Misplaced Pages

Sulforaphane: Difference between revisions

Article snapshot taken from[REDACTED] with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Browse history interactively← Previous editNext edit →Content deleted Content addedVisualWikitext
Revision as of 02:08, 25 October 2015 editZefr (talk | contribs)Extended confirmed users, Pending changes reviewers69,608 edits Undid revision 687325280 by 24.130.10.37 (talk)rv, not WP:MEDRS← Previous edit Revision as of 22:57, 4 December 2015 edit undoSoaringbear (talk | contribs)Extended confirmed users716 edits →ResearchNext edit →
Line 55: Line 55:
==Research== ==Research==
] on sulforaphane includes its potential effect on mechanisms of ] and ]; however, results to date are contradictory.<ref>{{cite journal |author=Tarozzi A, Angeloni C, Malaguti M, Morroni F, Hrelia S, Hrelia P |title=Sulforaphane as a potential protective phytochemical against neurodegenerative diseases |journal=Oxid Med Cell Longev |volume=2013 |issue= |pages=415078 |year=2013 |pmid=23983898 |pmc=3745957 |doi=10.1155/2013/415078 |type=Review}}</ref><ref>{{cite journal |author=Grabacka MM, Gawin M, Pierzchalska M |title=Phytochemical modulators of mitochondria: the search for chemopreventive agents and supportive therapeutics |journal=Pharmaceuticals (Basel) |volume=7 |issue=9 |pages=913–42 |year=2014 |pmid=25192192 |pmc=4190497 |doi=10.3390/ph7090913 |type=Review}}</ref> Sulforaphane is under study for a potential ] effect on recovery from ]<ref>{{cite journal |author=Koushki D, Latifi S, Javidan AN, Matin M |title=Efficacy of some non-conventional herbal medications (sulforaphane, tanshinone IIA, and tetramethylpyrazine) in inducing neuroprotection in comparison with interleukin-10 after spinal cord injury: A meta-analysis |journal=J Spinal Cord Med |volume= 38|issue= |pages= 13–22|date=June 2014 |pmid=24969510 |doi=10.1179/2045772314Y.0000000215 |type=Meta-analysis}}</ref> and as a possible factor in '']''-associated gastric diseases.<ref name="pmid20459098">{{cite journal | author = Moon JK, Kim JR, Ahn YJ, Shibamoto T | title = Analysis and anti-Helicobacter activity of sulforaphane and related compounds present in broccoli ( Brassica oleracea L.) sprouts | journal = J. Agric. Food Chem. | volume = 58 | issue = 11 | pages = 6672–7 | year = 2010 | pmid = 20459098 | doi = 10.1021/jf1003573 }}</ref><ref name="pmid12032331">{{cite journal | author = Fahey JW, Haristoy X, Dolan PM, Kensler TW, Scholtus I, Stephenson KK, Talalay P, Lozniewski A | title = Sulforaphane inhibits extracellular, intracellular, and antibiotic-resistant strains of Helicobacter pylori and prevents benzopyrene-induced stomach tumors | journal = Proc. Natl. Acad. Sci. U.S.A. | volume = 99 | issue = 11 | pages = 7610–5 | year = 2002 | pmid = 12032331 | pmc = 124299 | doi = 10.1073/pnas.112203099 }}</ref> ] on sulforaphane includes its potential effect on mechanisms of ] and ]; however, results to date are contradictory.<ref>{{cite journal |author=Tarozzi A, Angeloni C, Malaguti M, Morroni F, Hrelia S, Hrelia P |title=Sulforaphane as a potential protective phytochemical against neurodegenerative diseases |journal=Oxid Med Cell Longev |volume=2013 |issue= |pages=415078 |year=2013 |pmid=23983898 |pmc=3745957 |doi=10.1155/2013/415078 |type=Review}}</ref><ref>{{cite journal |author=Grabacka MM, Gawin M, Pierzchalska M |title=Phytochemical modulators of mitochondria: the search for chemopreventive agents and supportive therapeutics |journal=Pharmaceuticals (Basel) |volume=7 |issue=9 |pages=913–42 |year=2014 |pmid=25192192 |pmc=4190497 |doi=10.3390/ph7090913 |type=Review}}</ref> Sulforaphane is under study for a potential ] effect on recovery from ]<ref>{{cite journal |author=Koushki D, Latifi S, Javidan AN, Matin M |title=Efficacy of some non-conventional herbal medications (sulforaphane, tanshinone IIA, and tetramethylpyrazine) in inducing neuroprotection in comparison with interleukin-10 after spinal cord injury: A meta-analysis |journal=J Spinal Cord Med |volume= 38|issue= |pages= 13–22|date=June 2014 |pmid=24969510 |doi=10.1179/2045772314Y.0000000215 |type=Meta-analysis}}</ref> and as a possible factor in '']''-associated gastric diseases.<ref name="pmid20459098">{{cite journal | author = Moon JK, Kim JR, Ahn YJ, Shibamoto T | title = Analysis and anti-Helicobacter activity of sulforaphane and related compounds present in broccoli ( Brassica oleracea L.) sprouts | journal = J. Agric. Food Chem. | volume = 58 | issue = 11 | pages = 6672–7 | year = 2010 | pmid = 20459098 | doi = 10.1021/jf1003573 }}</ref><ref name="pmid12032331">{{cite journal | author = Fahey JW, Haristoy X, Dolan PM, Kensler TW, Scholtus I, Stephenson KK, Talalay P, Lozniewski A | title = Sulforaphane inhibits extracellular, intracellular, and antibiotic-resistant strains of Helicobacter pylori and prevents benzopyrene-induced stomach tumors | journal = Proc. Natl. Acad. Sci. U.S.A. | volume = 99 | issue = 11 | pages = 7610–5 | year = 2002 | pmid = 12032331 | pmc = 124299 | doi = 10.1073/pnas.112203099 }}</ref>

