Inhibition of neutrophil migration and reduction of oxidative stress by ethyl p-coumarate in acute and chronic inflammatory models

Filho, Antônio Carlos Melo Lima; Silva, Irismara Sousa; Sousa, Francisca Beatriz M.; Souza, Luan Kelves Miranda de; Gomes, Bruno da Silva; Gonçalves, Rodrigo Lopes Gomes; Rezende, Diana Carvalho de; Cunha, Francisco Valmor Macedo; Wong, Deysi Viviana Tenazoa; Júnior, Roberto César Pereira Lima; Medeiros, Jand Venes R.; Sousa, Damião Pergentino de; Oliveira, Francisco de Assis

doi:10.1016/j.phymed.2018.09.034

Cited by 17 publications

(11 citation statements)

References 34 publications

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“…It also could inhibit the in vitro mycelial growth and spore germination of A. alternata , reduced black spot rot in jujube fruit caused by the pathogen (Li, Wang et al., 2018; Li, Yuan, et al., 2018). p ‐Coumaric acid ethyl ester has important anti‐inflammatory and antioxidation activities without causing gastric injury (Melo Lima Filho et al., 2019). So, p ‐coumaric acid ethyl ester is a bioactive compound with great potential to develop medicines.…”

Section: Resultsmentioning

confidence: 99%

Tyrosinase inhibition by p‐coumaric acid ethyl ester identified from camellia pollen

Cai

Sun

et al. 2020

Food Science & Nutrition

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A tyrosinase inhibitor was separated from camellia pollen with the aid of solvent fraction, macroporous adsorptive resin chromatography, and high‐speed countercurrent chromatography. The inhibitor was identified to be p‐coumaric acid ethyl ester (p‐CAEE) by nuclear magnetic resonance and mass spectrum. Its inhibitory activity (IC50 = 4.89 μg/ml) was about 10‐fold stronger than arbutin (IC50 = 51.54 μg/ml). The p‐CAEE inhibited tyrosinase in a noncompetitive model with the KI and Km of 1.83 μg/ml and 0.52 mM, respectively. Fluorescence spectroscopy analysis showed the p‐CAEE quenched an intrinsic fluorescence tyrosinase. UV‐Vis spectroscopy analysis showed the p‐CAEE did not interact with copper ions of the enzyme. Docking simulation implied the p‐CAEE induced a conformational change in the catalytic region and thus changed binding forces of L‐tyrosine. Our findings suggest that p‐CAEE plays an important role in inhibiting tyrosinase and provides a reference for developing pharmaceutical, cosmetic, and fruit preservation products using pollen.

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Section: Resultsmentioning

confidence: 99%

Tyrosinase inhibition by p‐coumaric acid ethyl ester identified from camellia pollen

Cai

Sun

et al. 2020

Food Science & Nutrition

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“…RBPE treatment showed a protective effect against ethanol-induced hepatic oxidative stress. In the previous studies, the phenolic-rich extract from lychee pulp has exerted a hepatoprotective effect in ethanol-induced or restraint stress-induced liver damage via suppression of oxidative stress in mice. , It is generally accepted that phenolics exert potent antioxidant capacities. ,,, The major phenolic compounds in the RBPE, p -coumaric, caffeic, ferulic, and sinapic acids and rutin, have been demonstrated to exert antioxidant activities. , The other components in the RBPE, such as hesperidin, ethyl p -coumarate, vitexin, quercitrin, protocatechuic aldehyde, and acacetin, have shown antioxidant activities in vitro or in vivo . − Few reports have shown the antioxidant activity of ethyl caffeate, although the antioxidant activity of its parent nucleus caffeic acid has been demonstrated . Thus, the RBPE inhibited oxidative stress in alcohol-fed mice.…”

Section: Discussion and Conclusionmentioning

confidence: 99%

Rice Bran Phenolic Extract Confers Protective Effects against Alcoholic Liver Disease in Mice by Alleviating Mitochondrial Dysfunction via the PGC-1α-TFAM Pathway Mediated by microRNA-494-3p

