Glucosinolates and Glucosinolate Derivatives: Implications for Protection Against Chemical Carcinogenesis

Nugon-Baudon, Lionelle; Rabot, Sylvie

doi:10.1079/nrr19940012

Cited by 44 publications

(27 citation statements)

References 118 publications

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“…These variations depend on the speed at which ITCs penetrate the cell, and the persistence and accumulation of each ITC (Ye & Zhang, 2001;Zhang & Talalay, 1998). Table 1 presents the major ITCs that are cited in this review and the originating glucosinolates (Fahey et al, 2001;Nugon-Baudon & Rabot, 1994). Glucosinolate side chains contain a variety of chemical structures.…”

Section: Sources Of Itcsmentioning

confidence: 99%

The antibacterial properties of isothiocyanates

2015

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Isothiocyanates (ITCs) are natural plant products generated by the enzymic hydrolysis of glucosinolates found in Brassicaceae vegetables. These natural sulfur compounds and their dithiocarbamate conjugates have been previously evaluated for their anti-cancerous properties. Their antimicrobial properties have been previously studied as well, mainly for food preservation and plant pathogen control. Recently, several revelations concerning the mode of action of ITCs in prokaryotes have emerged. This review addresses these new studies and proposes a model to summarize the current knowledge and hypotheses for the antibacterial effect of ITCs and whether they may provide the basis for the design of novel antibiotics.

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Section: Sources Of Itcsmentioning

confidence: 99%

The antibacterial properties of isothiocyanates

2015

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“…Among various substances involved in plant defense, glucosinolates (GSLs), major sulfate-containing secondary metabolites, were found in many agricultural crops such as cabbage, broccoli, radish, turnip, swede, kale, mustard, cauliflower, watercress, salad rocket, and rapeseed [27]. GSLs are responsible for diverse physiological effects such as inhibitors of microbial growth, attractants for particular insects, and as deterrents of different herbivores.…”

Section: Introductionmentioning

confidence: 99%

Identification and quantification of glucosinolates in Korean leaf mustard germplasm (Brassica juncea var. integrifolia) by liquid chromatography–electrospray ionization/tandem mass spectrometry

Kim

Baek

et al. 2016

Eur Food Res Technol

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“…Especially cruciferous vegetables, such as Brassica, which contain substantial quantities of glucosinolates, have been suggested to possess anticarcinogenic activity (3)(4)(5). However, most epidemiological studies have not clearly resolved the question whether the protective effects should be attributed to cruciferous vegetables per se or to vegetables in general (6).…”

Section: Introductionmentioning

confidence: 99%

Metabolism of sinigrin (2-propenyl glucosinolate) by the human colonic microflora in a dynamic in vitro large-intestinal model

Krul¹,

Humblot²,

Philippe³

et al. 2002

Carcinogenesis

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147

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Cruciferous vegetables, such as Brassica, which contain substantial quantities of glucosinolates, have been suggested to possess anticarcinogenic activity. Cutting and chewing of cruciferous vegetables releases the thioglucosidase enzyme myrosinase, which degrades glucosinolates to isothiocyanates and other minor metabolites. Cooking of cruciferous vegetables inactivates the myrosinase enzyme, allowing intact glucosinolates to reach the large intestine, where they can be degraded by the indigenous microflora into isothiocyanates. This local release of isothiocyanates may explain the protective effect of cruciferous vegetables on the colon epithelium. However, little is known about the amounts and identities of glucosinolate metabolites produced by the human microflora. The production of allyl isothiocyanate from sinigrin was investigated in a dynamic in vitro large-intestinal model, after inoculation with a complex microflora of human origin. Sinigrin and allyl isothiocyanate concentrations were analysed in the lumen and dialysis fluid of the model. Peak levels of allyl isothiocyanate were observed between 9 and 12 h after the addition of sinigrin. The model was first set up with a pooled and cultured human microflora, in which 1 and 4% of, respectively, 1 and 15 mM sinigrin, was converted into AITC. However, the conversion rate was remarkably higher if different individual human microflora were used. Between 10% and 30% (mean 19%) of the sinigrin was converted into allyl isothiocyanate. The results of this study suggest that allyl isothiocyanate is converted further into other, yet unknown, metabolites.

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Glucosinolates and Glucosinolate Derivatives: Implications for Protection Against Chemical Carcinogenesis

Cited by 44 publications

References 118 publications

The antibacterial properties of isothiocyanates

The antibacterial properties of isothiocyanates

Identification and quantification of glucosinolates in Korean leaf mustard germplasm (Brassica juncea var. integrifolia) by liquid chromatography–electrospray ionization/tandem mass spectrometry

Metabolism of sinigrin (2-propenyl glucosinolate) by the human colonic microflora in a dynamic in vitro large-intestinal model

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