Phellamurin
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| IUPAC name
(2R,3R)-3,5-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
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3D model (JSmol)
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| KEGG | |
| MeSH | C016043 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C26H30O11 | |
| Molar mass | 518.515 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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Phellamurin, a flavonoid, is the 7-O-β-D-glucopyranoside, 8-C-prenyl derivative of the flavan-on-ol Aromadendrin,[1] and may be seen as the 7-O-glucoside of noricaritin.[2] Being a flavanonol, it has two stereocenters on the C-ring, so four stereoisomers of phellamurin are possible.
It can be found in Commiphora africana[3] and in Phellodendron amurense.[4]
Related compounds
6"′-O-acetyl phellamurin is found in the leaves of Phellodendron japonicum.[5]
References
- ^ "Phellamurin".
- ^ page 17 "Fortschritte der Chemie Organischer Naturstoffe" ISBN 370918052X
- ^ A Dihydroflavonol Glucoside from Commiphora africana that Mediates DNA Strand Scission, Ji Ma, Shannon H. Jones, and Sidney M. Hecht, 2005
- ^ A flavonoid glucoside, phellamurin, regulates differential oviposition on a rutaceous plant, Phellodendron amurense, by two sympatric swallowtail butterflies, Papilio protenor and P. xuthus: The front line of a coevolutionary arms race? Keiichi Honda and Nanao Hayashi, 1995
- ^ Constituents of Leaves of Phellodendron japonicum MAXIM. and Their Antioxidant Activity, Chih-Yang Chiu, Chia-Ying Li, Chao-Chen Chiu, Masatake Niwa, Susumu Kitanaka, Amooru Gangaiah Damu, E-Jian Lee and Tian-Shung Wu, 2005[permanent dead link]
External links
Media related to Phellamurin at Wikimedia Commons
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