4-Methylesculetin, a natural coumarin with intestinal anti-inflammatory activity, elicits a glutathione antioxidant response by different mechanisms

Tanimoto, Alexandre; Witaicenis, Aline; Caruso, Ícaro Putinhon; Piva, H.; Araujo, Gabriela Campos de; Moraes, Fábio Rogério de; Fossey, Marcelo Andrés; Cornélio, Marinônio Lopes; Souza, Fátima Pereira de; Stasi, Luiz Cláudio Di

doi:10.1016/j.cbi.2019.108876

Cited by 23 publications

(9 citation statements)

References 38 publications

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“…Accordingly, the GSH drop directly resulted in elevation of the MDA level, an end product of lipid peroxidation, which led to polyunsaturated lipid degradation [ 44 ]. SOD scavenges the free radicals and controls oxidative stress in different pathways [ 45 ]. SOD has the ability to convert superoxide radicals into hydrogen peroxides (H 2 O 2 ) and molecular oxygen, while catalase and peroxidases have the ability to convert H 2 O 2 into water [ 46 ].…”

Section: Discussionmentioning

confidence: 99%

Miconazole Mitigates Acetic Acid-Induced Experimental Colitis in Rats: Insight into Inflammation, Oxidative Stress and Keap1/Nrf-2 Signaling Crosstalk

Alsharif

Fayed

Abdel-Rahman

et al. 2022

Biology

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Ulcerative colitis (UC) is the most common type of inflammatory bowel disease, characterized by oxidative stress and elevated pro-inflammatory cytokines. Miconazole is an azole antifungal that stimulates the expression of antioxidant enzymes via Nrf2 activation, which consequently inhibits ROS formation and NF-κB activation. Hence, the present study aimed to investigate the protective effect of miconazole, sulfasalazine (as a reference drug) and their combination on acetic acid (AA)-induced UC in a rat model which was induced by intra-rectal administration of 4% AA. Rats were pretreated with miconazole (20 and 40 mg/kg, orally) or sulfasalazine (100 mg/kg, orally), or their combination (20 mg/kg miconazole and 50 mg/Kg of sulfasalazine, orally). Pretreatment with miconazole significantly reduced wet colon weight and macroscopic scores, accompanied by a significant amelioration of the colonic architecture disorder. Moreover, the treatment also significantly decreased the malondialdehyde (MDA) level and prevented the depletion of superoxide dismutase (SOD) activity and GSH content in inflamed colons. Additionally, the treatment showed suppressive activities on pro-inflammatory cytokines, including tumor necrosis factor-α (TNF-α), interleukin-6 (IL-6) and C-reactive protein (CRP), and upregulated the anti-inflammatory cytokine interleukin-10 (IL-10). Moreover, the treatment upregulated the protein levels of Nrf-2 and heme oxygenase-1 (HO-1) in the colon tissue. Taken together, miconazole is effective in alleviating AA-induced colitis in rats, and the mechanism of its action is associated with the activation of Nrf2-regulated cytoprotective protein expression.

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Section: Discussionmentioning

confidence: 99%

Miconazole Mitigates Acetic Acid-Induced Experimental Colitis in Rats: Insight into Inflammation, Oxidative Stress and Keap1/Nrf-2 Signaling Crosstalk

Alsharif

Fayed

Abdel-Rahman

et al. 2022

Biology

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“…Destruction of the intestinal epithelium fence is observed in inflammatory bowel disease (IBD; Ekbom, 1999; Tanimoto et al., 2020), which is involved in the immoderate production of oxidant species, pro‐inflammatory signals released from enterocytic and immune cells, leading to serious mucosa injury by sustained and increasing inflammation. The intestinal barrier is critical to the health and is one of the most metabolically dynamic systems in the body, and the integrity of its epithelial monolayer is vital to maintain host homeostasis because it inhibits the invasion of luminal antigens (Nishitani et al., 2013).…”

Section: Introductionmentioning

confidence: 99%

Acai berry extract as a regulator of intestinal inflammation pathways in a Caco‐2 and RAW 264.7 co‐culture model

