Sulforaphane

Sulforaphane (sulphoraphane in British English) is a compound within the isothiocyanate group of organosulfur compounds.[1] It is obtained from cruciferous vegetables such as broccoli, Brussels sprouts, and cabbages. It is produced when the enzyme myrosinase transforms glucoraphanin, a glucosinolate, into sulforaphane upon damage to the plant (such as from chewing), which allows the two compounds to mix and react. Young sprouts of broccoli and cauliflower are particularly rich in glucoraphanin.[1]

Sulforaphane
Sulforaphane.png
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Names
IUPAC name
1-Isothiocyanato-4-(methanesulfinyl)butane
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
Properties
C6H11NOS2
Molar mass 177.29 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Glucoraphanin.png
Glucoraphanin, the glucosinolate precursor to sulforaphane

Occurrence and isolationEdit

Sulforaphane occurs in broccoli sprouts, which, among cruciferous vegetables, have the highest concentration of glucoraphanin, the precursor to sulforaphane.[1][2] It is also found in cabbage, cauliflower, Brussels sprouts, bok choy, kale, collards, mustard greens, and watercress.[1]

ResearchEdit

There has been basic research and clinical studies performed on how sulforaphane might exert beneficial effects in vivo. A study in prostate cancer patients reported significantly lower PSA values as well as PSA doubling times that were 86% slower in patients treated with sulforaphane. However high-quality large studies providing conclusive evidence for its efficacy against human diseases are still lacking.[3][1][4]

See alsoEdit

ReferencesEdit

  1. ^ a b c d e "Isothiocyanates". Micronutrient Information Center, Linus Pauling Institute, Oregon State University. March 2017. Retrieved 19 November 2018.
  2. ^ Houghton, C. A.; Fassett, R. G.; Coombes, J. S. (2013). "Sulforaphane: Translational research from laboratory bench to clinic". Nutrition Reviews. 71 (11): 709–26. doi:10.1111/nure.12060. PMID 24147970.
  3. ^ Effect of Sulforaphane in Men with Biochemical Recurrence after Radical Prostatectomy. DOI: 10.1158/1940-6207.CAPR-14-0459
  4. ^ van Die, MD; Bone, KM; Emery, J; Williams, SG; Pirotta, MV; Paller, CJ (April 2016). "Phytotherapeutic interventions in the management of biochemically recurrent prostate cancer: a systematic review of randomised trials". BJU Int. 117 (S4): 17–34. doi:10.1111/bju.13361. PMID 26898239.