Salsoline
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Salsoline
Salsoline is a tetrahydroisoquinoline alkaloid found in some plants of the genus '' Salsola''. Salsoline is the monomethylated metabolite of salsolinol which has been thought to contribute to Parkinson's disease Parkinson's disease (PD), or simply Parkinson's, is a long-term degenerative disorder of the central nervous system that mainly affects the motor system. The symptoms usually emerge slowly, and as the disease worsens, non-motor symptoms becom .... Also, this has been tied to the neuropathology of chronic alcoholism. Related compounds Some examples of compounds that are similar to salsoline include salsolinol, isosalsoline, norsalsolinol, and carboxysalsolinol. Reactions These types of compounds are able to undergo addition reactions in which additions can happen to the nitrogenous ring. Also, it is possible for the ring to break open. In the presence of NaBH4 or H2SO4, this structure may be able to undergo carbonyl chemistry, if present, and other reactions ...
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Alkaloid
Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar structure may also be termed alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and, more rarely, other elements such as chlorine, bromine, and phosphorus.Chemical Encyclopedia: alkaloids
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Alkaloids are produced by a large variety of organisms including , , Medicinal plant, plants, an ...
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Tetrahydroisoquinoline
Tetrahydroisoquinoline (TIQ or THIQ) is an organic compound with the chemical formula C9H11N. Classified as a secondary amine, it is derived from isoquinoline by hydrogenation. It is a colorless viscous liquid that is miscible with most organic solvents. The tetrahydroisoquinoline skeleton is encountered in a number of bioactive compounds and drugs. Reactions As a secondary amine, tetrahydroisoquinoline has weakly basic properties and forms salts with strong acids. It can be dehydrogenated to give isoquinoline and hydrogenated to decahydroisoquinoline. Like other secondary amines, tetrahydroisoquinoline can be oxidized to the corresponding nitrone using hydrogen peroxide, catalyzed by selenium dioxide. Toxicology Tetrahydroisoquinoline derivatives may be formed in the body as metabolites of some drugs, and this was once thought to be involved in the development of alcoholism. This theory has now been discredited and is no longer generally accepted by the scientific community, ...
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Salsola
''Salsola'' is a genus of the subfamily Salsoloideae in the family Amaranthaceae. The genus ''sensu stricto'' is distributed in central and southwestern Asia, North Africa, and the Mediterranean. A common name of various members of this genus and related genera is saltwort, for their salt tolerance. The genus name ''Salsola'' is from the Latin ''salsus'', meaning "salty". Description The species of ''Salsola'' are mostly subshrubs, shrubs, small trees, and rarely annuals. The leaves are mostly alternate, rarely opposite, simple, and entire. The bisexual flowers have five tepals and five stamens. The pistil ends in two stigmata. The fruit is spherical with a spiral embryo and no perisperm. Systematics The genus name ''Salsola'' was first published in 1753 by Linnaeus in ''Species Plantarum''. The type species is ''Salsola soda'' L. The genus ''Salsola'' belongs to the tribe Salsoleae ''s.s.'' of the subfamily Salsoloideae in the family Amaranthaceae. The genus was recircumscrib ...
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Salsolinol
Salsolinol is a chemical compound derived from dopamine which plays a role in neurotransmission and is neurotoxic. It has been linked to dopamine-related disorders including Parkinson's disease and alcohol use disorder. It is both synthesized in the human body and ingested in several common dietary sources. Chemistry and structure Salsolinol is a catechol isoquinoline which is a yellow solid at room temperature. Salsolinol, as a chiral molecule, comes in two enantiomers: (''R'')-salsolinol and (''S'')-salsolinol. The two may have different biological effects. The racemate can be synthesized via a Pictet-Spengler reaction. A chemoenzymatic, enantioselective synthesis of the (''R'')-enantiomer has also been reported. Salsolinol has been used as a starting material to prepare some tetrahydroisoquinoline-based prospective drugs. Biochemistry Natural occurrence Salsolinol is found in several edible plants, most prominently bananas and cocoa products as well as beer. Other pla ...
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Parkinson's Disease
Parkinson's disease (PD), or simply Parkinson's, is a long-term degenerative disorder of the central nervous system that mainly affects the motor system. The symptoms usually emerge slowly, and as the disease worsens, non-motor symptoms become more common. The most obvious early symptoms are tremor, rigidity, slowness of movement, and difficulty with walking. Cognitive and behavioral problems may also occur with depression, anxiety, and apathy occurring in many people with PD. Parkinson's disease dementia becomes common in the advanced stages of the disease. Those with Parkinson's can also have problems with their sleep and sensory systems. The motor symptoms of the disease result from the death of cells in the substantia nigra, a region of the midbrain, leading to a dopamine deficit. The cause of this cell death is poorly understood, but involves the build-up of misfolded proteins into Lewy bodies in the neurons. Collectively, the main motor symptoms are also known as ...
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Norsalsolinol
Norsalsolinol is a chemical compound that is produced naturally in the body through metabolism of dopamine. It has been shown to be a selective dopaminergic neurotoxin, and has been suggested as a possible cause of neurodegenerative conditions such as Parkinson's disease and the brain damage associated with alcoholism, although evidence for a causal relationship is unclear. (R)-Salsolinol which has been shown to be a product of ethanol metabolism, stereospecifically induces behavioral sensitization and leads to excessive alcohol intake in rats See also * 6-Hydroxydopamine * MPTP * Rotenone Rotenone is an odorless, colorless, crystalline isoflavone used as a broad-spectrum insecticide, piscicide, and pesticide. It occurs naturally in the seeds and stems of several plants, such as the jicama vine plant, and the roots of several member ... References Tetrahydroisoquinolines Catechols {{nervous-system-drug-stub ...
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Tetrahydroisoquinolines
Tetrahydroisoquinoline (TIQ or THIQ) is an organic compound with the chemical formula C9H11N. Classified as a secondary amine, it is derived from isoquinoline by hydrogenation. It is a colorless viscous liquid that is miscible with most organic solvents. The tetrahydroisoquinoline skeleton is encountered in a number of bioactive compounds and drugs. Reactions As a secondary amine, tetrahydroisoquinoline has weakly basic properties and forms salts with strong acids. It can be dehydrogenated to give isoquinoline and hydrogenated to decahydroisoquinoline. Like other secondary amines, tetrahydroisoquinoline can be oxidized to the corresponding nitrone using hydrogen peroxide, catalyzed by selenium dioxide. Toxicology Tetrahydroisoquinoline derivatives may be formed in the body as metabolites of some drugs, and this was once thought to be involved in the development of alcoholism. This theory has now been discredited and is no longer generally accepted by the scientific community, ...
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Methoxy Compounds
In organic chemistry, a methoxy group is the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula . On a benzene ring, the Hammett equation classifies a methoxy substituent at the ''para'' position as an electron-donating group, but as an electron-withdrawing group if at the ''meta'' position. At the ''ortho'' position, steric effects are likely to cause a significant alteration in the Hammett equation prediction which otherwise follows the same trend as that of the ''para'' position. Occurrence The simplest of methoxy compounds are methanol and dimethyl ether. Other methoxy ethers include anisole and vanillin. Many alkoxides contain methoxy groups, e.g. tetramethyl orthosilicate and titanium methoxide. Such compounds are often classified as methoxides. Esters with a methoxy group can be referred to as methyl esters, and the —COOCH3 substituent is called a methoxycarbonyl. Biosynthesis In nature, methoxy groups are found on nucleosi ...
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