Phellamurin Explained

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]

Notes and References

1. Web site: Phellamurin.
2. Book: Fortschritte der Chemie Organischer Naturstoffe . 370918052X . 17.
3. A Dihydroflavonol Glucoside from Commiphora a fricana that Mediates DNA Strand Scission . 10.1021/np0400510 . 2005 . Ma . Ji . Jones . Shannon H. . Hecht . Sidney M. . Journal of Natural Products . 68 . 1 . 115–117 . 15679332 .
4. A flavonoid glucoside, phellamurin, regulates differential oviposition on a rutaceous plant,Phellodendron amurense, by two sympatric swallowtail butterflies,Papilio protenor andP. Xuthus: The front line of a coevolutionary arms race? . 10.1007/BF02035150 . 1995 . Honda . Keiichi . Hayashi . Nanao . Journal of Chemical Ecology . 21 . 10 . 1531–1539 . 24233681 . 8258780 .
5. Constituents of leaves of Phellodendron japonicum MAXIM. And their antioxidant activity . 16141579 . 2005 . Chiu . C. Y. . Li . C. Y. . Chiu . C. C. . Niwa . M. . Kitanaka . S. . Damu . A. G. . Lee . E. J. . Wu . T. S. . Chemical & Pharmaceutical Bulletin . 53 . 9 . 1118–1121 . 10.1248/cpb.53.1118 . free .