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Epimedoside C
Phellamurin, a flavonoid, is the 7-O-β-D-glucopyranoside, 8-C-prenyl derivative of the flavan-on-ol Aromadendrin, and may be seen as the 7-O-glucoside of noricaritin. Being a flavanonol, it has two stereocenters on the C-ring, so four stereoisomers of phellamurin are possible. 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 ''Phellodendron amurense'' is a species of tree in the family Rutaceae, commonly called the Amur cork tree. It is a major source of '' huáng bò'' ( or 黄 檗), one of the 50 fundamental herbs used in traditional Chinese medicine. The Ainu peo ...''. References External links * Flavanonol glucosides Prenylflavonoids {{Aromatic-stub ...
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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 lipid anchors like the GPI anchor, though direct evidence of this has not been observed. Prenyl groups (also called isoprenyl groups, having one hydrogen atom more than isoprene) have been shown to be important for protein–protein binding through specialized prenyl-binding domains. Protein prenylation Protein prenylation involves the transfer of either a farnesyl or a geranylgeranyl moiety to C-terminal cysteine(s) of the target protein. There are three enzymes that carry out prenylation in the cell, farnesyl transferase, Caax protease and geranylgeranyl transferase I. Farnesylation is a type of prenylation, a post-translational modification of proteins by which an isoprenyl group is added to a cysteine residue. It is an important ...
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Dihydrokaempferol
Aromadendrin (aromodendrin or dihydrokaempferol) is a flavanonol, a type of flavonoid. It can be found in the wood of ''Pinus sibirica''. 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 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 soluti ...
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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. The name was originally given to plant products of this nature, in which the other part of the molecule was, in the greater number of cases, an aromatic aldehydic or phenolic compound (exceptions are Jinigrin and Jalapin or Scammonin). It has now been extended to include synthetic ethers, such as those obtained by acting on alcoholic glucose solutions with hydrochloric acid, and also the polysaccharoses, e.g. cane sugar, which appear to be ethers also. Although glucose is the most common sugar present in glucosides, many are known which yield rhamnose or iso-dulcite; these may be termed pentosides. Much attention has been given to the non-sugar parts (aglyca) of the molecules; the constitutions of many have been determined, and the compounds synthesi ...
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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) * Aromadedrin (or Dihydrokaempferol) * Engeletin (or Dihydrokaempferol-3-rhamnoside) Metabolism * Flavanone 3-dioxygenase * Flavonol synthase * Dihydroflavonol 4-reductase Glycosides Glycosides ( chrysandroside A and chrysandroside B) can be found in the roots of ''Gordonia chrysandra''. Xeractinol, a dihydroflavonol C-glucoside, can be isolated from the leaves of ''Paepalanthus argenteus var. argenteus''. Dihydro-flavonol glycosides ( astilbin, neoastilbin, isoastilbin, neoisoastilbin, (2''R'', 3''R'')-taxifolin-3'-''O''-β-D-pyranoglucoside) have been identified in the rhizome of ''Smilax glabra ''Smilax glabra'', sarsaparilla, is a plant species in the genus ''Smilax''. It is native to flora of China, China, the Himalayas, and In ...
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Aromadendrin
Aromadendrin (aromodendrin or dihydrokaempferol) is a flavanonol, a type of flavonoid. It can be found in the wood of ''Pinus sibirica''. 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 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 soluti ...
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Commiphora Africana
''Commiphora africana'', commonly called African myrrh, is a small deciduous tree belonging to the Burseraceae, a family akin to the Anacardiaceae, occurring widely over sub-Saharan Africa in Angola, Botswana, Burkina Faso, Chad, Eswatini, Eritrea, Ethiopia, Kenya, Mali, Mauritania, Mozambique, Namibia, Niger, Senegal, Somalia, South Africa, Sudan, Tanzania, Uganda, Zambia and Zimbabwe. On sandy soils this species sometimes forms pure stands, deserving consideration as a plant community or association. Closely related to ''C. glandulosa'', ''C. africana'' is usually some 5m tall, its branchlets often ending in spines. Its bark is grey-green, peeling to reveal a shiny surface, red when damaged, and then exuding bdellion, a clear, edible, aromatic gum ('Commiphora'='gum-bearing'). The leaves are trifoliate with a large terminal leaflet and two small side leaflets, bluntly toothed, and, as with most Commiphoras, pleasantly aromatic when crushed. Fruits are reddish, and about 6 ...
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Phellodendron Amurense
''Phellodendron amurense'' is a species of tree in the family Rutaceae, commonly called the Amur cork tree. It is a major source of '' huáng bò'' ( or 黄 檗), one of the 50 fundamental herbs used in traditional Chinese medicine. The Ainu people used this plant, called shikerebe-ni, as a painkiller. It is known as ''hwangbyeok'' in Korean and (キハダ) ''kihada'' in Japanese. It is native to eastern Asia: northern China, northeast China, Korea, Ussuri, Amur, and Japan, the Amur cork tree is considered invasive in many parts of North America. The State of Massachusetts lists it as a noxious weed.Bruce Marlin''Phellodendron amurense''/ref> Medicinal use It has been used as a Chinese traditional medicine for the treatment of meningitis, bacillary dysentery, pneumonia, tuberculosis, tumours, jaundice and liver cirrhosis. Used orally to treat abdominal pain, diarrhoea, gastroenteritis and urinary tract infections. ''Phellodendron amurense'' may protect cartilage against os ...
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