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Aromadendrin (aromodendrin or dihydrokaempferol) is a
flavanonol The flavanonols (with two "o"s a.k.a. 3-hydroxyflavanone or 2,3-dihydroflavonol) are a class of flavonoids that use the 3-hydroxy-2,3-dihydro-2-phenylchromen-4-one (IUPAC name) backbone. Some examples include: * Taxifolin (or Dihydroquercetin) * ...
, a type of flavonoid. It can be found in the wood of ''
Pinus sibirica ''Pinus sibirica'', or Siberian pine, in the family Pinaceae is a species of pine tree that occurs in Siberia from 58°E in the Ural Mountains east to 126°E in the Stanovoy Range in southern Sakha Republic, and from Igarka at 68°N in the lower ...
''.


Metabolism

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


Glycosides

(2''R'',3''R'')-''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'' (Fabaceae). Phellamurin is the 8-
prenyl Prenylation (also known as isoprenylation or lipidation) is the addition of hydrophobic molecules to a protein or a biomolecule. It is usually assumed that prenyl groups (3-methylbut-2-en-1-yl) facilitate attachment to cell membranes, similar to ...
7- glucoside derivative of aromadendrin.


Chemistry

(+)- Leucopelargonidin, (2''R'',3''S'',4''R'')-3,4,5,7,4'-pentahydroxyflavan, can be synthesized from (+)-aromadendrin by
sodium borohydride Sodium borohydride, also known as sodium tetrahydridoborate and sodium tetrahydroborate, is an inorganic compound with the formula Na BH4. This white solid, usually encountered as an aqueous basic solution, is a reducing agent that finds applica ...
reduction.


References

{{Flavanonol Flavanonols Resorcinols