Rhapontigenin
From Wikipedia, the free encyclopedia
Rhapontigenin | ||
---|---|---|
IUPAC name 5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol | ||
Other names Protigenin | ||
Identifiers | ||
CAS number | 500-65-2[1] | |
PubChem | 5320954 | |
ChEMBL | CHEMBL113029 | |
Jmol-3D images | Image 1 | |
| ||
| ||
Properties | ||
Molecular formula | C15H14O4 | |
Molar mass | 258.27 g/mol | |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | ||
Infobox references | ||
Rhapontigenin is a stilbenoid. It can be isolated from Vitis coignetiae or from Gnetum cleistostachyum.[2]
It shows an action on prostate cancer cells.[3] It has been shown to inhibit the human cytochrome P450 1A1,[4] an enzyme implicated in the biotransformation of a number of carcinogenic and immunotoxic compounds.
Injected in rats, rhapontigenin shows a rapid glucuronidation and a poor bioavailability.[5]
References
- ↑ http://www.caymanchem.com/app/template/Product.vm/catalog/13293
- ↑ Stilbenes from Gnetum cleistostachyum. Yao Chun-Suo, Lin Mao, LIiu Xin and Wang Ying-Hong, Huaxue xuebao, 2003, volume 61, no 8, pages 1331-1334, INIST:15332136
- ↑ Jung, D. B.; Lee, H. J.; Jeong, S. J.; Lee, H. J.; Lee, E. O.; Kim, Y. C.; Ahn, K. S.; Chen, C. Y.; Kim, S. H. (2011). "Rhapontigenin inhibited hypoxia inducible factor 1 alpha accumulation and angiogenesis in hypoxic PC-3 prostate cancer cells". Biological & pharmaceutical bulletin 34 (6): 850–855. doi:10.1248/bpb.34.850. PMID 21628883.
- ↑ Chun, Y. J.; Ryu, S. Y.; Jeong, T. C.; Kim, M. Y. (2001). "Mechanism-based inhibition of human cytochrome P450 1A1 by rhapontigenin". Drug metabolism and disposition: the biological fate of chemicals 29 (4 Pt 1): 389–393. PMID 11259321.
- ↑ Roupe, K. A.; Yáñez, J. A.; Teng, X. W.; Davies, N. M. (2006). "Pharmacokinetics of selected stilbenes: Rhapontigenin, piceatannol and pinosylvin in rats". Journal of Pharmacy and Pharmacology 58 (11): 1443–1450. doi:10.1211/jpp.58.11.0004. PMID 17132206.
See also
- Rhaponticin, its glucoside, found in rhubarb.
|
This article is issued from Wikipedia. The text is available under the Creative Commons Attribution/Share Alike; additional terms may apply for the media files.