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Coumarin Derivatives
Coumarin derivatives are derivatives of coumarin and are considered phenylpropanoids. Among the most important derivatives are the 4-hydroxycoumarins, which exhibit anticoagulant properties, a characteristic not present for coumarin itself. Some naturally occurring coumarin derivatives include umbelliferone (7-hydroxycoumarin), aesculetin (6,7-dihydroxycoumarin), herniarin (7-methoxycoumarin), psoralen and imperatorin. 4-Phenylcoumarin is the backbone of the neoflavones, a type of neoflavonoids. Coumarin pyrazole hybrids have been synthesized from hydrazones, carbazones and thiocarbazones via Vilsmeier Haack formylation reaction. Compounds derived from coumarin are also called coumarins or coumarinoids; this family includes: * brodifacoum * bromadiolone * difenacoum * auraptene * ensaculin * phenprocoumon (Marcoumar) * PSB-SB-487 * PSB-SB-1202 * scopoletin can be isolated from the bark of ''Shorea pinanga'' * warfarin (Coumadin) Coumarin is transformed into the natural ant ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Coumarin Acsv
Coumarin () or 2''H''-chromen-2-one is an aromatic organic chemical compound with formula . Its molecule can be described as a benzene molecule with two adjacent hydrogen atoms replaced by an unsaturated lactone ring , forming a second six-membered heterocycle that shares two carbons with the benzene ring. It belongs to the benzopyrone chemical class and is considered a lactone. Coumarin is a colorless crystalline solid with a sweet odor resembling the scent of vanilla and a bitter taste. It is found in many plants, where it may serve as a chemical defense against predators. While coumarin is not an anticoagulant, its 3-alkyl-4-hydroxy derivatives, such as the fungal metabolite dicoumarol, inhibit synthesis of vitamin K, a key component in blood clotting. A related compound, the prescription drug anticoagulant warfarin, is used to inhibit formation of blood clots, deep vein thrombosis, and pulmonary embolism. Etymology Coumarin is derived from , the French word for the tonka ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Auraptene
Auraptene is a natural bioactive monoterpene coumarin ether. It was first isolated from members of the genus ''Citrus ''Citrus'' is a genus of flowering trees and shrubs in the family Rutaceae. Plants in the genus produce citrus fruits, including important crops such as oranges, mandarins, lemons, grapefruits, pomelos, and limes. ''Citrus'' is nativ ...''. Auraptene has shown some effect as a chemopreventative agent against cancers of liver, skin, tongue, esophagus, and colon in rodent models.Curini, M., Carvotto, G., Epifano, F. and Giannone, G. "Chemistry and Biological Activity of Natural and Synthetic Prenyloxycoumarins"(2006). ''Current Medicinal Chemistry'', 13, 199-222. See also * C19H22O3 References {{coumarin Terpeno-phenolic compounds Coumarins Ethers ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Silage
Silage is fodder made from green foliage crops which have been preserved by fermentation (food), fermentation to the point of souring. It is fed to cattle, sheep and other ruminants. The fermentation and storage process is called ''ensilage'', ''ensiling'', or ''silaging''. The exact methods vary, depending on available technology, local tradition and prevailing climate. Silage is usually made from grass crops including maize, sorghum or other cereals, using the entire green plant (not just the grain). Specific terms may be used for silage made from particular crops: ''oatlage'' for oats, ''haylage'' for alfalfa (''haylage'' may also refer to high dry matter silage made from hay). History Using the same technique as the process for making sauerkraut, green fodder was preserved for animals in parts of Germany since the start of the 19th century. This gained the attention of French agriculturist Auguste Goffart of Sologne, near Orléans. He published a book in 1877 which describ ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sweet Clover
