The natural chemopreventive phytochemical R-sulforaphane is a far more potent inducer of the carcinogen-detoxifying enzyme systems in rat liver and lung than the S-isomer.

PubWeight™: 0.77‹?›

🔗 View Article (PMID 20726001)

Published in Int J Cancer on November 09, 2010

Authors

Ahmad Faizal Abdull Razis1, Renato Iori, Costas Ioannides

Author Affiliations

1: Faculty of Health and Medical Sciences, University of Surrey, Guildford, Surrey, United Kingdom.

Articles by these authors

Growth inhibition, cell-cycle arrest and apoptosis in human T-cell leukemia by the isothiocyanate sulforaphane. Carcinogenesis (2002) 1.22

Absolute bioavailability and dose-dependent pharmacokinetic behaviour of dietary doses of the chemopreventive isothiocyanate sulforaphane in rat. Br J Nutr (2007) 1.06

Sulforaphane but not ascorbigen, indole-3-carbinole and ascorbic acid activates the transcription factor Nrf2 and induces phase-2 and antioxidant enzymes in human keratinocytes in culture. Exp Dermatol (2009) 1.04

Cytotoxic and antioxidant activity of 4-methylthio-3-butenyl isothiocyanate from Raphanus sativus L. (Kaiware Daikon) sprouts. J Agric Food Chem (2008) 0.98

Comparison of growth inhibition profiles and mechanisms of apoptosis induction in human colon cancer cell lines by isothiocyanates and indoles from Brassicaceae. Mutat Res (2006) 0.97

Glucoraphasatin: chemistry, occurrence, and biological properties. Phytochemistry (2009) 0.97

The isothiocyanate produced from glucomoringin inhibits NF-kB and reduces myeloma growth in nude mice in vivo. Biochem Pharmacol (2009) 0.97

Direct antioxidant activity of purified glucoerucin, the dietary secondary metabolite contained in rocket (Eruca sativa Mill.) seeds and sprouts. J Agric Food Chem (2005) 0.94

Low concentrations of isothiocyanates protect mesenchymal stem cells from oxidative injuries, while high concentrations exacerbate DNA damage. Apoptosis (2012) 0.92

Glutathione peroxidase-2 and selenium decreased inflammation and tumors in a mouse model of inflammation-associated carcinogenesis whereas sulforaphane effects differed with selenium supply. Carcinogenesis (2011) 0.90

Induction of cytochrome P450, generation of oxidative stress and in vitro cell-transforming and DNA-damaging activities by glucoraphanin, the bioprecursor of the chemopreventive agent sulforaphane found in broccoli. Carcinogenesis (2003) 0.87

Glucoraphasatin and glucoraphenin, a redox pair of glucosinolates of brassicaceae, differently affect metabolizing enzymes in rats. J Agric Food Chem (2007) 0.87

Glucoraphanin, the bioprecursor of the widely extolled chemopreventive agent sulforaphane found in broccoli, induces phase-I xenobiotic metabolizing enzymes and increases free radical generation in rat liver. Mutat Res (2006) 0.87

Kaiware Daikon (Raphanus sativus L.) extract: a naturally multipotent chemopreventive agent. J Agric Food Chem (2008) 0.86

Antioxidant and pro-oxidant capacities of ITCs. Environ Mol Mutagen (2009) 0.86

Repeated intake of broccoli does not lead to higher plasma levels of sulforaphane in human volunteers. Cancer Lett (2009) 0.86

Dose-dependent effects of R-sulforaphane isothiocyanate on the biology of human mesenchymal stem cells, at dietary amounts, it promotes cell proliferation and reduces senescence and apoptosis, while at anti-cancer drug doses, it has a cytotoxic effect. Age (Dordr) (2011) 0.85

Modulation of hepatic cytochromes P450 and phase II enzymes by dietary doses of sulforaphane in rats: Implications for its chemopreventive activity. Int J Cancer (2005) 0.85

