Chemistry:Kobophenol A
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| Names | |||
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| Preferred IUPAC name
(2S,2′R,3S,3′R)-3′-(3,5-Dihydroxyphenyl)-4-[(2S,3S,4R,5S)-4-(3,5-dihydroxyphenyl)-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-2,2′-bis(4-hydroxyphenyl)-2,2′,3,3′-tetrahydro[3,4′-bi-1-benzofuran]-6,6′-diol | |||
| Other names
kob A
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| Identifiers | |||
3D model (JSmol)
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PubChem CID
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| Properties | |||
| C56H44O13 | |||
| Molar mass | 924.955 g·mol−1 | ||
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 | |||
Tracking categories (test):
Kobophenol A is a stilbenoid. It is a tetramer of resveratrol. It can be isolated from Caragana chamlagu,[1] from Caragana sinica,[2] and from Carex folliculata seeds.[3]
The molecule shows a 2,3,4,5-tetraaryltetrahydrofuran skeleton.[3]
It has been shown to inhibit acetylcholinesterase.[1]
Acid-catalyzed epimerization of kobophenol A to carasinol B can be performed in vitro.[4]
References
- ↑ 1.0 1.1 Sung, Sang Hyun; Kang, So Young; Lee, Ki Yong; Park, Mi Jung; Kim, Jeong Hun; Park, Jong Hee; Kim, Young Chul; Kim, Jinwoong et al. (2002). "(+)-.ALPHA.-Viniferin, a Stilbene Trimer from Caragana chamlague, Inhibits Acetylcholinesterase". Biological and Pharmaceutical Bulletin 25 (1): 125–127. doi:10.1248/bpb.25.125. PMID 11824541.
- ↑ Shu, Na; Zhou, Hong; Hu, Changqi (2006). "Simultaneous Determination of the Contents of Three Stilbene Oligomers in Caragana sinica Collected in Different Seasons Using an Improved HPLC Method". Biological and Pharmaceutical Bulletin 29 (4): 608–612. doi:10.1248/bpb.29.608. PMID 16595888.
- ↑ 3.0 3.1 Li, Liya; Henry, Geneive E.; Seeram, Navindra P. (2009). "Identification and Bioactivities of Resveratrol Oligomers and Flavonoids from Carex folliculata Seeds". Journal of Agricultural and Food Chemistry 57 (16): 7282–7287. doi:10.1021/jf901716j. PMID 19627089. Bibcode: 2009JAFC...57.7282L.
- ↑ Cheng, Kejun; Liang, Gaolin; Hu, Changqi (2008). "Acid-catalyzed Epimerization of Kobophenol A to Carasinol B". Molecules 13 (4): 938–942. doi:10.3390/molecules13040938. PMID 18463595.
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