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Coumarins
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 ... [...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] |
Psoralen
Psoralen (also called psoralene) is the parent compound in a family of naturally occurring organic compounds known as the linear furanocoumarins. It is structurally related to coumarin by the addition of a fused furan ring, and may be considered as a derivative of umbelliferone. Psoralen occurs naturally in the seeds of ''Psoralea corylifolia'', as well as in the common fig, celery, parsley, Zanthoxylum, West Indian satinwood, and in all citrus fruits. It is widely used in PUVA (psoralen + Ultraviolet#Subtypes, UVA) treatment for psoriasis, eczema, vitiligo, and cutaneous T-cell lymphoma; these applications are typically through the use of medications such as Methoxsalen. Many furanocoumarins are extremely toxic to fish, and some are deposited in streams in Indonesia to catch fish. Uses Psoralen is a mutagen, and is used for this purpose in molecular biology research. Psoralen Intercalation (biochemistry), intercalates into DNA and on exposure to ultraviolet (UVA) radiation can f ... [...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] |
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] |
Imperatorin
Imperatorin is a furocoumarin and a phytochemical that has been isolated from ''Urena lobata'' L. (Malvaceae), ''Angelica archangelica'', ''Angelica dahurica'', '' Glehnia littoralis'', ''Saposhnikovia divaricata'', '' Cnidium monnieri'', '' Incarvillea younghusbandii'', and ''Zanthoxylum americanum mill''. It is biosynthesized from umbelliferone, a coumarin derivative. Isolation The procedure for the isolation of imperatorin from ''Urena lobata'' involves exhaustively extracting under reflux with benzene the air-dried and pulverised roots followed by separation by column chromatography. Biochemical activity Imperatorin was identified from a Bioactive Molecules library in a high throughput screening experiment for inhibitors of the phosphodiesterase PDE4. It displays a significant preference for PDE4B over PDE4A. Imperatorin has been shown to have anti-inflammatory activity in chondrocytes. Imperatorin treatment inhibits the expression of iNOS and suppresses the production of ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Anticoagulant
An anticoagulant, commonly known as a blood thinner, is a chemical substance that prevents or reduces the coagulation of blood, prolonging the clotting time. Some occur naturally in blood-eating animals, such as leeches and mosquitoes, which help keep the bite area unclotted long enough for the animal to obtain blood. As a class of medications, anticoagulants are used in therapy for thrombotic disorders. Oral anticoagulants (OACs) are taken by many people in pill or tablet form, and various intravenous anticoagulant dosage forms are used in hospitals. Some anticoagulants are used in medical equipment, such as sample tubes, blood transfusion bags, heart–lung machines, and dialysis equipment. One of the first anticoagulants, warfarin, was initially approved as a rodenticide. Anticoagulants are closely related to antiplatelet drugs and thrombolytic drugs by manipulating the various pathways of blood coagulation. Specifically, antiplatelet drugs inhibit platelet agg ... [...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] |
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] |
Phenprocoumon
Phenprocoumon (marketed under the brand names Marcoumar, Marcumar and Falithrom) is a long-acting anticoagulant to be taken by mouth, and a coumarin derivative. It acts as a vitamin K antagonist and inhibits blood clotting (coagulation) by blocking synthesis of coagulation factors II, VII, IX and X. It is used for the prophylaxis and treatment of Thromboembolism, thromboembolic disorders such as heart attacks and pulmonary embolism, pulmonary (lung) embolism. The most common adverse effect is bleeding. The drug interacts with a large number of other medications, including aspirin and St John's Wort. It is the standard coumarin used in Germany, Austria, and other European countries. Medical uses Phenprocoumon is used for the prophylaxis and treatment of thromboembolic disorders after heart bypass surgery and myocardial infarction (heart attack), long-term treatment of myocardial infarction with increased risk of thromboembolism, thrombophilia (abnormal blood clotting), antithrombi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bromadiolone
Bromadiolone is a potent anticoagulant rodenticide. It is a second-generation 4-hydroxycoumarin derivative and vitamin K antagonist, often called a "super- warfarin" for its added potency and tendency to accumulate in the liver of the poisoned organism. When first introduced to the UK market in 1980, it was effective against rodent populations that had become resistant to first generation anticoagulants. The product may be used both indoors and outdoors for rats and mice. It is classified as an extremely hazardous substance in the United States as defined in Section 302 of the Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities. Toxicity Bromadiolone can be absorbed through the digestive tract, through the lungs, or through skin contact. The pesticide is generally given orally. 10 mg/kg b.w. (oral MTD) * cats > 25 mg/kg b.w ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Brodifacoum
Brodifacoum is a highly lethal 4-Hydroxycoumarins, 4-hydroxycoumarin vitamin K antagonist anticoagulant poison. In recent years, it has become one of the world's most widely used pesticides. It is typically used as a rodenticide, but is also used to control larger pests such as common brushtail possum, possums.Eason, C.T. and Wickstrom, M. ''Vertebrate pesticide toxicology manual'', New Zealand Department of Conservation Brodifacoum has an especially long half-life in the body, which ranges up to nine months, requiring prolonged treatment with antidotal vitamin K for both human and pet poisonings. It has one of the highest risks of secondary poisoning to both mammals and birds.Rodenticides: Topic Fact Sheet National Pesticide Information Center Significant experience in brodifacoum poisonings has been g ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
