Raphasatin Is a More Potent Inducer of the Detoxification Enzymes Than Its Degradation Products

Scholl, Chris; Eshelman, Bruce D.; Barnes, David M.; Hanlon, Paul

doi:10.1111/j.1750-3841.2011.02078.x

Cited by 41 publications

(46 citation statements)

References 32 publications

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“…The molecular mass of GRE was found to be m/z 434.09 with primary fragment ions of 419.12, 259.59, 275.43, 301.34 and 357.37. These figures coincided with those of the primary fragment ion of GRE previously reported (Scholl et al, 2011). contents in radish sprouts during 3 weeks after germination.…”

Section: Resultssupporting

confidence: 91%

“…The molecular weight separated from the chromatogram of the shoot was m/z 418.34 with primary fragment ions of 259.00, 275.00, 301.00, and 354.09, also matching the figures from a previous study (Scholl et al, 2011).…”

Section: Resultsmentioning

confidence: 81%

“…One of the main GSLs found in Brassicaceae family is glucoerucin, which, in turn, is converted into glucoraphanin by FMOgs-ox (Halkier and Du, 1997;Velasco et al, 2008). In radish, GRE is also derived from glucoraphasatin (GRH) by the same enzyme action (Scholl et al, 2011).…”

Section: Introductionmentioning

confidence: 99%

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Increase in aliphatic glucosinolates synthesis during early seedling growth and insect herbivory in radish (Raphanus sativus L.) plant

Su’udi

Han

et al. 2015

Hortic. Environ. Biotechnol.

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In an effort to establish a model system to examine the biosynthesis of aliphatic glucosinolates in radish tissues, changes in the glucosinolates content and associated gene expression patterns during seed germination and feeding of beet army worms (Salix exingua) to the radish leaf tissues were investigated. Radish cultivars, 'Taebaek', 'Baekja', and 'Gwandong-yeorum', were chosen to represent the genotypes of high, intermediate, and low in their glucosinolate contents, respectively. The major glucosinolates found in radish were glucoraphenin in seeds and glucoraphasatin in young seedlings. A rapid loss in glucoraphenin content was observed immediately after seed germination along with a sharp increase in glucoraphasatin content. Partial sequences of the genes involved in the biosynthesis of glucosinolates in radish were determined using random primers manufactured based on the sequence of Brassica rapa. The RT-PCR study revealed that the expression of CYP79F1 and CYP83A1 were maintained at a high level for 14 days after germination, followed by a significant decrease, substantiating the decrease in the amount of glucosinolates. Feeding army worm on radish seedlings has resulted in an increase of the glucoraphasatin content by 1.4 folds in all three cultivars tested. Expression of CYP79F1 and CYP83A1 in the leaves were up-regulated, substantiating the increase in glucosinolates content, as compared to the control. This result suggested that there was a positive correlation between the glucosinolates contents and the expressions of CYP79F1 and CYP83A1 genes.

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Section: Resultssupporting

confidence: 91%

Section: Resultsmentioning

confidence: 81%

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Increase in aliphatic glucosinolates synthesis during early seedling growth and insect herbivory in radish (Raphanus sativus L.) plant

Su’udi

Han

et al. 2015

Hortic. Environ. Biotechnol.

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“…In contrast, these findings contradict the work of Scholl et al (2011) who demonstrated that in the HepG2 cells, glucosinolate glucoraphasatin induced quinone reductase activity of significantly higher than its degradation products that were generated by addition of myrosinase into the cell culture media prior to the addition to the cells; however, in their studies much higher concentrations (50-200 µM) of the glucosinolate were employed. In other study, the methanol extract of radish sprouts containing glucosinolate glucoraphasatin demonstrated high potency in inducing quinone reductase activity in Hepa1c1c7 cells (Lee and Lee, 2006), although it is possible that other compounds in the extract were responsible for this effect.…”

