bioavailability of stilbenoids is poor. However, the existing literature on this subject is fragmented and thus collective effort is needed to better understand their role before and after consumption. Therefore, this contribution provides an overview of the synthesis, occurrence, bioavailability and health benefit of stilbenoids.

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“…Stilbenoids are natural phenolic compounds found in foods (grapes, peanuts, berries, passion fruit, rhubarb), beverages (wine, white tea), and medicinal plants, including Morus spp., Artocarpus spp., and the less well known Macaranga spp. (Dvorakova and Landa, 2017;Hošek et al, 2019). Structurally, they share a common diarylethylene core and differ in its substitution, which may include prenyl group.…”

Section: Introductionmentioning

confidence: 99%

“…Other than the most widely known and structurally simple stilbene trans-resveratrol, and its hydroxyderivates oxyresveratrol and piceatannol (found, e.g., in grapes), whose antioxidant properties and therapeutic potential in cardiovascular diseases arouse great interest, have been studied very little to date. Little or no information is available about the biological activities of less-known stilbenoids, including those of the genus Macaranga (Hošek et al, 2019).…”

Section: Introductionmentioning

confidence: 99%

Therapeutic potential of prenylated stilbenoid macasiamenene F through its anti-inflammatory and cytoprotective effects on LPS-challenged monocytes and microglia

Leláková

Béraud-Dufour

Hošek

et al. 2020

Journal of Ethnopharmacology

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Ethnopharmacological relevance-Macaranga Thou. (Euphorbiaceae) is a large genus that comprises over 300 species distributed between Western Africa and the islands of the South Pacific. Plants of this genus have a long-standing history of use in traditional medicine for different purposes, including the treatment of inflammation. Fresh and dried leaves of certain Macaranga species (e.g. M. tanarius (L.) Müll.Arg.), have been used to treat cuts, bruises, boils, swellings, sores and covering of wounds in general. Several reports described Macaranga spp. being a rich source of polyphenols, such as prenylated stilbenes and flavonoids, mostly responsible for its biological activity. Similarly, an abundant content of prenylated stilbenes was also described in M. siamensis S. J. Davies, species recently identified ( 2001) in Thailand. While the respective biological activity of the prenylated stilbenes from M. siamensis was poorly investigated to date, our recent study pointed out the interest as the natural source of several novel anti-inflammatory stilbenoids isolated from this species. Aim of the study-Thiswork investigated the potential anti-inflammatory effects of the stilbenoid macasiamenene F (MF) isolated from M. siamensis S.J. Davies (Euphorbiaceae) on the lipopolysaccharide (LPS)-induced inflammation of monocytes and microglia, major cells involved in the peripheral and central inflammatory response, respectively. Materials and methods-LPS-induced stimulation of TLR4 signaling led to the activation of inflammatory pathways in in vitro models of THP-1 and THP-1-XBlue™-MD2-CD14 human monocytes, BV-2 mouse microglia, and an ex vivo model of brain-sorted mouse microglia. The ability of the stilbenoid MF to intervene in the IкB/NF-кB and MAPKs/AP-1 inflammatory cascade was investigated. The gene and protein expressions of the proinflammatory cytokines IL-1β and TNF-α were evaluated at the transcription and translation Page 3 of 43 levels. The protective effect of MF against LPS-triggered microglial loss was assessed by cell counting and an LDH assay.Results-MF demonstrated beneficial effects, reducing both monocyte and microglial inflammation as assessed in vitro. It efficiently inhibited the degradation of IкBα, thereby reducing the NF-кB activity and TNF-α expression in human monocytes. Furthermore, the LPS-induced expression of IL-1β and TNF-α in microglia was dampened by pre-, co-, or post-treatment with MF. In addition to its anti-inflammatory effect, MF demonstrated a cytoprotective effect against the LPS-induced death of BV-2 microglia. Conclusion-Our research into anti-inflammatory and protective effects of MF has shownthat it is a promising candidate for further in vitro and in vivo investigations of MF intervention with respect to acute and chronic inflammation, including potentially beneficial effects on the inflammatory component of brain diseases such as stroke and Alzheimer's disease.

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Prenylated Stilbenoids Affect Inflammation by Inhibiting the NF-κB/AP-1 Signaling Pathway and Cyclooxygenases and Lipoxygenase

Cited by 18 publications

References 43 publications

Anti-Amyloidogenic and Cyclooxygenase Inhibitory Activity of Guettarda speciosa

Anti-Amyloidogenic and Cyclooxygenase Inhibitory Activity of Guettarda speciosa

Stilbenoids: Chemistry, occurrence, bioavailability and health effects—a review

Therapeutic potential of prenylated stilbenoid macasiamenene F through its anti-inflammatory and cytoprotective effects on LPS-challenged monocytes and microglia

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