Modulation of rat pulmonary carcinogen-metabolising enzyme systems by the isothiocyanates erucin and sulforaphane. Chem Biol Interact (2008) 0.85

4-Methylsulfanyl-3-butenyl isothiocyanate derived from glucoraphasatin is a potent inducer of rat hepatic phase II enzymes and a potential chemopreventive agent. Arch Toxicol (2011) 0.84

Isothiocyanates as novel cytotoxic and cytostatic agents: molecular pathway on human transformed and non-transformed cells. Biochem Pharmacol (2004) 0.84

Isolation of 4-methylthio-3-butenyl glucosinolate from Raphanus sativus sprouts (kaiware daikon) and its redox properties. J Agric Food Chem (2005) 0.83

Convenient identification of desulfoglucosinolates on the basis of mass spectra obtained during liquid chromatography-diode array-electrospray ionisation mass spectrometry analysis: method verification for sprouts of different Brassicaceae species extracts. J Chromatogr A (2013) 0.83

Stability of cytochromes P450 and phase II conjugation systems in precision-cut rat lung slices cultured up to 72 h. Toxicology (2006) 0.83

Repeated oral administration modulates the pharmacokinetic behavior of the chemopreventive agent phenethyl isothiocyanate in rats. Mol Nutr Food Res (2010) 0.82

Sulforaphane modulates cell cycle and apoptosis in transformed and non-transformed human T lymphocytes. Ann N Y Acad Sci (2003) 0.82

Up-regulation of the glutathione S-transferase system in human liver by polycyclic aromatic hydrocarbons; comparison with rat liver and lung. Mutagenesis (2008) 0.82

The new isothiocyanate 4-(methylthio)butylisothiocyanate selectively affects cell-cycle progression and apoptosis induction of human leukemia cells. Invest New Drugs (2004) 0.82

Up-regulation of CYP1A/B in rat lung and liver, and human liver precision-cut slices by a series of polycyclic aromatic hydrocarbons; association with the Ah locus and importance of molecular size. Toxicol In Vitro (2007) 0.81

Micronucleus formation and induction of apoptosis by different isothiocyanates and a mixture of isothiocyanates in human lymphocyte cultures. Mutat Res (2005) 0.81

Breakdown products of neoglucobrassicin inhibit activation of Nrf2 target genes mediated by myrosinase-derived glucoraphanin hydrolysis products. Biol Chem (2010) 0.81

Antioxidant and choleretic properties of Raphanus sativus L. sprout (Kaiware Daikon) extract. J Agric Food Chem (2006) 0.81

Black tea intake modulates the excretion of urinary mutagens in rats exposed to 6-aminochrysene: induction of cytochromes P450 by 6-aminochrysene in the rat. Mutagenesis (2004) 0.80

Antibacterial activity of glucomoringin bioactivated with myrosinase against two important pathogens affecting the health of long-term patients in hospitals. Molecules (2013) 0.80

Identification of glucosinolate congeners able to form DNA adducts and to induce mutations upon activation by myrosinase. Mol Nutr Food Res (2011) 0.80

The aliphatic isothiocyanates erucin and sulforaphane do not effectively up-regulate NAD(P)H:quinone oxidoreductase (NQO1) in human liver compared with rat. Mol Nutr Food Res (2009) 0.80

Evaluation of the antigenotoxic potential of monomeric and dimeric flavanols, and black tea polyphenols against heterocyclic amine-induced DNA damage in human lymphocytes using the Comet assay. Mutat Res (2002) 0.80

Phenethyl isocyanate is not the metabolite of phenethyl isothiocyanate responsible for mechanism-based inhibition of cytochrome P450. Arch Toxicol (2010) 0.79

Interactions between polycyclic aromatic hydrocarbons in binary mixtures: effects on gene expression and DNA adduct formation in precision-cut rat liver slices. Mutagenesis (2008) 0.79

