Dihydrostilbenoid
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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 eco ...
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 canna ...
is a natural phenol with a bibenzyl structure found in wine. It is also a metabolite of
trans-resveratrol Resveratrol (3,5,4′-trihydroxy-''trans''-stilbene) is a stilbenoid, a type of natural phenol, and a phytoalexin produced by several plants in response to injury or when the plant is under attack by pathogens, such as bacteria or fungi. Sources ...
formed in the intestine by the hydrogenation of the double bond by microflora.
Combretastatin Combretastatin is a dihydrostilbenoid found in '' Combretum caffrum''. As a class Combretastatins are a class of natural phenols. A variety of different natural combretastatin molecules are present in the bark of '' Combretum caffrum'', commonly ...
and
combretastatin B-1 Combretastatin B-1 is a combretastatin and a dihydrostilbenoid Dihydrostilbenoids (bibenzyls) are natural phenols formed from the dihydrostilbene ( bibenzyl) backbone. Examples Dihydro-resveratrol is a natural phenol with a bibenzyl structure ...
are two dihydrostilbenoids found in ''Combretum caffrum'', an African tree. Isonotholaenic acid 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''. 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'' or from '' Radula kojana''. One unique class of stilbenoid derivative was first isolated from ''
Scorzonera humilis ''Scorzonera humilis'', the viper's-grass, is a 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 isolated from ...
''. They were named the tyrolobibenzyls after
Tyrol Tyrol (; historically the Tyrole; de-AT, Tirol ; it, Tirolo) is a historical region in the Alps - in Northern Italy and western Austria. The area was historically the core of the County of Tyrol, part of the Holy Roman Empire, Austrian Emp ...
in the eastern
Alps The Alps () ; german: Alpen ; it, Alpi ; rm, Alps ; sl, Alpe . are the highest and most extensive mountain range system that lies entirely in Europe, stretching approximately across seven Alpine countries (from west to east): France, Sw ...
, where the plant was collected.


References


External links

* {{Dihydrostilbenoid