Absinthin
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Absinthin
Absinthin is a naturally produced triterpene lactone from the plant ''Artemisia absinthium'' ( Wormwood). It constitutes one of the most bitter chemical agents responsible for absinthe's distinct taste. The compound shows biological activity and has shown promise as an anti-inflammatory agent, and should not to be confused with thujone, a neurotoxin also found in ''Artemisia absinthium''. Chemical Structure Absinthin's (1) complex structure is classified as a sesquiterpene lactone, meaning it belongs to a large category of natural products chemically derived from 5-carbon "building blocks" (3) derived from isoprene (4). The complete structure consists of two identical monomers (2) that are attached via a suspected naturally occurring Diels Alder reaction occurring at the alkenes on the 5-membered ring of the guaianolide. : Total synthesis Total synthesis of (+)-Absinthin was conducted in 2004 by Zhang, et al. The final yield reported for the synthesis was 18.6% over a course of 1 ...
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Absinthin Biosynthesis3
Absinthin is a naturally produced triterpene lactone from the plant ''Artemisia absinthium'' ( Wormwood). It constitutes one of the most bitter chemical agents responsible for absinthe's distinct taste. The compound shows biological activity and has shown promise as an anti-inflammatory agent, and should not to be confused with thujone, a neurotoxin also found in ''Artemisia absinthium''. Chemical Structure Absinthin's (1) complex structure is classified as a sesquiterpene lactone, meaning it belongs to a large category of natural products chemically derived from 5-carbon "building blocks" (3) derived from isoprene (4). The complete structure consists of two identical monomers (2) that are attached via a suspected naturally occurring Diels Alder reaction occurring at the alkenes on the 5-membered ring of the guaianolide. : Total synthesis Total synthesis of (+)-Absinthin was conducted in 2004 by Zhang, et al. The final yield reported for the synthesis was 18.6% over a course of 1 ...
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Absinthin Components
Absinthin is a naturally produced triterpene lactone from the plant ''Artemisia absinthium'' ( Wormwood). It constitutes one of the most bitter chemical agents responsible for absinthe's distinct taste. The compound shows biological activity and has shown promise as an anti-inflammatory agent, and should not to be confused with thujone, a neurotoxin also found in ''Artemisia absinthium''. Chemical Structure Absinthin's (1) complex structure is classified as a sesquiterpene lactone, meaning it belongs to a large category of natural products chemically derived from 5-carbon "building blocks" (3) derived from isoprene (4). The complete structure consists of two identical monomers (2) that are attached via a suspected naturally occurring Diels Alder reaction occurring at the alkenes on the 5-membered ring of the guaianolide. : Total synthesis Total synthesis of (+)-Absinthin was conducted in 2004 by Zhang, et al. The final yield reported for the synthesis was 18.6% over a course of 1 ...
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Absinthin Totalsynthesis
Absinthin is a naturally produced triterpene lactone from the plant ''Artemisia absinthium'' ( Wormwood). It constitutes one of the most bitter chemical agents responsible for absinthe's distinct taste. The compound shows biological activity and has shown promise as an anti-inflammatory agent, and should not to be confused with thujone, a neurotoxin also found in ''Artemisia absinthium''. Chemical Structure Absinthin's (1) complex structure is classified as a sesquiterpene lactone, meaning it belongs to a large category of natural products chemically derived from 5-carbon "building blocks" (3) derived from isoprene (4). The complete structure consists of two identical monomers (2) that are attached via a suspected naturally occurring Diels Alder reaction occurring at the alkenes on the 5-membered ring of the guaianolide. : Total synthesis Total synthesis of (+)-Absinthin was conducted in 2004 by Zhang, et al. The final yield reported for the synthesis was 18.6% over a course of 1 ...
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Artemisia Absinthium
''Artemisia absinthium'' (wormwood, grand wormwood, absinthe, absinthium, absinthe wormwood, mugwort, wermout, wermud, wormit, wormod) is a species of ''Artemisia'', native to temperate regions of Eurasia and North Africa, and widely naturalized in Canada and the northern United States. It is grown as an ornamental plant and is used as an ingredient in the spirit absinthe and some other alcoholic beverages. Etymology ''Artemisia'' comes from Ancient Greek ἀρτεμισία, from Ἄρτεμις (Artemis). In Hellenistic culture, Artemis was a goddess of the hunt, and protector of the forest and children. The name ''absinthum'' comes from the Ancient Greek ἀψίνθιον, meaning the same. An alternative derivation is that the genus was named after Queen Artemisia, who was the wife and sister of Mausolus, ruler of Caria. The word "wormwood" may come from Middle English ''wormwode'' or ''wermode''. Webster's Third New International Dictionary attributes the etymology to Old ...
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Absinthe
Absinthe (, ) is an anise-flavoured spirit derived from several plants, including the flowers and leaves of ''Artemisia absinthium'' ("grand wormwood"), together with green anise, sweet fennel, and other medicinal and culinary herbs. Historically described as a highly alcoholic spirit, it is 45–74% Alcohol by volume, ABV or 90–148 proof US. Absinthe traditionally has a natural green color, but may also be colorless. It is commonly referred to in historical literature as ' ("the green fairy"). It is sometimes mistakenly referred to as a liqueur, but is not traditionally bottled with added sugar, so is classified as a spirit. Absinthe is traditionally bottled at a high level of alcohol by volume, but it is normally diluted with water before being consumed. Absinthe originated in the canton of Neuchâtel in Switzerland in the late 18th century. It rose to great popularity as an alcoholic drink in late 19th- and early 20th-century France, particularly among Parisian artists and ...