Sulforaphane inhibits Akt phosphorylation and activates FOXO transcription factors leading to cell cycle arrest and apoptosis in pancreatic cancer cells. . Sulforaphane adds to other pancreas treatment. .


==See also== ==See also==

Revision as of 22:57, 4 December 2015

Sulforaphane
Names
IUPAC name 1-Isothiocyanato-4-methylsulfinylbutane
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3Key: SUVMJBTUFCVSAD-UHFFFAOYSA-N
  • InChI=1/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3Key: SUVMJBTUFCVSAD-UHFFFAOYAY
SMILES
  • CS(=O)CCCCN=C=S
Properties
Chemical formula C6H11NOS2
Molar mass 177.29 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Sulforaphane is a compound within the isothiocyanate group of organosulfur compounds. It is obtained from cruciferous vegetables such as broccoli, Brussels sprouts or 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.


glucoraphanin, glucosinolate precursor to sulforaphane

Occurrence and isolation

Sulforaphane was identified in broccoli sprouts, which, of the cruciferous vegetables, have the highest concentration of sulforaphane. It is also found in Brussels sprouts, cabbage, cauliflower, bok choy, kale, collards, Chinese broccoli, broccoli raab, kohlrabi, mustard, turnip, radish, arugula, and watercress.

Research

Basic research on sulforaphane includes its potential effect on mechanisms of neurodegenerative disorders and cancer; however, results to date are contradictory. Sulforaphane is under study for a potential neuroprotective effect on recovery from spinal cord injury and as a possible factor in Helicobacter pylori-associated gastric diseases.

Sulforaphane inhibits Akt phosphorylation and activates FOXO transcription factors leading to cell cycle arrest and apoptosis in pancreatic cancer cells. Roy, J Mol Signal. Sulforaphane adds to other pancreas treatment. .

See also

References

  1. Zhang Y, Talalay P, Cho CG, Posner GH (March 1992). "A major inducer of anticarcinogenic protective enzymes from broccoli: isolation and elucidation of structure". Proc. Natl. Acad. Sci. U.S.A. 89 (6): 2399–2403. doi:10.1073/pnas.89.6.2399. PMC 48665. PMID 1549603.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. Tarozzi A, Angeloni C, Malaguti M, Morroni F, Hrelia S, Hrelia P (2013). "Sulforaphane as a potential protective phytochemical against neurodegenerative diseases". Oxid Med Cell Longev (Review). 2013: 415078. doi:10.1155/2013/415078. PMC 3745957. PMID 23983898.{{cite journal}}: CS1 maint: multiple names: authors list (link) CS1 maint: unflagged free DOI (link)
  3. Grabacka MM, Gawin M, Pierzchalska M (2014). "Phytochemical modulators of mitochondria: the search for chemopreventive agents and supportive therapeutics". Pharmaceuticals (Basel) (Review). 7 (9): 913–42. doi:10.3390/ph7090913. PMC 4190497. PMID 25192192.{{cite journal}}: CS1 maint: multiple names: authors list (link) CS1 maint: unflagged free DOI (link)
  4. Koushki D, Latifi S, Javidan AN, Matin M (June 2014). "Efficacy of some non-conventional herbal medications (sulforaphane, tanshinone IIA, and tetramethylpyrazine) in inducing neuroprotection in comparison with interleukin-10 after spinal cord injury: A meta-analysis". J Spinal Cord Med (Meta-analysis). 38: 13–22. doi:10.1179/2045772314Y.0000000215. PMID 24969510.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  5. Moon JK, Kim JR, Ahn YJ, Shibamoto T (2010). "Analysis and anti-Helicobacter activity of sulforaphane and related compounds present in broccoli ( Brassica oleracea L.) sprouts". J. Agric. Food Chem. 58 (11): 6672–7. doi:10.1021/jf1003573. PMID 20459098.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  6. Fahey JW, Haristoy X, Dolan PM, Kensler TW, Scholtus I, Stephenson KK, Talalay P, Lozniewski A (2002). "Sulforaphane inhibits extracellular, intracellular, and antibiotic-resistant strains of Helicobacter pylori and prevents benzo[a]pyrene-induced stomach tumors". Proc. Natl. Acad. Sci. U.S.A. 99 (11): 7610–5. doi:10.1073/pnas.112203099. PMC 124299. PMID 12032331.{{cite journal}}: CS1 maint: multiple names: authors list (link)
Glycosides
Bond
Geometry
Glycone
Aglycone
Categories:
Sulforaphane: Difference between revisions Add topic