Stilbenoids are hydroxylated derivatives of stilbene. They have a C6–C2–C6 structure. In biochemical terms, they belong to the family of and share most of their biosynthesis pathway with Chalconoid.
Chemistry
Stilbenoids are
hydroxylated derivatives of
stilbene and have a C
6–C
2–C
6 structure. They belong to the family of
and share most of their
biosynthesis pathway with
Chalconoid.
Under UV irradiation, stilbene and its derivatives undergo intramolecular cyclization, called stilbene photocyclization to form dihydrophenanthrenes. Oligomeric forms are known as
.
Types
- Aglycones
- Glycosides
-
Astringin in the bark of Norway spruce
-
Piceid is a resveratrol derivative in grape juices
Production
Stilbenoids are produced in various plants, for example they are secondary products of
heartwood formation in trees that can act as
phytoalexins. Another example is
resveratrol, an antifungal which is found in
and which has been suggested to have health benefits.
[
] Ampelopsin A and
Ampelopsin B are resveratrol dimers produced in porcelain berry.
A bacterial stilbenoid, ( E)-3,5-dihydroxy-4-isopropyl- trans-stilbene, is produced by Photorhabdus which is a bacterial symbiont of insect nematodes called Heterorhabditis.
Stilbenoids are secondary metabolites present in Cannabis sativa.
Properties
Phytoalexins have been suggested by some studies to be responsible for resistance to some tree diseases, such as
pine wilt.
See also
-
, many are stilbenoids
-
Dihydrostilbenoids, no double bond on the bridge
-
List of antioxidants in food
-
List of phytochemicals in food
-
Phytochemistry
-
Secondary metabolites
-
Stilbestrol
Books