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Absinthe
Absinthe (, ) is an anise-flavoured spirit derived from several plants, including the flowers and leaves of ''Artemisia absinthium'' ("grand wormwood"), together with green anise, sweet fennel, and other medicinal and culinary herbs. Historically described as a highly alcoholic spirit, it is 45–74% Alcohol by volume, ABV or 90–148 proof US. Absinthe traditionally has a natural green color, but may also be colorless. It is commonly referred to in historical literature as ' ("the green fairy"). It is sometimes mistakenly referred to as a liqueur, but is not traditionally bottled with added sugar, so is classified as a spirit. Absinthe is traditionally bottled at a high level of alcohol by volume, but it is normally diluted with water before being consumed. Absinthe originated in the canton of Neuchâtel in Switzerland in the late 18th century. It rose to great popularity as an alcoholic drink in late 19th- and early 20th-century France, particularly among Parisian artists and ...
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Guaianolide
In organic chemistry, a guaianolide is a type of sesquiterpene lactone consisting of a gamma-lactone and either a cyclopentane or cyclopentene, both fused to a central cycloheptane or cycloheptene structure. There are two subclasses, structural isomers differing in the location that part of the lactone is bonded to the central ring, known as 6,12-guaianolides and 8,12-guaianolides. Because some of the natural products in this class of tricyclic phytochemical have been found to be potentially biologically active, there has been interest in their chemical syntheses. The full biosynthetic origin of most of the known guaianolides has not been established, but the pathway is generally presumed to begin with the formation of a germacrene Germacrenes are a class of volatile organic hydrocarbons, specifically, sesquiterpenes. Germacrenes are typically produced in a number of plant species for their antimicrobial and insecticidal properties, though they also play a role as insect ph .. ...
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Diels Alder
Diels is the last name of several people: * Rudolf Diels (1900–1957), German politician * Otto Diels (1876–1954), German scientist noted for his work on the Diels–Alder reaction * Ludwig Diels (1874–1945), German botanist * Hermann Diels Hermann Alexander Diels (; 18 May 1848 – 4 June 1922) was a German classical scholar, who was influential in the area of early Greek philosophy and is known for his standard work ''Die Fragmente der Vorsokratiker''. Diels helped to import the ...
(1848–1922), German classical scholar {{surname ...
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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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Santonin
Santonin is a drug which was widely used in the past as an anthelminthic. It is an organic compound consisting of colorless flat prisms, turning slightly yellow from the action of light and soluble in alcohol, chloroform and boiling water. According to the US Pharmacopoeia, santonin occurs "in colorless, shining, flattened, prismatic crystals, odorless and nearly tasteless when first put in the mouth, but afterward developing a bitter taste; not altered by exposure to air, but turning yellow on exposure to light. Nearly insoluble in cold water; soluble in 40 parts of alcohol at 15 °C. (59 °F.), in 250 parts of boiling water, and in 8 parts of boiling alcohol; also soluble in 140 parts of ether, in 4 parts of chloroform, and in solutions of caustic alkalies. When heated to 170 °C. (338 °F.), santonin melts, and forms, if rapidly cooled, an amorphous mass, which instantly crystallizes oil coming in contact with a minute quantity of one of its solvents. At a hi ...
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Isoprene
Isoprene, or 2-methyl-1,3-butadiene, is a common volatile organic compound with the formula CH2=C(CH3)−CH=CH2. In its pure form it is a colorless volatile liquid. Isoprene is an unsaturated hydrocarbon. It is produced by many plants and animals (including humans) and its polymers are the main component of natural rubber. C. G. Williams named the compound in 1860 after obtaining it from thermal decomposition (pyrolysis) of natural rubber; he correctly deduced the empirical formula C5H8. Natural occurrences Isoprene is produced and emitted by many species of trees (major producers are oaks, poplars, eucalyptus, and some legumes). Yearly production of isoprene emissions by vegetation is around 600 million metric tons, half from tropical broadleaf trees and the remainder primarily from shrubs. This is about equivalent to methane emissions and accounts for around one-third of all hydrocarbons released into the atmosphere. In deciduous forests, isoprene makes up approximately 80% o ...
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Thujone
Thujone () is a ketone and a monoterpene that occurs predominantly in two diastereomeric (epimeric) forms: (−)-α-thujone and (+)-β-thujone. Though it is best known as a chemical compound in the spirit absinthe, it is unlikely to be responsible for absinthe's alleged stimulant and psychoactive effects due to the small quantities present. Thujone acts on the neurotransmitter gamma-aminobutyric acid (GABA) as an antagonist (opposite to the effects of alcohol). As a competitive antagonist of GABA, thujone alone is considered to be convulsant, though by interfering with the inhibitory transmitter GABA, it may convey stimulating, mood-elevating effects at low doses. It is also used in perfumery as a component of several essential oils. In addition to the naturally occurring (−)-α-thujone and (+)-β-thujone, two other forms are possible: (+)-α-thujone and (−)-β-thujone. In 2016, they were found in nature as well, in ''Salvia officinalis''. File:(-)-alpha-Thujon.svg, (−) ...
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