Xiao

et al. 2020

J. Agric. Food Chem.

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The initiation and development of alcoholic liver disease (ALD) is mediated, at least partly, by mitochondria dysfunction, which is regulated by PPARγ coactivator-1α (PGC-1α) via mitochondria transcription factor A (TFAM). Then, PGC-1α expression was regulated by several microRNAs. This research investigated the hepatoprotective effects of the rice bran phenolic extract (RBPE) on mice fed with an ethanol-containing diet via the microRNAs-PGC-1α-TFAM signal pathway. RBPE treatment protected against alcoholic liver injury, as indicated by decreased serum aminotransferase activities and hepatic triglyceride accumulation, together with alleviated oxidative stress in serum and the liver. RBPE treatment alleviated ethanol-induced mitochondrial dysfunction through altering the membrane potential, mtDNA content, and respiratory chain complex enzyme activities in mitochondria, resulting in increased hepatic ATP production. Decreased cytoplasmic cytochrome c contents, caspase-3 activity, and Bax/Bcl-2 ratio were detected in the liver of RBPE-treated mice, indicating that the RBPE might inhibit ethanol-induced hepatocellular apoptosis. Furthermore, ethanol-induced decreases in the mRNA and protein expression of PGC-1α and TFAM were remarkably alleviated in RBPE-treated mice. RBPE treatment to ethanol-fed mice could also downregulate the expression of microRNA-494-3p, which regulates PGC-1α expression directly. Therefore, the RBPE might exert protection against ALD by alleviating mitochondrial dysfunction and the resulting hepatocyte apoptosis via the PGC-1α-TFAM signal pathway mediated by microRNA-494-3p.

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Section: Introductionmentioning

confidence: 99%

“…p ‐Coumaric acid ethyl ester ( p ‐CAEE) is a common esterified derivation from p ‐coumaric acid that extensively exists in plant tissues such as Tabebuia aurea (Manso) S. Moore (Filho et al, 2019) and camellia pollen (Li et al, 2021). Experiments in mice showed that the animals did not present any toxicity signal after administration of 2000 mg/kg p ‐CAEE (Filho et al, 2019). In this context, the p ‐CAEE was taken as the example to characterize the aldose reductase inhibition activity of esterified p ‐coumaric acid derivatives, via kinetics, conformation, and molecular docking analyses.…”

Section: Introductionmentioning

confidence: 99%

Characterization of the inhibition of aldose reductase with p ‐coumaric acid ethyl ester

Yang

Jiang

et al. 2022

Journal of Food Biochemistry

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The inhibition of aldose reductase is an effective strategy to alleviate symptoms of diabetic complications. The p‐coumaric acid ethyl ester (p‐CAEE) was taken as an example to investigate the inhibition of aldose reductase from p‐coumaric acid derivations. The results showed p‐CAEE strongly inhibited aldose reductase with the half inhibitory concentration of 1.92 μM, following the noncompetitive manner with a Ki value of 0.94 μM. After binding with p‐CAEE, the enzyme showed increased β‐sheet content, and the α‐helix content, random coil content, and intrinsic fluorescence strength decreased. p‐CAEE bonded with aldose reductase at the anionic, hydrophobic, and selective pockets of the enzyme, via hydrogen bond and hydrophobic interactions with Thr113, Cys80, Trp111, and Leu300, etc. The strong inhibition was related to the high oil–water partition coefficient and special esterify group. This study provides new information to develop aldose reductase inhibitors from p‐coumaric acid derivations. Practical applications Inhibition of aldose reductase is an effective strategy to alleviate and control the symptoms of diabetic complications. In this study, it has been shown that p‐coumaric acid ethyl ester could strongly inhibit the aldose reductase. In addition, the inhibition of aldose reductase was been correlated with structures and oil–water partition coefficients of p‐coumaric acid derivatives. It provides a theoretical basis for the development of effective aldose reductase inhibitors.

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Inhibition of neutrophil migration and reduction of oxidative stress by ethyl p-coumarate in acute and chronic inflammatory models

Cited by 17 publications

References 34 publications

Tyrosinase inhibition by p‐coumaric acid ethyl ester identified from camellia pollen

Tyrosinase inhibition by p‐coumaric acid ethyl ester identified from camellia pollen

Rice Bran Phenolic Extract Confers Protective Effects against Alcoholic Liver Disease in Mice by Alleviating Mitochondrial Dysfunction via the PGC-1α-TFAM Pathway Mediated by microRNA-494-3p

Characterization of the inhibition of aldose reductase with p ‐coumaric acid ethyl ester

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