Section: Discussioncontrasting

confidence: 65%

Sulforaphane is Superior to Glucoraphanin in Modulating Carcinogen-Metabolising Enzymes in Hep G2 Cells

Razis

Noor²

2013

Asian Pacific Journal of Cancer Prevention

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Glucoraphanin is the main glucosinolate found in broccoli and other cruciferous vegetables (Brassicaceae). The objective of the study was to evaluate whether glucoraphanin and its breakdown product sulforaphane, are potent modulators of various phase I and phase II enzymes involved in carcinogen-metabolising enzyme systems in vitro. The glucosinolate glucoraphanin was isolated from cruciferous vegetables and exposed to human hepatoma cell line HepG2 at various concentrations (0-25 µM) for 24 hours. Glucoraphanin at higher concentration (25 µM) decreased dealkylation of methoxyresorufin, a marker for cytochrome P4501 activity; supplementation of the incubation medium with myrosinase (0.018 U), the enzyme that converts glucosinolate to its corresponding isothiocyanate, showed minimal induction in this enzyme activity at concentration 10 µM. Quinone reductase and glutathione S-transferase activities were unaffected by this glucosinolate; however, supplementation of the incubation medium with myrosinase elevated quinone reductase activity. It may be inferred that the breakdown product of glucoraphanin, in this case sulforaphane, is superior than its precursor in modulating carcinogenmetabolising enzyme systems in vitro and this is likely to impact on the chemopreventive activity linked to cruciferous vegetable consumption.

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“…However, this compound has been reported to be highly unstable, with a half-life of less than 30 min [9]. Besides its instability RPS has been reported to significantly induce the expression of detoxifying enzmyes [14]. In mammals ITC are known to be metabolized in the enterocytes and the liver through the mercapturic acid pathway.…”

Section: Glucosinolate and Isothiocyanate Content In Radish Sproutsmentioning

confidence: 99%

Metabolic activity of radish sprouts derived isothiocyanates in Drosophila melanogaster

Baenas

Staats²,

Schloesser³

et al. 2017

Free Radical Biology and Medicine

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Abstract:We used Drosophila melanogaster as a model system to study the absorption, metabolism and potential health benefits of plant bioactives derived from radish sprouts (Raphanus sativus cv. Rambo), a Brassicaceae species rich in glucosinolates and other phytochemicals. Flies were subjected to a diet supplemented with lyophilized radish sprouts (10.6 g/L) for 10 days, containing high amounts of glucoraphenin and glucoraphasatin, which can be hydrolyzed by myrosinase to the isothiocyanates sulforaphene and raphasatin, respectively. We demonstrate that Drosophila melanogaster takes up and metabolizes isothiocyanates from radish sprouts through the detection of the metabolite sulforaphane-cysteine in fly homogenates. Moreover, we report a decrease in the glucose content of flies, an upregulation of spargel expression, the Drosophila homolog of the mammalian PPARγ-coactivator 1 α, as well as the inhibition of α-amylase and α-glucosidase in vitro. Overall, we show that the consumption of radish sprouts affects energy metabolism in Drosophila melanogaster which is reflected by lower glucose levels and an increased expression of spargel, a central player in mitochondrial biogenesis. These processes are often affected in chronic diseases associated with aging, including type II diabetes mellitus.

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Raphasatin Is a More Potent Inducer of the Detoxification Enzymes Than Its Degradation Products

Cited by 41 publications

References 32 publications

Increase in aliphatic glucosinolates synthesis during early seedling growth and insect herbivory in radish (Raphanus sativus L.) plant

Increase in aliphatic glucosinolates synthesis during early seedling growth and insect herbivory in radish (Raphanus sativus L.) plant

Sulforaphane is Superior to Glucoraphanin in Modulating Carcinogen-Metabolising Enzymes in Hep G2 Cells

Metabolic activity of radish sprouts derived isothiocyanates in Drosophila melanogaster

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