Mono-O-methylated flavanols and other flavonoids as inhibitors of endothelial NADPH oxidase

Steffen, Yvonne; Gruber, Claudia; Schewe, Tankred; Sies, Helmut

doi:10.1016/j.abb.2007.10.012

Cited by 307 publications

(240 citation statements)

References 41 publications

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“…The present study has been circumscribed to RGJ polyphenols and a limited number of pure flavonoids. Based on the rapid metabolisation of these compounds once absorbed by the intestine and the distinct actions of aglycones as compared with conjugated flavonoids on NADPH oxidase activity recently observed (47,49) , the action of the different flavonoid metabolites on gene expression deserves further investigation. Neutrophil NADPH oxidase plays a key role in host defence and inflammation, and the deficiency of zO 2 2 production leads to a marked increase in the susceptibility of infections as demonstrated in chronic granulomatous disease (50) .…”

Section: Discussionmentioning

confidence: 99%

Effects of red grape juice polyphenols in NADPH oxidase subunit expression in human neutrophils and mononuclear blood cells

et al. 2009

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The NADPH oxidase enzyme system is the main source of superoxide anions in phagocytic and vascular cells. NADPH oxidase-dependent superoxide generation has been found to be abnormally enhanced in several chronic diseases. Evidence is accumulating that polyphenols may have the potential to improve cardiovascular health, although the mechanism is not fully established. Consumption of concentrated red grape juice, rich in polyphenols, has been recently shown to reduce NADPH oxidase activity in circulating neutrophils from human subjects. In the present work we studied whether red grape juice polyphenols affected NADPH oxidase subunit expression at the transcription level. For this, we used human neutrophils and mononuclear cells from peripheral blood, HL-60-derived neutrophils and the endothelial cell line EA.hy926.Superoxide production was measured with 2 0 7 0 -dichlorofluorescein diacetate or lucigenin, mRNA expression by real-time RT-PCR and protein expression by Western blot. Each experiment was performed at least three times. In all cell types tested, red grape juice, dealcoholised red wine and pure polyphenols decreased superoxide anion production. Red grape juice and dealcoholised red wine selectively reduced p47phox, p22phox and gp91phox expression at both mRNA and protein levels, without affecting the expression of p67phox. Pure polyphenols, particularly quercetin, also reduced NADPH oxidase subunit expression, especially p47phox, in all cell types tested. The present results showing that red grape juice polyphenols reduce superoxide anion production provide an alternative mechanism by which consumption of grape derivatives may account for a reduction of oxidative stress associated with cardiovascular and/or inflammatory diseases related to NADPH oxidase superoxide overproduction.

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Section: Discussionmentioning

confidence: 99%

Effects of red grape juice polyphenols in NADPH oxidase subunit expression in human neutrophils and mononuclear blood cells

et al. 2009

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“…Indeed, the key structural feature of derivatives 4h,i is a 3-methoxyphenyl group, whose presence in the ferulic and sinapic acids structures was reported to confer improved relaxant activity as compared to caffeic acid in rat aortic rings [60]. In this connection, a bioactive effect involving inhibition of endothelial NADPH oxidase ROS formation was demonstrated for a wide series of 3-methoxyphenyl substituted flavonoids and phenolics [61].…”

Section: No-mediated Vasorelaxant Potency and Antioxidant Properties mentioning

confidence: 95%

On the vasoprotective mechanisms underlying novel β-phosphorylated nitrones: Focus on free radical characterization, scavenging and NO-donation in a biological model of oxidative stress

Cassien

Petrocchi

Thétiot-Laurent

et al. 2016

European Journal of Medicinal Chemistry

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A series of new hybrid 2-(diethoxyphosphoryl)-N-(benzylidene)propan-2-amine oxide derivatives with different aromatic substitution (PPNs) were synthesized. These molecules were evaluated for their EPR spin trapping potential and NO donation properties in vitro, their cytotoxicity and on precontracted rat aortic rings. A subfamily of the new PPNs featured an antioxidant moiety occurring in natural phenolic acids. From the experimental screening of these hydroxyphenyl-and methoxyphenyl-substituted PPNs, biocompatible nitrones 4d, 4g−i deriving from caffeic, gallic, ferulic and sinapic acids, which combined improved EPR probing of ROS formation, vasorelaxant action and antioxidant potency, might be potential drug candidate alternatives to PBN and its analogues.

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“…1) is the metabolite of quercetin, and it is naturally occurring O-methylated flavonol that is rich in apples, blackberries, cherries, and pears [23][24][25]. Recent studies have shown that isorhamnetin exerts anticancer property, particularly inhibits the proliferation of numerous cancer cell lines and suppresses the weight and size of tumors of Lewis lung carcinoma cell allografts in mice [26][27][28]. …”

Section: Introductionmentioning

confidence: 99%

Formulation and Evaluation of Isorhamnetin Loaded Poly Lactic-Co-Glycolic Acid Nanoparticles

Settu

Vaiyapuri

2017

Asian J Pharm Clin Res

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Objective: The aim of the present study was formulation and evaluation of isorhamnetin loaded poly lactic-co-glycolic acid (PLGA) polymeric nanoparticles (NPs). Methods:The present study was designed to incorporate the isorhamnetin in PLGA formulation by double emulsion solvent evaporation method, which offers a dynamic and flexible technology for enhancing drug solubility due to their biphasic characteristic, variety in design, composition and assembly. Synthesized isorhamnetin-PLGA NPs were characterized by Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), and particle size analyzer. We tested the efficacy of isorhamnetin-PLGA NPs in HepG2 cell lines. Results:From the FTIR result, we concluded that -C-N-, -C=C-, N-H, C-N, N-O, O-H, and C-H are the functional groups present in isorhamnetin-PLGA NPs, SEM image shows spherical shape of particles. The particle size analysis result shows 255-342 nm range of particles. Isorhamnetin-PLGA NPs significantly enhanced (p<0.05) the antiproliferative effect when compared to the plain drug. Conclusion:This study concluded that the newly formulated NP drug delivery systems of isorhamnetin provided an insight into the therapeutic effectiveness of the designed formulation for the treatment of chemotherapy.

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Mono-O-methylated flavanols and other flavonoids as inhibitors of endothelial NADPH oxidase

Cited by 307 publications

References 41 publications

Effects of red grape juice polyphenols in NADPH oxidase subunit expression in human neutrophils and mononuclear blood cells

Effects of red grape juice polyphenols in NADPH oxidase subunit expression in human neutrophils and mononuclear blood cells

On the vasoprotective mechanisms underlying novel β-phosphorylated nitrones: Focus on free radical characterization, scavenging and NO-donation in a biological model of oxidative stress

Formulation and Evaluation of Isorhamnetin Loaded Poly Lactic-Co-Glycolic Acid Nanoparticles

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