Kim

Jin

et al. 2021

J Food Biochem

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The aim of this study was to assess the anti‐inflammatory effects of acai berries in a Caco‐2 and RAW 264.7 macrophage co‐culture model. The acai berry extract (ABE) was prepared using 70% ethanol, and total anthocyanin, polyphenol, and flavonoid contents in ABE were analyzed. To the antioxidant activity of ABE, we measured radical scavenging activity as well as ferric reducing antioxidant power values. Prior to inducing inflammation, Caco‐2 cells were co‐cultured with RAW 264.7. Inflammation was induced using lipopolysaccharides (LPS) in RAW 264.7 cells. The transepithelial electrical resistance value was significantly recovered and the mRNA level of tight junction proteins, including ZO‐1, JAM‐1, and claudin‐4, tended to increase compared with that in the LPS group. LPS‐induced interleukin (IL)‐6, IL‐8, and prostaglandin E2 levels reduced significantly following treatment with the highest ABE concentration. In the highest ABE concentration, the phosphorylation of p65, p38 mitogen‐activated protein kinase, and c‐Jun N‐terminal kinase was downregulated compared with the LPS group. The phosphorylation of extracellular signal‐regulated kinase showed a decreased tendency. These results suggest that acai berry may improve gastrointestinal health. Practical applications Acai berry is known to have abundant anthocyanin, which has many biological activities, including anti‐inflammatory, antioxidant, antihypertensive, and anticytotoxic/cytoprotective activities. This study demonstrated the anti‐inflammatory effects of acai berry extracts via TEER value, expression of tight junction protein, and production of inflammatory mediators and cytokines in the Caco‐2 and RAW 264.7 co‐culture model. Therefore, acai berry has the potential to prevent intestinal inflammatory diseases.

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“…Naturally occurring coumarin is an essential class of benzopyrones and acts as a structural subunit in many natural compounds that possess immense biological activities (MacLean et al, 2019; Mahmoud et al, 2019; Tanimoto et al, 2020). Several coumarin‐based drugs are available in the market for the treatment of diseases (Hu et al, 2017, 2017), therefore the hybrids of triazole and coumarin can be considered as a promising scaffold triggering several biological activities.…”

Section: Biologically Active 123‐triazole‐o‐heterocycle Hybridsmentioning

confidence: 99%

Section: Triazole-coumarin Hybridsmentioning

confidence: 99%

A minireview of 1,2,3‐triazole hybrids with O‐heterocycles as leads in medicinal chemistry

Saroha

Kumar

et al. 2021

Chem Biol Drug Des

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Over the past few decades, the dynamic progress in the synthesis and screening of heterocyclic compounds against various targets has made a significant contribution in the field of medicinal chemistry. Among the wide array of heterocyclic compounds, triazole moiety has attracted the attention of researchers owing to its vast therapeutic potential and easy preparation via copper and ruthenium-catalyzed azide-alkyne cycloaddition reactions. Triazole skeletons are found as major structural components in a different class of drugs possessing diverse pharmacological profiles including anti-cancer, anti-bacterial, anti-fungal, anti-viral, anti-oxidant, anti-inflammatory, anti-diabetic, anti-tubercular, and anti-depressant among B. subtilis(MIC) 26a 1.56 µg/mL 26b 3.125 µg/mL 26c 3.125 µg/mL S. aureus(MIC) 26a 1.56 µg/mL 26b 3.125 µg/mL 26c 1.56 µg/mL A. nigar(MIC) 26d 3.125 µg/mL 26e 3.125 µg/mL C. albians(MIC) 26d 3.125 µg/mL 26e 3.125 µg/mL gram negative bacteria(MIC) 26a 3.125 µg/mL 26b 3.125 µg/mL 26c 3.125 µg/mL

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4-Methylesculetin, a natural coumarin with intestinal anti-inflammatory activity, elicits a glutathione antioxidant response by different mechanisms

Cited by 23 publications

References 38 publications

Miconazole Mitigates Acetic Acid-Induced Experimental Colitis in Rats: Insight into Inflammation, Oxidative Stress and Keap1/Nrf-2 Signaling Crosstalk

Miconazole Mitigates Acetic Acid-Induced Experimental Colitis in Rats: Insight into Inflammation, Oxidative Stress and Keap1/Nrf-2 Signaling Crosstalk

Acai berry extract as a regulator of intestinal inflammation pathways in a Caco‐2 and RAW 264.7 co‐culture model

A minireview of 1,2,3‐triazole hybrids with O‐heterocycles as leads in medicinal chemistry

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