Isolation of Myricitrin and 3,5-di-O-Methyl Gossypetin from Syzygium samarangense and Evaluation of their Involvement in Protecting Keratinocytes against Oxidative Stress via Activation of the Nrf-2 Pathway

Sobeh, Mansour; Petruk, Ganna; Raey, Mohamed A. El; Imbimbo, Paola; Monti, Daria Maria

doi:10.3390/molecules24091839

Cited by 31 publications

(26 citation statements)

References 32 publications

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“…Apigenin also facilitates nuclear translocation in human retinal epithelial ARPE-19 cells at concentrations higher than those physiologically available in humans [ 95 , 101 ]. Similarly, butein upregulates Nrf2 nuclear translocation against hydrogen peroxide-induced oxidative stress in human dental pulp cells [ 55 , 130 ]. Further, due to the lack of availability of clinical data on the bioavailability of butein, the physiological relevance of tested concentrations of butein is mostly unknown.…”

Section: Role Of the Nrf2/are Pathway In Cancer Chemopreventionmentioning

confidence: 99%

“…However, the activation of the Nrf2/ARE pathway has not always been beneficial because the same flavonoids may promote the growth of cancer cells as well [ 52 ]. In normal cells, chemoprevention can be achieved by expressing Nrf2/ARE-driven cytoprotective genes [ 34 , 35 , 37 , 53 , 54 , 55 ]. However, a study conducted by Harris and colleagues in 2015 showed that the biosynthesis of cytoprotective molecules glutathione (GSH) and thioredoxin synergistically facilitates cancer initiation and progression in genetically engineered mice of mammary tumor initiation [ 56 ].…”

Section: Introductionmentioning

confidence: 99%

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Regulation of Nrf2/ARE Pathway by Dietary Flavonoids: A Friend or Foe for Cancer Management?

et al. 2020

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The nuclear factor erythroid 2-related factor 2 (Nrf2)/antioxidant response element (ARE) pathway is an important cell signaling mechanism in maintaining redox homeostasis in humans. The role of dietary flavonoids in activating Nrf2/ARE in relation to cancer chemoprevention or cancer promotion is not well established. Here we summarize the dual effects of flavonoids in cancer chemoprevention and cancer promotion with respect to the regulation of the Nrf2/ARE pathway, while underlying the possible cellular mechanisms. Luteolin, apigenin, quercetin, myricetin, rutin, naringenin, epicatechin, and genistein activate the Nrf2/ARE pathway in both normal and cancer cells. The hormetic effect of flavonoids has been observed due to their antioxidant or prooxidant activity, depending on the concentrations. Reported in vitro and in vivo investigations suggest that the activation of the Nrf2/ARE pathway by either endogenous or exogenous stimuli under normal physiological conditions contributes to redox homeostasis, which may provide a mechanism for cancer chemoprevention. However, some flavonoids, such as luteolin, apigenin, myricetin, quercetin, naringenin, epicatechin, genistein, and daidzein, at low concentrations (1.5 to 20 µM) facilitate cancer cell growth and proliferation in vitro. Paradoxically, some flavonoids, including luteolin, apigenin, and chrysin, inhibit the Nrf2/ARE pathway in vitro. Therefore, even though flavonoids play a major role in cancer chemoprevention, due to their possible inducement of cancer cell growth, the effects of dietary flavonoids on cancer pathophysiology in patients or appropriate experimental animal models should be investigated systematically.

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Section: Role Of the Nrf2/are Pathway In Cancer Chemopreventionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Regulation of Nrf2/ARE Pathway by Dietary Flavonoids: A Friend or Foe for Cancer Management?

et al. 2020

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“…3 Phytochemical constituents [46,47], 2′,4′-dihydroxy-6′-methoxy-3′-methylchalcone or stercurensin (7), 2′-hydroxy-4′,6′-dimethoxy-3′-methylchalcone (8) [46,47], 2′,4′-dihydroxy-6′-methoxy-3′,5′dimethylchalcone (9) [44], 2′,4′-dihydroxy-3′,5′-dimethyl-6′-methoxychalcone (10), 2′,4′-dihydroxy-6′-methoxchalcone or cardamonin (11) [51], pinocembrin (12), (−)-strobopinin (13), 8methylpinocembrin (14), demethoxymatteutcinol (15), 7hydroxy-5-methoxy-6,8-dimethylfoavanone (16) [48], 7,8,3′,4′-tetrahydroxy-3,5-dimethoxyflavone (17) [45], 7-hydroxy-5-methoxy-6,8-dimethylflavanone (18), quercetin (19) [49,50], kaempferol (20) [54], gallocatechin (21), myricetin…”

