:Bisdemethoxycurcumin
{{Chembox
| ImageFile = Bisdemethoxycurcumin.png
| ImageSize = 200px
| ImageAlt =
| PIN = (1E,6E)-1,7-Bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
| OtherNames = Curcumin III, bis(4-hydroxycinnamoyl)methane, didemethoxycurcumin, bisdemethoxycurcumin, Bis(p-hydroxycinnamoyl)methane, NSC687839
|Section1={{Chembox Identifiers
| CASNo = 24939-16-0
| PubChem = 5315472
| ChemSpiderID = 4474770
| SMILES = C1=CC(=CC=C1C=CC(=O)CC(=O)C=CC2=CC=C(C=C2)O)O
| InChI = 1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+
| InChIKey = PREBVFJICNPEKM-YDWXAUTNSA-N
}}
|Section2={{Chembox Properties
| C=19 | H=16 | O=4
| Appearance =
| Density = 1.285 g/cm3
| MeltingPtC = 226 to 231
| MeltingPt_ref =
| BoilingPt =
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt = }}
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Bisdemethoxycurcumin is a curcuminoid found (along with the curcuminoids curcumin and demethoxycurcumin) in turmeric (Curcuma longa), but absent in Javanese turmeric (Curcuma xanthorrhiza).{{cite book|author=T. K. Lim|title=Edible Medicinal and Non-Medicinal Plants: Volume 12 Modified Stems, Roots, Bulbs|url=https://books.google.com/books?id=d42RCwAAQBAJ&pg=PA374|date=11 February 2016|publisher=Springer|isbn=978-3-319-26065-5|page=374}} Bisdemethoxycurcumin is used as a pigment and nutraceutical with antimutagenic properties.{{cite book|author1=Hajime Ohigashi|author2=Toshihiko Osawa|author3=Junji Terao|author4=Shaw Watanabe|author5= Toshikazu Yoshikawa|title=Food Factors for Cancer Prevention|url=https://books.google.com/books?id=hmryCAAAQBAJ&pg=PA251|date=27 November 2013|publisher=Springer Science & Business Media|isbn=978-4-431-67017-9|page=251}}{{cite book|author=Jun-Ping Xu|title=Cancer Inhibitors from Chinese Natural Medicines|url=https://books.google.com/books?id=K-mVDQAAQBAJ&pg=PA338|date=25 November 2016|publisher=CRC Press|isbn=978-1-4987-8766-6|page=338}} All three of the curcuminoids found in Curcuma longa have been shown to have antioxidant properties, but bisdemethoxycurcumin is more resistant than the others to alkaline degradation.{{cite book|author1=Francisco Delgado-Vargas|author2=Octavio Paredes-Lopez|title=Natural Colorants for Food and Nutraceutical Uses|url=https://books.google.com/books?id=zXLLBQAAQBAJ&pg=PA244|date=26 December 2002|publisher=CRC Press|isbn=978-1-4200-3171-3|page=244}} It was found to be effective in sensitizing PC cells resistance against gemcitabine.{{cite web |url=https://www.sciencedirect.com/topics/biochemistry-genetics-and-molecular-biology/bisdemethoxycurcumin |title=Bisdemethoxycurcumin |work=ScienceDirect |publisher=ScienceDirect |accessdate=5 October 2022 }}
See also
References
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External links
- {{cite web |url=http://www.massbank.jp/jsp/Dispatcher.jsp?type=disp&id=TY000079&site=7 |title=TY000079 |work=MassBank |publisher=MassBank Project |accessdate=3 May 2012 |archive-url=https://web.archive.org/web/20151208070115/http://www.massbank.jp/jsp/Dispatcher.jsp?type=disp&id=TY000079&site=7 |archive-date=8 December 2015 |url-status=dead }}
{{Curcuminoid}}
{{Antioxidants}}{{Plant pigments}}
Category:Phenolic dietary antioxidants
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