Aromadedrin
Encyclopedia
Aromadedrin is a flavanonol
Flavanonol
The flavanonols are a class of flavonoids that use the 3-hydroxy-2,3-dihydro-2-phenylchromen-4-one backbone.Some examples include:* Taxifolin...

, a type of flavonoid
Flavonoid
Flavonoids , are a class of plant secondary metabolites....

. It can be found in the wood of Pinus sibirica.

Metabolism

The enzyme dihydrokaempferol 4-reductase
Dihydrokaempferol 4-reductase
In enzymology, a dihydrokaempferol 4-reductase is an enzyme that catalyzes the chemical reactionThus, the two substrates of this enzyme are cis-3,4-leucopelargonidin and NADP+, whereas its 3 products are -dihydrokaempferol, NADPH, and H+....

 uses cis-3,4-leucopelargonidin
Leucopelargonidin
Leucopelargonidin is a colorless chemical compound related to leucoanthocyanins. It can be found in Albizia lebbeck , in the fruit of Anacardium occidentale , in the fruit of Areca catechu , in the fruit of Hydnocarpus wightiana , in the rhizome of Rumex hymenosepalus , in Zea Mays and...

 and NADP+
Nicotinamide adenine dinucleotide phosphate
Nicotinamide adenine dinucleotide phosphate, abbreviated NADP or TPN in older notation , is a coenzyme used in anabolic reactions, such as lipid and nucleic acid synthesis, which require NADPH as a reducing agent....

 to produce (+)-aromadedrin, NADPH, and H+.

Glycosides

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

Phellamurin
Phellamurin
Phellamurin is a flavanonol, a type of flavonoid. It can be found in Commiphora africana and in Phellodendron amurense.-Related compounds:6"′-O-acetyl phellamurin is found in the leaves of Phellodendron japonicum....

 is the 8-prenyl 7-glucoside
Glucoside
A glucoside is a glycoside that is derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolysed by purely chemical means, or decomposed by fermentation or enzymes....

 derivative of aromadendrin.

Chemistry

(+)-Leucopelargonidin
Leucopelargonidin
Leucopelargonidin is a colorless chemical compound related to leucoanthocyanins. It can be found in Albizia lebbeck , in the fruit of Anacardium occidentale , in the fruit of Areca catechu , in the fruit of Hydnocarpus wightiana , in the rhizome of Rumex hymenosepalus , in Zea Mays and...

, (2R,3S,4R)-3,4,5,7,4-pentahydroxyflavan, can be synthesized from (+)-aromadendrin by sodium borohydride
Sodium borohydride
Sodium borohydride, also known as sodium tetrahydridoborate, is an inorganic compound with the formula NaBH4. This white solid, usually encountered as a powder, is a versatile reducing agent that finds wide application in chemistry, both in the laboratory and on a technical scale. Large amounts are...

reduction.
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