''Melilotus'', known as melilot or sweet clover is a genus of legumes in the family Fabaceae, native to Europe, Asia, and Africa. The genus is closely related to ''Trifolium'' (clovers). Several species are common grassland plants and weeds of cultivated ground, and some species are now found worldwide as naturalised plants. The scientific and English names both derive from Greek ''melílōtos'' from ''méli'' (honey), and ''lōtos'' ( lotus), via Latin ''melilōtos'' and Old French ''mélilot''. The alternative name "sweet clover" varies in orthography, also cited as sweet-clover and sweetclover. Other names include "kumoniga", from the Cumans.Bulgarian Folk Customs, Mercia MacDermott, pg 27 Description The species are annual, biennial, or perennial herbaceous plants, growing to 50–150 cm tall, with trifoliate leaves similar to clover but narrower, the leaflets only about half as wide as long, and with a serrated margin; each leaf also has two small basal stipules. The flowe ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Mycotoxin
A mycotoxin (from the Greek μύκης , "fungus" and τοξικός , "poisonous") is a toxic secondary metabolite produced by fungi and is capable of causing disease and death in both humans and other animals. The term 'mycotoxin' is usually reserved for the toxic chemical products produced by fungi that readily colonize crops. Examples of mycotoxins causing human and animal illness include aflatoxin, citrinin, fumonisins, ochratoxin A, patulin, trichothecenes, zearalenone, and ergot alkaloids such as ergotamine. One mold species may produce many different mycotoxins, and several species may produce the same mycotoxin. Production Most fungi are aerobic (use oxygen) and are found almost everywhere in extremely small quantities due to the diminutive size of their spores. They consume organic matter wherever humidity and temperature are sufficient. Where conditions are right, fungi proliferate into colonies and mycotoxin levels become high. The reason for the production of m ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Formaldehyde
Formaldehyde ( , ) (systematic name methanal) is an organic compound with the chemical formula and structure , more precisely . The compound is a pungent, colourless gas that polymerises spontaneously into paraformaldehyde. It is stored as aqueous solutions (formalin), which consists mainly of the hydrate CH2(OH)2. It is the simplest of the aldehydes (). As a precursor to many other materials and chemical compounds, in 2006 the global production of formaldehyde was estimated at 12 million tons per year. It is mainly used in the production of industrial resins, e.g., for particle board and coatings. Formaldehyde also occurs naturally. It is derived from the degradation of serine, dimethylglycine, and lipids. Demethylases act by converting N-methyl groups to formaldehyde. Formaldehyde is classified as a group 1 carcinogen and can cause respiratory and skin irritation upon exposure. Forms Formaldehyde is more complicated than many simple carbon compounds in that i ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
4-hydroxycoumarin
4-Hydroxycoumarin is a coumarin derivative with a hydroxy group at the 4-position. Occurrence 4-Hydroxycoumarin is an important fungal metabolite from the precursor coumarin, and its production leads to further fermentative production of the natural anticoagulant dicoumarol. This happens in the presence of naturally occurring formaldehyde, which allows attachment of a second 4-hydroxycoumarin molecule through the linking carbon of the formaldehyde, to the 3-position of the first 4-hydroxycoumarin molecule, to give the semi-dimer the motif of the drug class. Dicoumarol appears as a fermentation product in spoiled sweet clover silages and is considered a mycotoxin. 4-Hydroxycoumarin is biosynthesized from malonyl-CoA and 2-hydroxybenzoyl-CoA by the enzyme 4-hydroxycoumarin synthase. Anticoagulants After the identification of dicoumarol and its anticoagulant activity, it became the prototype for a class of drugs. 4-Hydroxycoumarin forms the core of the chemical structure ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Fungus