Section: Syzygium Guineensementioning

confidence: 99%

“…Myricetin-3-O-rhamnoside (29) [43,45], europetin-3-rhamnoside (30) [43], mearnsitrin (31) [53], reynoutrin (32), hyperin (33)…”

Section: Flavonoid Glycosidesmentioning

confidence: 99%

Plant description, phytochemical constituents and bioactivities of Syzygium genus: A review

et al. 2020

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This article attempts to report native growth, plant description, phytochemical constituents and bioactivities of Syzygium aqueum, S. aromaticum, S. cumini, S. guineense and S. samarangense. Those are the large public species in the Syzygium genus and some of them have been used as traditional medicines. Different parts (leaves, seeds, fruits, barks, stem barks and flower buds) of each species plant are rich in phytochemical constituents such as flavonoids, terpenoids, tannins, glycosides and phenolics. Antioxidant, antidiabetic, anticancer, toxicity, antimicrobial, anti-inflammatory and anthelmintic activities are reported in various extracts (methanol, ethanol and aqueous) from different parts of Syzygium sp. The bioactivities were studied by using 1,1-diphenyl-2-picrylhydrazyl and ferric reducing antioxidant power assays for antioxidant, 5-(3-carboxymethoxyphenyl)-2-(4,5-dimethyl-thiazoly)-3-(4-sulfophenyl) tetrazolium and 3-(4,5-dimethylthiazol-2-yl)-2-5-diphenyltetrazolium bromide assays for anticancer, α-glucosidase and α-amylase inhibition assays for antidiabetic, agar well diffusion method for antimicrobial and brine shrimp lethality assay for toxicity. Moreover, this review shows that phytochemical constituents of each species significantly presented various bioactivities. Therefore, this review suggests that there is great potential for obtaining the lead drug from these species.

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“…As a transcription factor, Nrf2 is downregulated under oxidative stress environment. Numerous antioxidant therapies have the function to activate Nrf2-related signaling pathways [38][39][40]. Evidence has shown the lower expression of Nrf2 in OSA patients or the IH animal models [41,42].…”

Section: Effect Of Tsa On Nrf2 and Nf-kb Expressionmentioning

confidence: 99%

Sodium tanshinone IIA sulfonate attenuates tumor oxidative stress and enhances apoptosis in an intermittent hypoxia mouse model

Zhang

Chen

et al. 2019

Preprint

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Objective The present study was designed to determine the effect of sodium tanshinone IIA sulfonate (TSA) on tumor oxidative stress and apoptosis in a mouse model of intermittent hypoxia (IH) which was considered a novel feature of obstructive sleep apnea. Materials and methods Mice were randomly assigned to control (normoxia) group (CTL), control plus TSA (CTL+TSA) group, IH group, and IH plus TSA (IH+TSA) group. The IH exposure lasted for 5 weeks. TSA was intraperitoneally injected in the CTL+TSA and IH+TSA group. Malondialdehyde (MDA) and superoxide dismutase (SOD) were detected for tumor oxidative stress levels. Terminal deoxynucleotidyl transferase dUTP nick-end labeling (TUNEL) assay and western blotting of Bax, Cleaved Caspase-3 were conducted for evaluating tumor apoptotic levels. The expression levels of nuclear factor erythroid 2-related factor 2 (Nrf2) and NF-κB were also evaluated by western blotting. Results Compared with the CTL group, mice exposed to the IH had higher MDA and lower SOD levels, and the TUNEL-positive cell rate, Bax and Cleaved Caspase-3 expressive levels were decreased in the IH group. The oxidative stress indexes were suppressed and the apoptotic levels were upregulated after treatment with TSA under the IH condition. The lower Nrf2 and higher NF-κB levels can be reversed by tretment with TSA under the IH condition. Conclusions The IH contributes to high oxidative stress and low apoptosis in tumor-bearing mice. TSA appears to improve IH-induced oxidative stress and apoptosis via Nrf2/NF-κB signaling pathway.

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Isolation of Myricitrin and 3,5-di-O-Methyl Gossypetin from Syzygium samarangense and Evaluation of their Involvement in Protecting Keratinocytes against Oxidative Stress via Activation of the Nrf-2 Pathway

Cited by 31 publications

References 32 publications

Regulation of Nrf2/ARE Pathway by Dietary Flavonoids: A Friend or Foe for Cancer Management?

Regulation of Nrf2/ARE Pathway by Dietary Flavonoids: A Friend or Foe for Cancer Management?

Plant description, phytochemical constituents and bioactivities of Syzygium genus: A review

Sodium tanshinone IIA sulfonate attenuates tumor oxidative stress and enhances apoptosis in an intermittent hypoxia mouse model

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