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Pedunculagin
Pedunculagin is an ellagitannin. It is formed from casuarictin via the loss of a gallate group. Natural occurrence Pedunculagin is found in plants in orders in the clade Rosidae. It can be found the pericarp of pomegranates (''Punica granatum''), in the family Lythraceae, in the order Myrtales. It is also found in plants in the order Fagales such as walnuts (''Juglans regia'') in the family Juglandaceae, in '' Alnus sieboldiana'' and in the Manchurian alder ('' Alnus hirsuta var. microphylla''), both species in the family Betulaceae and it is one of the main oak wood ellagitannins along with castalagin, vescalagin, grandinin and roburins A-E (genus ''Quercus'', in the family Fagaceae). It is also found in the Indian gooseberry (''Phyllanthus emblica''), a plant in the family Phyllanthaceae, in the order Malpighiales. Galloyl pedunculagin can be found in '' Platycarya strobilacea''. Research Pedunculagin is a highly active carbonic anhydrase inhibitor ''in vitro''. Chem ...
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Casuarictin
Casuarictin is an ellagitannin, a type of hydrolysable tannin. It can be found in ''Casuarina'' and ''Stachyurus'' species.Tannins of Casuarina and Stachyurus species. I: Structures of pendunculagin, casuarictin, strictinin, casuarinin, casuariin, and stachyurin. Okuda T., Yoshida T., Ashida M. and Yazaki K., Journal of the Chemical Society, 1983, number 8, pages 1765-1772, It is formed from two hexahydroxydiphenic acid units and one gallic acid unit linked to a glucose molecule. The molecule is formed from tellimagrandin II, itself formed from pentagalloyl glucose via oxidation. Casuarictin is transformed into pedunculagin via loss of a gallate group, and further into castalagin Castalagin is an ellagitannin, a type of hydrolyzable tannin, found in oak and chestnut wood and in the stem barks of '' Anogeissus leiocarpus'' and ''Terminalia avicennoides''. Castalagin is the diastereomer of vescalagin in C-1 of the glycosidi ... via glucose pyranose ring opening. Oligomers Sa ...
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Platycarya Strobilacea
''Platycarya strobilacea'' is a species of flowering plant in the family Juglandaceae, formerly treated as comprising the single living species in ''Platycarya'', though a second living species '' Platycarya longzhouensis'' is now recognized. It is native to eastern Asia in China, Korea, and Japan.Flora of China''Platycarya''/ref>Flora of China''Platycarya strobilacea''/ref> It is a deciduous tree growing to 15 m tall. The leaves are usually pinnate, 15–30 cm long with 7–15 leaflets (rarely simple, or with up to 23 leaflets), the terminal leaflet present; the leaflets are 3–11 cm long and 1.5–3.5 cm broad. The flowers are catkins; the male (pollen) catkins are 2–15 cm long, the female catkins 2.5–5 cm long at maturity, hard and woody, superficially resembling a conifer cone A conifer cone (in formal botanical usage: strobilus, plural strobili) is a seed-bearing organ on gymnosperm plants. It is usually woody, ovoid to globular, in ...
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Walnut
A walnut is the edible seed of a drupe of any tree of the genus ''Juglans'' (family Juglandaceae), particularly the Persian or English walnut, '' Juglans regia''. Although culinarily considered a "nut" and used as such, it is not a true botanical nut. After full ripening, the shell is discarded and the kernel is eaten. Nuts of the eastern black walnut (''Juglans nigra'') and butternuts ('' Juglans cinerea'') are less commonly consumed. Characteristics Walnuts are rounded, single-seeded stone fruits of the walnut tree commonly used for food after fully ripening between September and November, in which the removal of the husk at this stage reveals a browning wrinkly walnut shell, which is usually commercially found in two segments (three or four-segment shells can also form). During the ripening process, the husk will become brittle and the shell hard. The shell encloses the kernel or meat, which is usually made up of two halves separated by a membranous partition. The ...