Evaluation of the precision-cut liver and lung slice systems for the study of induction of CYP1, epoxide hydrolase and glutathione S-transferase activities. Toxicology (2006) 0.79

Comparison of bioactive phytochemical content and release of isothiocyanates in selected brassica sprouts. Food Chem (2013) 0.79

Up-regulation of cytochrome P450 and phase II enzyme systems in rat precision-cut rat lung slices by the intact glucosinolates, glucoraphanin and glucoerucin. Lung Cancer (2010) 0.79

Protective role of (RS )-glucoraphanin bioactivated with myrosinase in an experimental model of multiple sclerosis. CNS Neurosci Ther (2013) 0.79

Modulation of carcinogen-metabolising cytochromes P450 in human liver by the chemopreventive phytochemical phenethyl isothiocyanate, a constituent of cruciferous vegetables. Toxicology (2009) 0.78

Modulation of rat hepatic and pulmonary cytochromes P450 and phase II enzyme systems by erucin, an isothiocyanate structurally related to sulforaphane. J Agric Food Chem (2008) 0.78

Vitexin-2-O-xyloside, raphasatin and (-)-epigallocatechin-3-gallate synergistically affect cell growth and apoptosis of colon cancer cells. Food Chem (2012) 0.78

Mice convert melatonin to 6-sulphatoxymelatonin. Gen Comp Endocrinol (2006) 0.78

Anti-inflammatory and anti-apoptotic effects of (RS)-glucoraphanin bioactivated with myrosinase in murine sub-acute and acute MPTP-induced Parkinson's disease. Bioorg Med Chem (2013) 0.78

Up-regulation of the CYP1 family in rat and human liver by the aliphatic isothiocyanates erucin and sulforaphane. Toxicology (2008) 0.78

Profile and quantification of glucosinolates in Pentadiplandra brazzeana Baillon. Phytochemistry (2011) 0.78

Induction of epoxide hydrolase and glucuronosyl transferase by isothiocyanates and intact glucosinolates in precision-cut rat liver slices: importance of side-chain substituent and chirality. Arch Toxicol (2010) 0.77

Intact glucosinolates modulate hepatic cytochrome P450 and phase II conjugation activities and may contribute directly to the chemopreventive activity of cruciferous vegetables. Toxicology (2010) 0.77

Differential response of four human livers to modulation of phase II enzyme systems by the chemopreventive phytochemical phenethyl isothiocyanate. Mol Nutr Food Res (2010) 0.77

Debrisoquine metabolism and CYP2D expression in marmoset liver microsomes. Drug Metab Dispos (2011) 0.77

A quantitative structure-activity relationship (QSAR) study of mutagenicity in several series of organic chemicals likely to be activated by cytochrome P450 enzymes. Teratog Carcinog Mutagen (2003) 0.77

A glucosinolate-rich extract of Japanese Daikon perturbs carcinogen-metabolizing enzyme systems in rat, being a potent inducer of hepatic glutathione S-transferase. Eur J Nutr (2012) 0.76

Differential response of human and rat epoxide hydrolase to polycyclic aromatic hydrocarbon exposure: studies using precision-cut tissue slices. Mutat Res (2008) 0.76

RS-Glucoraphanin bioactivated with myrosinase treatment counteracts proinflammatory cascade and apoptosis associated to spinal cord injury in an experimental mouse model. J Neurol Sci (2013) 0.76

Black cabbage seed extract affects rat Cyp-mediated biotransformation: organ and sex related differences. Food Chem Toxicol (2012) 0.76

Effect of sprout extract from Tuscan black cabbage on xenobiotic-metabolizing and antioxidant enzymes in rat liver. Mutat Res (2012) 0.76

Beneficial effects of (RS)-glucoraphanin on the tight junction dysfunction in a mouse model of restraint stress. Life Sci (2013) 0.76

Stability of benzylic-type isothiocyanates in hydrodistillation-mimicking conditions. J Agric Food Chem (2012) 0.75

