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词条 Benzyl isothiocyanate
释义

  1. Occurrence

  2. Activity

  3. References

{{Chembox
| ImageFile1 = Benzyl isothiocyanate.svg
| ImageSize1 = 150px
| ImageFileL2 = Benzyl isothiocyanate-3D-balls-by-AHRLS-2012.png
| ImageSizeL2 = 150px
| ImageFileR2 = Benzyl isothiocyanate-3D-vdW-by-AHRLS-2012.png
| ImageSizeR2 = 150px
| ImageAlt =
| IUPACName = (Isothiocyanatomethyl)benzene
| OtherNames =
| Section1 = {{Chembox Identifiers
| CASNo = 622-78-6
| PubChem = 2346
| ChemSpiderID = 2256
| SMILES = c1ccc(cc1)CN=C=S
| StdInChI=1S/C8H7NS/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2
| StdInChIKey = MDKCFLQDBWCQCV-UHFFFAOYSA-N
| Section2 = {{Chembox Properties
| C=8|H=7|N=1|S=1
| Appearance =
| Density = 1.125 g/mL[1]
| MeltingPt =
| BoilingPt = 242-243
| BoilingPt_ref = [1]
| Solubility =
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}

Benzyl isothiocyanate (BITC) is an isothiocyanate found in plants of the mustard family.

Occurrence

It can be found in Alliaria petiolata, pilu oil, and papaya seeds[2] where it is the main product of the glucotropaeolin breakdown by the enzyme myrosinase.

Activity

Benzyl isothiocyanate, and other isothiocyanates in general, were found to be protective against pancreatic carcinogenesis in vitro[3] via expression of p21/WAF1 gene.[4] A recent published study showed its impact on obesity, fatty liver, and insulin resistance in diet-induced obesity mouse model.[5]

References

1. ^{{cite web | url = http://www.sigmaaldrich.com/catalog/product/aldrich/252492?lang=en | publisher = Sigma-Aldrich | title = Benzyl isothiocyanate }}
2. ^{{cite journal | doi = 10.1021/jf070159w| pmid = 17469845| title = Papaya Seed Represents a Rich Source of Biologically Active Isothiocyanate| journal = Journal of Agricultural and Food Chemistry| volume = 55| issue = 11| pages = 4407| year = 2007| last1 = Nakamura| first1 = Yoshimasa| last2 = Yoshimoto| first2 = Motoko| last3 = Murata| first3 = Yoshiyuki| last4 = Shimoishi| first4 = Yasuaki| last5 = Asai| first5 = Yumi| last6 = Park| first6 = Eun Young| last7 = Sato| first7 = Kenji| last8 = Nakamura| first8 = Yasushi}}
3. ^{{cite journal | doi = 10.1016/j.canlet.2005.10.028| pmid = 16386831| title = Protective effects of benzyl isothiocyanate and sulforaphane but not resveratrol against initiation of pancreatic carcinogenesis in hamsters| journal = Cancer Letters| volume = 241| issue = 2| pages = 275| year = 2006| last1 = Kuroiwa| first1 = Yuichi| last2 = Nishikawa| first2 = Akiyoshi| last3 = Kitamura| first3 = Yasuki| last4 = Kanki| first4 = Keita| last5 = Ishii| first5 = Yuji| last6 = Umemura| first6 = Takashi| last7 = Hirose| first7 = Masao}}
4. ^{{cite journal | doi =10.1016/j.bbrc.2006.09.092| pmid =17026958| title =P38MAPK mediates benzyl isothiocyanate-induced p21WAF1 expression in vascular smooth muscle cells via the regulation of Sp1| journal =Biochemical and Biophysical Research Communications| volume =350| issue =3| pages =662| year =2006| last1 =Moon| first1 =Sung-Kwon| last2 =Choi| first2 =Yung-Hyun| last3 =Kim| first3 =Cheorl-Ho| last4 =Choi| first4 =Won-Seok}}
5. ^{{Cite journal|last=Alsanea|first=Sary|last2=Liu|first2=Dexi|date=November 2017|title=BITC and S-Carvone Restrain High-Fat Diet-Induced Obesity and Ameliorate Hepatic Steatosis and Insulin Resistance|url=https://www.ncbi.nlm.nih.gov/pubmed/?term=alsanea+BITC|journal=Pharmaceutical Research|volume=34|issue=11|pages=2241–2249|doi=10.1007/s11095-017-2230-3|issn=1573-904X|pmid=28733781|pmc=5757875}}
{{Cruciferous Biochemistry}}{{organic-compound-stub}}

2 : Isothiocyanates|Benzyl compounds

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