
Dihydrostilbenoids (bibenzyls) are
natural phenol
In biochemistry, naturally occurring phenols are natural products containing at least one phenol functional group. Phenolic compounds are produced by plants and microorganisms. Organisms sometimes synthesize phenolic compounds in response to ecol ...
s formed from the dihydrostilbene (
bibenzyl) backbone.
Examples
Dihydro-resveratrol
Dihydro-resveratrol is a dihydrostilbenoid found in wine. It is also a metabolite of trans-resveratrol formed in the intestine by the hydrogenation of the double bond by microflora. It is also a non-cannabinoid estrogenic compound found in cann ...
is a natural phenol with a bibenzyl structure found in wine. It is also a metabolite of
trans-resveratrol formed in the intestine by the hydrogenation of the double bond by microflora.
Combretastatin and
combretastatin B-1
Combretastatin B-1 is a combretastatin and a dihydrostilbenoid. It can be found in '' Combretum afrum'', the Eastern Cape South African bushwillow tree or in '' Combretum kraussii'', the forest bushwillow.
It can be produced by selective hydro ...
are two dihydrostilbenoids found in ''
Combretum afrum
''Combretum afrum'', commonly known as Cape bushwillow, is a species of tree native to South Africa. It is endemic to the Cape Provinces.
Biochemistry
In ''C. afrum'', combretastatins A-1, A-4 and B-1 can be found.
Taxonomy
The etymology ...
'', an African tree.
Isonotholaenic acid
Isonotholaenic acid is a dihydrostilbenoid found in the Andean fern '' Argyrochosma nivea'' (formerly ''Notholaena nivea''). This compound shows an anti-chagasic activity.
References
Dihydrostilbenoids
Methoxy compounds
Carboxylic acids ...
is another dihydrostilbenoid found in the Andean fern ''
Argyrochosma nivea''.
Bibenzyls (
3,4'-dihydroxy-5,5'-dimethoxybibenzyl,
3,3'-dihydroxy-5-methoxybibenzyl (
batatasin III)) can be found in the orchid ''
Bulbophyllum vaginatum
''Bulbophyllum vaginatum'' is a species of orchid.
Phytochemistry
''Bulbophyllum vaginatum'' contains the two phenanthrenes, 4,9-dimethoxyphenanthrene-2,5-diol and 4,6-dimethoxyphenanthrene-2,3,7-triol, and the two dihydrophenanthrenes 4-methoxy ...
''.
Bis(bibenzyls) and
macrocyclic
Macrocycles are often described as molecules and ions containing a ring of twelve or more atoms. Classical examples include the crown ethers, calixarenes, porphyrins, and cyclodextrins. Macrocycles describe a large, mature area of chemistry.
...
bis(benzyls) can be found in bryophytes, such as the compounds
plagiochin E,
13,13'-O-isoproylidenericcardin D,
riccardin H,
marchantin E,
neomarchantin A,
marchantin A and
marchantin B in the Chinese liverwort ''
Marchantia polymorpha
''Marchantia polymorpha'' is a species of large thalloid liverwort in the class Marchantiopsida. ''M. polymorpha'' is highly variable in appearance and contains several subspecies. This species is dioicous, having separate male and female plants. ...
''. Prenylated bibenzyls can be isolated from the New Zealand liverwort ''
Marsupidium epiphytum
''Acrobolbus epiphytus'' is a liverwort species in the genus '' Acrobolbus''. It occurs in New Zealand.
Prenylated bibenzyls can be isolated from ''A. epiphytus''.
References
Jungermanniales
{{Bryophyte-stub ...
'' or from ''
Radula kojana
The radula (; : radulae or radulas) is an anatomical structure used by mollusks for feeding, sometimes compared to a tongue. It is a minutely toothed, chitinous ribbon, which is typically used for scraping or cutting food before the food enters ...
''.
One unique class of stilbenoid derivative was first isolated from ''
Scorzonera humilis
''Scorzonera humilis'', the viper's-grass, is a species of perennial plant. In Britain it is a rare plant, restricted to moist meadows, in Dorset and Warwick in England, and in South Wales.
One unique class of stilbenoid derivative was first iso ...
''. They were named the
tyrolobibenzyls after
Tyrol
Tyrol ( ; historically the Tyrole; ; ) is a historical region in the Alps of Northern Italy and western Austria. The area was historically the core of the County of Tyrol, part of the Holy Roman Empire, Austrian Empire and Austria-Hungary, f ...
in the eastern
Alps
The Alps () are some of the highest and most extensive mountain ranges in Europe, stretching approximately across eight Alpine countries (from west to east): Monaco, France, Switzerland, Italy, Liechtenstein, Germany, Austria and Slovenia.
...
, where the plant was collected.
References
External links
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{{Dihydrostilbenoid