Comment on In vitro gastrointestinal digestion study of broccoli inflorescence phenolic compounds, glucosinolates, and vitamin C. J Agric Food Chem (2004) 0.75

Inhibitory effect of phenethyl isothiocyanate against benzo[a] pyrene-induced rise in CYP1A1 mRNA and apoprotein levels as its chemopreventive properties. Asian Pac J Cancer Prev (2015) 0.75

Exposure to isothiocyanates suppresses urinary mutagenicity in rats treated with heterocyclic amine IQ: lack of association with CYP1 activity. Nutr Cancer (2011) 0.75

Glucosinolates in the subantarctic crucifer Kerguelen cabbage (Pringlea antiscorbutica). J Nat Prod (2005) 0.75

Influence of milk on the antimutagenic potential of green and black teas. Anticancer Res (2003) 0.75

Updated glucosinolate profile of Dithyrea wislizenii. J Nat Prod (2009) 0.75

An improved method for the extraction of mutagens from human urine and cooked meat using blue rayon. Mutat Res (2004) 0.75

Xenobiotic conjugation systems in deer compared with cattle and rat. Comp Biochem Physiol C Toxicol Pharmacol (2003) 0.75

The search for in vitro systems. (preface). Xenobiotica (2012) 0.75

Phenethyl isothiocyanate, a naturally occurring phytochemical, is an antagonist of the aryl hydrocarbon receptor. Mol Nutr Food Res (2011) 0.75

Cytochrome P450 expression and testosterone metabolism in the liver of deer. Toxicology (2003) 0.75

Modulation of gene expression and DNA-adduct formation in precision-cut liver slices exposed to polycyclic aromatic hydrocarbons of different carcinogenic potency. Mutagenesis (2006) 0.75

Effect of 2-amino-9H-pyrido[2,3-b]indole (AalphaC), a carcinogenic heterocyclic amine present in food, on atherosclerotic plaque development in apoE deficient mice. Toxicol Lett (2008) 0.75

Glucosinolate distribution in aerial parts of Degenia velebitica. Chem Biodivers (2011) 0.75

Microwave-assisted extraction of glucosinolates from Eruca sativa seeds and soil: comparison with existing methods. Phytochem Anal (2009) 0.75

Characterization of the temporal induction of hepatic xenobiotic-metabolizing enzymes by glucosinolates and isothiocyanates: requirement for at least a 6 h exposure to elicit complete induction profile. J Agric Food Chem (2012) 0.75

Isatis canescens is a rich source of glucobrassicin and other health-promoting compounds. J Sci Food Agric (2014) 0.75

Effects of black tea theafulvins on aflatoxin B(1) mutagenesis in the Ames test. Mutagenesis (2003) 0.75

The naturally occurring aliphatic isothiocyanates sulforaphane and erucin are weak agonists but potent non-competitive antagonists of the aryl hydrocarbon receptor. Arch Toxicol (2012) 0.75

Effect of black tea intake on the excretion of mutagens in the urine of volunteers taking a beef meal. Cancer Epidemiol Biomarkers Prev (2004) 0.75

Cruciferous vegetables and lung cancer. Mutat Res (2006) 0.75

Mutagenic activity of the glutathione S-transferase substrate 1-chloro-2,4-dinitrobenzene (CDNB) in the Salmonella mutagenicity assay. Mutat Res (2002) 0.75

In vitro induction of benzo(a)pyrene cell-transforming activity by the glucosinolate gluconasturtiin found in cruciferous vegetables. Cancer Lett (2002) 0.75

Detection of genotoxicants in Brassicales using endogenous DNA as a surrogate target and adducts determined by 32P-postlabelling as an experimental end point. Mutagenesis (2010) 0.75

Glucosinolate profiling and antimicrobial screening of Aurinia leucadea (Brassicaceae). Chem Biodivers (2011) 0.75