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Alnus Sieboldiana
''Alnus sieboldiana'' (オオバヤシャブシ in Japanese) is an alder species found on the islands of Honshū, Shikoku, and Suwanose-jima in Japan. ''A. sieboldiana'' contains the ellagitannins alnusiin, tellimagrandin I, pedunculagin, casuarinin, casuariin and 2,3-O-(S)-hexahydroxydiphenoyl-D-glucose. The Latin specific epithet ''sieboldiana'' refers to German physician and botanist Philipp Franz von Siebold Philipp Franz Balthasar von Siebold (17 February 1796 – 18 October 1866) was a German physician, botanist and traveler. He achieved prominence by his studies of Japanese flora and fauna and the introduction of Western medicine in Japan. He w ... (1796–1866).D. Gledhill References External links sieboldiana Endemic flora of Japan Plants described in 1902 Trees of Japan {{Fagales-stub ...
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Phyllanthus Emblica
''Phyllanthus emblica'', also known as emblic, emblic myrobalan, myrobalan, Indian gooseberry, Malacca tree, or amla, from the Sanskrit आमलकी (āmalakī), is a deciduous tree of the family Phyllanthaceae. Its native range is tropical and southern Asia. Plant morphology and harvesting The tree is small to medium in size, reaching in height. The branchlets are not glabrous or finely pubescent, long, usually deciduous; the leaves are simple, subsessile and closely set along branchlets, light green, resembling pinnate leaves. The flowers are greenish-yellow. The fruit is nearly spherical, light greenish-yellow, quite smooth and hard on appearance, with six vertical stripes or furrows. The fruit is up to in diameter, and, while the fruit of wild plants weigh approximately , cultivated fruits average to Ripening in autumn, the berries are harvested by hand after climbing to upper branches bearing the fruits. The taste of Indian emblic is sour, bitter and astringent, ...
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Carbonic Anhydrase Inhibitor
Carbonic anhydrase inhibitors are a class of pharmaceuticals that suppress the activity of carbonic anhydrase. Their clinical use has been established as anti-glaucoma agents, diuretics, antiepileptics, in the management of mountain sickness, gastric and duodenal ulcers, idiopathic intracranial hypertension, neurological disorders, or osteoporosis. Medical uses Carbonic anhydrase inhibitors are primarily used for the treatment of glaucoma. They may also be used to treat seizure disorder and acute mountain sickness. Because they encourage solubilization and excretion of uric acid, they can be used in the treatment of gout. Glaucoma Acetazolamide is an inhibitor of carbonic anhydrase. It is used for glaucoma, epilepsy (rarely), idiopathic intracranial hypertension, and altitude sickness. For the reduction of intraocular pressure (IOP), acetazolamide inactivates carbonic anhydrase and interferes with the sodium pump, which decreases aqueous humor formation and thus lowers ...
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Ellagitannin
The ellagitannins are a diverse class of hydrolyzable tannins, a type of polyphenol formed primarily from the oxidative linkage of galloyl groups in 1,2,3,4,6-pentagalloyl glucose. Ellagitannins differ from gallotannins, in that their galloyl groups are linked through C-C bonds, whereas the galloyl groups in gallotannins are linked by depside bonds. Ellagitannins contain various numbers of hexahydroxydiphenoyl units, as well as galloyl units and/or sanguisorboyl units bounded to sugar moiety. In order to determine the quantity of every individual unit, the hydrolysis of the extracts with trifluoroacetic acid in methanol/water system is performed. Hexahydroxydiphenic acid, created after hydrolysis, spontaneously lactonized to ellagic acid, and sanguisorbic acid to sanguisorbic acid dilactone, while gallic acid remains intact. Ellagitannins generally form macrocycles, whereas gallotannins do not. Examples * Castalagin * Castalin * Casuarictin * Grandinin * Oeno ...
