Interplay between the chalcone cardamonin and selenium in the biosynthesis of Nrf2-regulated antioxidant enzymes in intestinal Caco-2 cells

Spirt, Silke De; Eckers, Anna; Wehrend, Carina; Micoogullari, Mustafa; Sies, Helmut; Stahl, Wilhelm; Steinbrenner, Holger

doi:10.1016/j.freeradbiomed.2015.12.011

Cited by 50 publications

(33 citation statements)

References 45 publications

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“…However, how Se status influences Nrf2 inducer-triggered upregulation of TrxR1 mRNA remains unclear. Some studies found that TrxR1 mRNA was more efficiently induced in Se-replete conditions compared to Se-deficient conditions [19], [60], whereas the opposite result was also reported [61]. The present study shows that EGCG induces gene expression of hepatic TrxR1 only in Se-adequate but not in Se-deficient mice.…”

Section: Discussionsupporting

confidence: 54%

“…The discrepancy between in vitro and in vivo Se-deficient conditions on TrxR1 mRNA regulated by Nrf2 inducer may be related to the different influences of Se levels on basal TrxR1 mRNA in vitro and in vivo. Se status did not affect basal TrxR1 mRNA levels in vitro [19], [60], [61]. However, we found that Se deficiency significantly reduced basal TrxR1 mRNA levels in vivo (Fig.…”

Section: Discussionmentioning

confidence: 59%

“…In vitro experiments have shown that many Nrf2 inducers upregulate TrxR1 mRNA under either Se-deficient or Se-replete conditions [19], [59], [60], [61]. However, how Se status influences Nrf2 inducer-triggered upregulation of TrxR1 mRNA remains unclear.…”

Section: Discussionmentioning

confidence: 99%

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Epigallocatechin-3-gallate enhances key enzymatic activities of hepatic thioredoxin and glutathione systems in selenium-optimal mice but activates hepatic Nrf2 responses in selenium-deficient mice

Dong

Wang

et al. 2016

Redox Biology

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Selenium participates in the antioxidant defense mainly through a class of selenoproteins, including thioredoxin reductase. Epigallocatechin-3-gallate (EGCG) is the most abundant and biologically active catechin in green tea. Depending upon the dose and biological systems, EGCG may function either as an antioxidant or as an inducer of antioxidant defense via its pro-oxidant action or other unidentified mechanisms. By manipulating the selenium status, the present study investigated the interactions of EGCG with antioxidant defense systems including the thioredoxin system comprising of thioredoxin and thioredoxin reductase, the glutathione system comprising of glutathione and glutathione reductase coupled with glutaredoxin, and the Nrf2 system. In selenium-optimal mice, EGCG increased hepatic activities of thioredoxin reductase, glutathione reductase and glutaredoxin. These effects of EGCG appeared to be not due to overt pro-oxidant action because melatonin, a powerful antioxidant, did not influence the increase. However, in selenium-deficient mice, with low basal levels of thioredoxin reductase 1, the same dose of EGCG did not elevate the above-mentioned enzymes; intriguingly EGCG in turn activated hepatic Nrf2 response, leading to increased heme oxygenase 1 and NAD(P)H:quinone oxidoreductase 1 protein levels and thioredoxin activity. Overall, the present work reveals that EGCG is a robust inducer of the Nrf2 system only in selenium-deficient conditions. Under normal physiological conditions, in selenium-optimal mice, thioredoxin and glutathione systems serve as the first line defense systems against the stress induced by high doses of EGCG, sparing the activation of the Nrf2 system.

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Section: Discussionsupporting

confidence: 54%

Section: Discussionmentioning

confidence: 59%

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Epigallocatechin-3-gallate enhances key enzymatic activities of hepatic thioredoxin and glutathione systems in selenium-optimal mice but activates hepatic Nrf2 responses in selenium-deficient mice

Dong

Wang

et al. 2016

Redox Biology

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“…Nrf2 inducers are under development for a variety of inflammatory, metabolic, degenerative, and neoplastic diseases 65 . The induction of Nrf2 signaling by cardamonin that we observe is consistent with prior reports in the literature [66][67][68] . In this regard, NRF2 levels and target gene expression are elevated in skin fibroblasts derived from long-lived Snell dwarf mice, likely contributing to the multiplex stress resistance observed in these cells 37 .…”

Section: Discussionsupporting

confidence: 93%

High throughput small molecule screening reveals NRF2-dependent and - independent pathways of cellular stress resistance

Lombard

Köhler

Guo

et al. 2019

Preprint

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Biological aging is the dominant risk factor for most chronic diseases. Development of anti-aging interventions offers the promise of preventing many such illnesses simultaneously. Cellular stress resistance is an evolutionarily conserved feature of longevity. Here, we identify compounds that induced resistance to the superoxide generator paraquat (PQ), the heavy metal cadmium (Cd), and the DNA alkylator methyl methanesulfonate (MMS). Some rescue compounds conferred resistance to a single stressor, while others provoked multiplex resistance. Induction of stress resistance in fibroblasts was predictive of longevity extension in a published large-scale longevity screen in C. elegans. Transcriptomic analysis implicated Nrf2 signaling in stress resistance provided by two protective compounds, cardamonin and AEG 3482.Molecules that conferred stress resistance also induced cellular inflammatory pathways, and other core pathways such as AMPK signaling. Small molecules identified in this work may represent attractive candidates to evaluate for their potential pro-health and pro-longevity effects in mammals.

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“…As important natural products, flavonoids, and isoflavones exist in edible plants . Chalcone belongs to the core skeleton unit of isoflavones and flavonoids, having a broad‐spectrum of biological activities such as anti‐inflammatory, antibacterial, antiproliferative, insecticidal, antioxidant, antiviral, antifungal, and anticancer . Chu et al reported a series of chalcone derivatives with cationic antimicrobial peptides, and showed that the resistant bacteria MRSA, KPC, and NDM have good bactericidal activities .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antibacterial activity of chalcone derivatives containing thioether triazole

Chen

et al. 2020

Journal of Heterocyclic Chem

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The infection of Xanthomonas oryzae pv. Oryzae (Xoo), Ralstonia solanacearum (Rs), and Xanthomonas axonopodis pv. Citri (Xac) has become a major problem in agricultural production. In this study, a series of novel chalcone derivatives containing thioether triazoles were designed and synthesized. The structures of the novel compounds were systematically characterized via 1H‐NMR, 13C‐NMR, and HRMS. Moreover, the antibacterial activity results showed that E10, E11, E15, and E16 have adequate antibacterial activities against Xoo, Rs, and Xac. Among the different compounds, E15 exhibited remarkable inhibitory effect against Xac with an EC50 of 9.1 μg.mL‐1, which was better than that of commercial agent bismerthiazol (54.9 μg.mL‐1). In addition, the possible antibacterial mechanism of the target compound E15 against Xac was studied via scanning electron microscopy (SEM).

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Interplay between the chalcone cardamonin and selenium in the biosynthesis of Nrf2-regulated antioxidant enzymes in intestinal Caco-2 cells

Cited by 50 publications

References 45 publications

Epigallocatechin-3-gallate enhances key enzymatic activities of hepatic thioredoxin and glutathione systems in selenium-optimal mice but activates hepatic Nrf2 responses in selenium-deficient mice

Epigallocatechin-3-gallate enhances key enzymatic activities of hepatic thioredoxin and glutathione systems in selenium-optimal mice but activates hepatic Nrf2 responses in selenium-deficient mice

High throughput small molecule screening reveals NRF2-dependent and - independent pathways of cellular stress resistance

Synthesis and antibacterial activity of chalcone derivatives containing thioether triazole

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