Skip to main content
Log in

Composés bioactifs des Crucifères : un apport bénéfique dans notre quotidien

Bioactive compounds from crucifers: a beneficial gain in our everyday life

  • Article de synthèse
  • Pharmacognosie
  • Published:
Phytothérapie

Résumé

Les Crucifères, ou Brassicacées, constituent une famille importante de plantes — moutarde, chou, radis, navet, cresson, roquette, wasabi, colza, etc. — qui sont couramment utilisées en alimentation humaine et animale, mais aussi dans des applications pharmaceutiques, cosmétiques et tinctoriales. Du point de vue phytochimique, cette famille végétale est caractérisée par des produits naturels soufrés appelés glucosinolates (GLs). Lorsque les cellules de ces plantes sont endommagées, les glucosinolates sont dégradés par la myrosinase, une enzyme présente dans des compartiments cellulaires séparés, libérant ainsi de nombreuses molécules. Des isothiocyanates (ITCs) sont majoritairement formés, mais aussi des nitriles, thiocyanates et oxazolidinethiones, selon la structure du glucosinolate (GL) de départ et les conditions physicochimiques de l’hydrolyse. Nous présentons quelques exemples d’utilisation des extraits végétaux de Brassicacées, en évoquant certaines avancées, notamment sur la mise en évidence de bioactivités des ITCs et des glucosinolates.

Abstract

Crucifers, i.e. Brassicaceae, constitute a large family of plants — mustard, cabbage, radish, turnip, cress, rocket, wasabi, oilseed rape, etc. — that are routinely used in human and animal nutrition but also as pharmaceuticals, cosmetics and dyes. From a phytochemical point of view, this plant family is characterized by sulfur-containing natural products called glucosinolates (GLs). When the plant cells are damaged, glucosinolates are degraded by myrosinase, an enzyme present in separate cell compartments, thus generating diverse molecules. Isothiocyanates are mainly formed but nitriles, thiocyanates and oxazolidinethiones can also be produced, depending on the structure of the starting glucosinolate (GL) and physicochemical conditions of hydrolysis. We present some prospects for the utilization of cruciferous plant extracts. We address some of the achievements, mainly highlighting the bioactivities of isothiocyanates and glucosinolates.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Références

  1. Abdull Razis AF, Bagatta M, De Nicola GR, et al. (2011) 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 71(3): 298–305

    Article  PubMed  Google Scholar 

  2. Abdull Razis AF, Iori R, Ioannides C (2011) 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. Int J Cancer 128(12): 2775–82

    Article  PubMed  CAS  Google Scholar 

  3. Abdull Razis AF, De Nicola GR, Pagnotta E, et al. (2012) 4-Methyl-sulfanyl-3-butenyl isothiocyanate derived from glucoraphasatin is a potent inducer of rat hepatic phase II enzymes and a potential chemopreventive agent. Arch Toxicol 86(2): 183–94

    Article  PubMed  CAS  Google Scholar 

  4. Barillari J, Canistro D, Paolini M, et al. (2005) Direct antioxidant activity of purified glucoerucin, the dietary secondary metabolite contained in rocket (Eruca sativa Mill.) seeds and sprouts. J Agric Food Chem 53: 2475–82

    Article  PubMed  CAS  Google Scholar 

  5. Brunelli D, Tavecchio M, Falcioni C, et al. (2010) The isothiocyanate produced from glucomoringin inhibits NF-κB and reduces myeloma growth in nude mice in vivo. Biochem Pharmacol 79(8): 1141–8

    Article  PubMed  CAS  Google Scholar 

  6. Fahey JW, Talalay P (1999) Antioxidant functions of sulforaphane: a potent inducer of phase II detoxication enzymes. Food Chem Toxicol 37(9–10): 973–9

    PubMed  CAS  Google Scholar 

  7. Fahey JW, Zalcmann AT, Talalay P (2001) The chemical diversity and distribution of glucosinolates and isothiocyanates among plants. Phytochemistry 56(1): 5–51

    Article  PubMed  CAS  Google Scholar 

  8. Fahey JW, Zhang Y, Talalay P (1997) Broccoli sprouts: an exceptionally rich source of inducers of enzymes that protect against chemical carcinogens. Proc Natl Acad Sci U S A 94(19): 10367–72

    Article  PubMed  CAS  Google Scholar 

  9. Fimognari C, Nusse M, Cesari R, et al. (2002) Growth inhibition, cell-cycle arrest and apoptosis in human T-cell leukemia by the isothiocyanate sulforaphane. Carcinogenesis 23(4): 581–6

    Article  PubMed  CAS  Google Scholar 

  10. Fimognari C, Nusse M, Berti F, et al. (2003) Sulforaphane modulates cell cycle and apoptosis in transformed and non-transformed human T lymphocytes. Ann N Y Acad Sci 1010: 393–8

    Article  PubMed  CAS  Google Scholar 

  11. Fimognari C, Nusse M, Iori R, et al. (2004) The new isothiocyanate 4-(methylthio)butylisothiocyanate selectively affects cell-cycle progression and apoptosis induction of human leukemia cells. Invest New Drugs 22: 119–29

    Article  PubMed  CAS  Google Scholar 

  12. IARC (2004) Handbooks of Cancer Prevention Vol. 9. “Cruciferous Vegetables, Isothiocyanates and Indole”. IARC-WHO Press, Lyon

    Google Scholar 

  13. Iori R, Bernardi R, Gueyrard D, et al. (1999) Formation of glucoraphanin by chemoselective oxidation of natural glucoerucin: a chemoenzymatic route to sulforaphane. Bioorg Med Chem Lett 9: 1047–8