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Total Synthesis
Total synthesis is the complete chemical synthesis of a complex molecule, often a natural product, from simple, commercially-available precursors. It usually refers to a process not involving the aid of biological processes, which distinguishes it from semisynthesis. Syntheses may sometimes conclude at a precursor with further known synthetic pathways to a target molecule, in which case it is known as a formal synthesis. Total synthesis target molecules can be natural products, medicinally-important active ingredients, known intermediates, or molecules of theoretical interest. Total synthesis targets can also be organometallic or inorganic, though these are rarely encountered. Total synthesis projects often require a wide diversity of reactions and reagents, and subsequently requires broad chemical knowledge and training to be successful. Often, the aim is to discover a new route of synthesis for a target molecule for which there already exist known routes. Sometimes, however, no ...
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Ellagitannins
The ellagitannins are a diverse class of hydrolyzable tannins, a type of polyphenol formed primarily from the oxidative linkage of galloyl groups in 1,2,3,4,6-pentagalloyl glucose. Ellagitannins differ from gallotannins, in that their galloyl groups are linked through C-C bonds, whereas the galloyl groups in gallotannins are linked by depside bonds. Ellagitannins contain various numbers of hexahydroxydiphenoyl units, as well as galloyl units and/or sanguisorboyl units bounded to sugar moiety. In order to determine the quantity of every individual unit, the hydrolysis of the extracts with trifluoroacetic acid in methanol/water system is performed. Hexahydroxydiphenic acid, created after hydrolysis, spontaneously lactonized to ellagic acid, and sanguisorbic acid to sanguisorbic acid dilactone, while gallic acid remains intact. Ellagitannins generally form macrocycles, whereas gallotannins do not. Examples * Castalagin * Castalin * Casuarictin * Grandinin * Oenothein B ...
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Terflavin B
Terflavin B is an ellagitannin, a type of hydrolysable tannin. It can be found in ''Myrobalanus chebula'' (''Terminalia chebula''), the black chebulic, and in ''Terminalia catappa'', the Indian almond. It is formed from a nonahydroxytriphenic acid dilactone and a gallic acid Gallic acid (also known as 3,4,5-trihydroxybenzoic acid) is a trihydroxybenzoic acid with the formula C6 H2( OH)3CO2H. It is classified as a phenolic acid. It is found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. I ... linked to a glucose molecules. References Ellagitannins {{aromatic-stub ...
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Isomer
In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers. Isomers do not necessarily share similar chemical or physical properties. Two main forms of isomerism are structural or constitutional isomerism, in which ''bonds'' between the atoms differ; and stereoisomerism or spatial isomerism, in which the bonds are the same but the ''relative positions'' of the atoms differ. Isomeric relationships form a hierarchy. Two chemicals might be the same constitutional isomer, but upon deeper analysis be stereoisomers of each other. Two molecules that are the same stereoisomer as each other might be in different conformational forms or be different isotopologues. The depth of analysis depends on the field of study or the chemical and physical properties of interest. The English word "isomer" () is a back ...
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Galloyl Pedunculagin
Gallic acid (also known as 3,4,5-trihydroxybenzoic acid) is a trihydroxybenzoic acid with the formula C6 H2( OH)3CO2H. It is classified as a phenolic acid. It is found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. It is a white solid, although samples are typically brown owing to partial oxidation. Salts and esters of gallic acid are termed "gallates". Isolation and derivatives Gallic acid is easily freed from gallotannins by acidic or alkaline hydrolysis. When heated with concentrated sulfuric acid, gallic acid converts to rufigallol. Hydrolyzable tannins break down on hydrolysis to give gallic acid and glucose or ellagic acid and glucose, known as gallotannins and ellagitannins, respectively. Biosynthesis Gallic acid is formed from 3-dehydroshikimate by the action of the enzyme shikimate dehydrogenase to produce 3,5-didehydroshikimate. This latter compound aromatizes. Reactions Oxidation and oxidative coupling Alkaline solutions of gallic ...
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