Aromadendrin Explained

Aromadendrin (aromodendrin or dihydrokaempferol) is a flavanonol, a type of flavonoid. It can be found in the wood of Pinus sibirica.^[1]

Metabolism

The enzyme dihydrokaempferol 4-reductase uses cis-3,4-leucopelargonidin and NADP⁺ to produce (+)-aromadendrin, NADPH, and H⁺.

Glycosides

(2R,3R)-trans-Aromadendrin-7-O-beta-D-glucopyranoside-6-(4-hydroxy-2-methylene butanoate) is an acylated glucoside of aromadendrin isolated from the stem bark of Afzelia bella^[2] (Fabaceae).

Phellamurin is the 8-prenyl 7-glucoside derivative of aromadendrin.

Chemistry

(+)-Leucopelargonidin, (2R,3S,4R)-3,4,5,7,4'-pentahydroxyflavan, can be synthesized from (+)-aromadendrin by sodium borohydride reduction.^[3]

Notes and References

1. Aromadendrin, apigenin, and kaempferol from the wood of Pinus sibirica . V. I. Lutskii, A. S. Gromova and N. A. Tyukavkina . 1971 . 10.1007/BF00568701 . Chemistry of Natural Compounds . 7 . 2 . 197–198.
2. 11324912 . 2001 . Binutu . OA . Cordell . GA . Constituents of Afzelia bella stem bark . 56 . 8 . 827–30 . Phytochemistry . 10.1016/S0031-9422(01)00006-1.
3. 10.1007/BF00393505 . Leucoanthocyanidins as intermediates in anthocyanidin biosynthesis in flowers of Matthiola incana R. Br . 1985 . Heller . Werner . Britsch . Lothar . Forkmann . Gert . Grisebach . Hans . Planta . 163 . 2 . 191–196 . 24249337.