A fungus (: fungi , , , or ; or funguses) is any member of the group of eukaryotic organisms that includes microorganisms such as yeasts and mold (fungus), molds, as well as the more familiar mushrooms. These organisms are classified as one of the kingdom (biology)#Six kingdoms (1998), traditional eukaryotic kingdoms, along with Animalia, Plantae, and either Protista or Protozoa and Chromista. A characteristic that places fungi in a different kingdom from plants, bacteria, and some protists is chitin in their cell walls. Fungi, like animals, are heterotrophs; they acquire their food by absorbing dissolved molecules, typically by secreting digestive enzymes into their environment. Fungi do not photosynthesize. Growth is their means of motility, mobility, except for spores (a few of which are flagellated), which may travel through the air or water. Fungi are the principal decomposers in ecological systems. These and other differences place fungi in a single group of related o ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Dicoumarol
Dicoumarol ( INN) or dicumarol ( USAN) is a naturally occurring anticoagulant drug that depletes stores of vitamin K (similar to warfarin, a drug that dicoumarol inspired). It is also used in biochemical experiments as an inhibitor of reductases. Dicoumarol is a natural chemical substance of combined plant and fungal origin. It is a derivative of coumarin, a bitter-tasting but sweet-smelling substance made by plants that does not itself affect coagulation, but which is (classically) transformed in mouldy feeds or silages by a number of species of fungi, into active dicoumarol. Dicoumarol does affect coagulation, and was discovered in mouldy wet sweet-clover hay, as the cause of a naturally occurring bleeding disease in cattle. See warfarin for a more detailed discovery history. Identified in 1940, dicoumarol became the prototype of the 4-hydroxycoumarin anticoagulant drug class. Dicoumarol itself, for a short time, was employed as a medicinal anticoagulant drug, but since the ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Warfarin
Warfarin, sold under the brand name Coumadin among others. It is used as an anticoagulant, anticoagulant medication. It is commonly used to prevent deep vein thrombosis and pulmonary embolism, and to protect against stroke in people who have atrial fibrillation, valvular heart disease, or artificial heart valves. Warfarin may sometimes be prescribed following a ST-segment elevation myocardial infarction and orthopedic surgery. It is usually taken by mouth, but may also be administered intravenously. The common side effect, a natural consequence of reduced clotting, is bleeding. Less common side effects may include areas of tissue necrosis, tissue damage, and purple toes syndrome. Use is not recommended during pregnancy. The effects of warfarin are typically monitored by checking prothrombin time (INR) every one to four weeks. Many other medications and Diet (nutrition), dietary factors can interact with warfarin, either increasing or decreasing its effectiveness. The effec ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Scopoletin
Scopoletin is a coumarin found in the root of plants in the genus '' Scopolia'' such as ''Scopolia carniolica'' and '' Scopolia japonica'', in chicory, in '' Artemisia scoparia'', in the roots and leaves of stinging nettle (''Urtica dioica''), in the passion flower, in '' Brunfelsia'', in ''Viburnum prunifolium'', in ''Solanum nigrum'', in ''Datura metel'', in '' Mallotus resinosus'', and in ''Kleinhovia hospita''. It can also be found in fenugreek, vinegar, some whiskies and in dandelion coffee. A similar coumarin is scoparone. Scopoletin is highly fluorescent when dissolved in DMSO or water and is regularly used as a fluorimetric assay for the detection of hydrogen peroxide in conjunction with horseradish peroxidase. When oxidized, its fluorescence is strongly suppressed. Chemistry Biosynthesis Like most phenylpropanoids, the biosynthetic precursor to scopoletin acid is 4-coumaroyl-CoA. Scopoletin is derived from 1,2-benzopyrones which is the core structure of coumarins for ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
PSB-SB-1202
PSB-SB-1202 is a coumarin derivative which is an agonist at the cannabinoid receptors CB1 and CB2, with a CB1 Ki of 32nM and a CB2 Ki of 49nM. It is also a weak antagonist at the related receptor GPR55, with an IC50 of 6350nM, but has no significant affinity for GPR18 ''N''-Arachidonyl glycine receptor (NAGly receptor), also known as G protein-coupled receptor 18 (GPR18), is a protein that in humans is encoded by the ''GPR18'' gene. Along with the other previously orphan receptors GPR55 and GPR119, GPR18 has b .... See also * PSB-SB-487 References {{Cannabinoids Cannabinoids Coumarins ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