    Article  PubMed  CAS  Google Scholar 

  14. Kassie F, Knasmuller S (2004) Glucosinolates and the prevention of cancer. In: Remacle C, Reusens B (eds) Functional foods, ageing and degenerative diseases. Woodhead Publishing Limited CRC, Boca Raton, pp. 615–7

    Chapter  Google Scholar 

  15. Liang H, Yuan Q (2012) Natural sulforaphane as a functional chemopreventive agent: including a review of isolation, purification and analysis methods. Crit Rev Biotechnol 32(3): 218–34

    Article  PubMed  CAS  Google Scholar 

  16. Montaut S, Barillari J, Iori R, Rollin P (2010) Glucoraphasatin: chemistry, occurrence, and biological properties. Phytochemistry 71(1): 6–12

    Article  PubMed  CAS  Google Scholar 

  17. Morazzoni P, Manzotti C, Fontana G, et al. (2011) US Pat. Appl. no 0053870A1, March 3

  18. Papi A, Orlandi M, Bartoloni M, et al. (2008) Cytotoxic and antioxidant activity of 4-methylthio-3-butenyl isothiocyanate from Raphanus sativus L. (kaiware daikon) sprouts. J Agric Food Chem 56(3): 875–83

    Article  PubMed  CAS  Google Scholar 

  19. Pappa G, Lichtenberg M, Iori R, et al. (2006) Comparison of growth inhibition profiles and mechanisms of apoptosis induction in human colon cancer cell lines by isothiocyanates and indoles from Brassicaceae. Mutat Res 599(1–2): 76–87

    PubMed  CAS  Google Scholar 

  20. Rollin P, Tatibouet A (2011) Glucosinolates: the synthetic approach. C R Chimie 14(2–3): 194–210

    Article  CAS  Google Scholar 

  21. Surh YJ (2003) Cancer chemoprevention with dietary phytochemicals. Nat Rev Cancer 3(10): 768–80

    Article  PubMed  CAS  Google Scholar 

  22. Yanaka A, Fahey JW, Fukumoto A, et al. (2009) Dietary sulforaphane-rich broccoli sprouts reduce colonization and attenuate gastritis in Helicobacter pylori-infected mice and humans. Cancer Prev Res 2(4): 353–60

    Article  CAS  Google Scholar 

  23. Zanichelli F, Capasso S, Cippollaro M, et al. (2012) 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 anticancer drug doses, it has a cytotoxic effect. Age 34(2): 281–93

    Article  PubMed  CAS  Google Scholar 

  24. Zhang Y, Ho TW, Li Y (2002) US Pat. Appl. no 20020091087, July 11

  25. Zhang Y, Talalay P, Cho CG, Posner GH (1992) A major inducer of anticarcinogenic protective enzymes from broccoli: isolation and elucidation of structure. Proc Natl Acad Sci U S A 89(6): 2399–403

    Article  PubMed  CAS  Google Scholar 

References Internet

  1. Biosline: http://www.biosline.com/it/prodotti/scheda/85/BroncoSol-Isotiocianati/

  2. Bio-RoxR: http://www.prodirox.com/index.php?option=com_content&view=article&id=75&Itemid=158

  3. Biotherm: http://www.biotherm.it/catalog/product.aspx?prdcode=PF111002&catcode=F3_WOMEN_FACE_CARE_SPECIFIC_CARE_ANTI_FATIGUE_SERUM&topcode

  4. BrassicaR: http://www.brassica.com

  5. Forrest health: http://www.forresthealth.com/cruciferous-sprouts-complex.html

  6. Graine de pastel: http://www.grainedepastel.com/

  7. JUST Schweiz AG. Creme aux herbes Cresson alenois: http://www.just.ch/fr/product/10305/323/119/1/creme_aux_herbes_Cresson_alenois.html

  8. La soupe aux chouxR: http://www.soupeauxch.com/

  9. Mibelle Biochemistry-Delentigo.: http://www.mibellebiochemistry.com/products/latest-developments/Delentigo.php

  10. Mibelle Biochemistry-Detoxophane: http://www.mibellebiochemistry.com/products/active-protection/detoxophane.php

  11. Mibelle Biochemistry-LIPerfection: http://www.mibellebiochemistry.com/products/hydration-soothing/LIPerfection.php

  12. Mibelle Biochemistry-SulforaWhite: http://www.mibellebiochemistry.com/products/latest-developments/SulforaWhite.php

  13. Moringa news: http://www.moringanews.org/news_en.html

  14. Naturactive-Laboratoires Pierre-Fabre: http://www.naturactive.fr

  15. Pharmaboutique.netR: http://www.pharmaboutique.net/6858-arkopharma-activox-24-pastilles-adoucit-la-gorge-acerola-fruits-rouges.html

  16. Pond: http://www.pond.hr/eng/index.php?k=proizvodi&s=broccolin

  17. SoriaNaturalR Fitofres Lepidium et Composor 25-Lepidium complex: http://www.sorianatural.com

  18. The Body Shop-exfoliant: http://www.thebodyshop.fr/corps-bain/exfoliants/exfoliant-corporel-moringa.aspx

  19. The Body Shop-gel douche: http://www.thebodyshop.fr/corps-bain/gels-douche/gel-douche-moringa.aspx

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to S. Montaut.

Additional information

Communication présentée lors du 13e Symposium international d’aromathérapie et plantes médicinales (1–3 avril 2011, Grasse, France).

About this article

Cite this article

Montaut, S., Rollin, P., De Nicola, G.R. et al. Composés bioactifs des Crucifères : un apport bénéfique dans notre quotidien. Phytothérapie 10, 342–349 (2012). https://doi.org/10.1007/s10298-012-0740-z

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10298-012-0740-z

Mots clés

Keywords

Navigation