Ergovaline
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Ergovaline
Ergovaline is an ergopeptine and one of the ergot alkaloids. It is usually found in endophyte-infected species of grass like Tall fescue or Perennial Ryegrass. It is toxic to cattle feeding on infected grass, probably because it acts as a vasoconstrictor. See also * ''Neotyphodium coenophialum ''Neotyphodium'' is a genus of endophytic fungi symbiotic with grasses. It used to contain a number of asexually reproducing species that colonize the leaves of cool-season grasses, but most of them, including the type species '' N. coenophial ...'' References External links * Ergot alkaloids Oxazolopyrrolopyrazines Lactams Suspected female reproductive toxins {{Cardiovascular-drug-stub ...
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Ergot Alkaloids
Ergot ( ) or ergot fungi refers to a group of fungi of the genus ''Claviceps''. The most prominent member of this group is ''Claviceps purpurea'' ("rye ergot fungus"). This fungus grows on rye and related plants, and produces alkaloids that can cause ergotism in humans and other mammals who consume grains contaminated with its fruiting structure (called ''ergot sclerotium''). ''Claviceps'' includes about 50 known species, mostly in the tropical regions. Economically significant species include ''C. purpurea'' (parasitic on grasses and cereals), ''C. fusiformis'' (on pearl millet, buffel grass), ''C. paspali'' (on dallis grass), ''C. africana'' (on sorghum), and ''C. lutea'' (on paspalum). ''C. purpurea'' most commonly affects outcrossing species such as rye (its most common host), as well as triticale, wheat, and barley. It affects oats only rarely. ''C. purpurea'' has at least three races or varieties, which differ in their host specificity: *G1 — land grasses of open ...
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Ergot
Ergot ( ) or ergot fungi refers to a group of fungi of the genus ''Claviceps''. The most prominent member of this group is ''Claviceps purpurea'' ("rye ergot fungus"). This fungus grows on rye and related plants, and produces alkaloids that can cause ergotism in humans and other mammals who consume grains contaminated with its fruiting structure (called ''ergot sclerotium''). ''Claviceps'' includes about 50 known species, mostly in the tropical regions. Economically significant species include ''C. purpurea'' (parasitic on grasses and cereals), ''C. fusiformis'' (on pearl millet, buffel grass), ''C. paspali'' (on dallis grass), ''C. africana'' (on sorghum), and ''C. lutea'' (on paspalum). ''C. purpurea'' most commonly affects outcrossing species such as rye (its most common host), as well as triticale, wheat, and barley. It affects oats only rarely. ''C. purpurea'' has at least three races or varieties, which differ in their host specificity: *G1 — land grasses of open ...
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Ergopeptine
Ergoline is a chemical compound whose structural skeleton is contained in a variety of alkaloids, referred to as ergoline derivatives or ergoline alkaloids. Ergoline alkaloids, one being ergine, were initially characterized in ergot. Some of these are implicated in the condition ergotism, which can take a convulsive form or a gangrenous form. Even so, many ergoline alkaloids have been found to be clinically useful. Annual world production of ergot alkaloids has been estimated at 5,000–8,000 kg of all ergopeptines and 10,000–15,000 kg of lysergic acid, used primarily in the manufacture of semi-synthetic derivatives. Others, such as lysergic acid diethylamide, better known as LSD, a semi-synthetic derivative, and ergine, a natural derivative found in ''Argyreia nervosa'', ''Ipomoea tricolor'' and related species, are known psychedelic substances. Natural occurrence Ergoline alkaloids are found in lower fungi and some species of flowering plants: the Mexican species ...
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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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Endophyte
An endophyte is an endosymbiont, often a bacterium or fungus, that lives within a plant for at least part of its life cycle without causing apparent disease. Endophytes are ubiquitous and have been found in all species of plants studied to date; however, most of the endophyte/plant relationships are not well understood. Some endophytes may enhance host growth, nutrient acquisition and improve the plant's ability to tolerate abiotic stresses, such as drought and decrease biotic stresses by enhancing plant resistance to insects, pathogens and herbivores. Although endophytic bacteria and fungi are frequently studied, endophytic archaea are increasingly being considered for their role in plant growth promotion as part of the core microbiome of a plant. History Endophytes were first described by the German botanist Johann Heinrich Friedrich Link in 1809. They were thought to be plant parasitic fungi and they were later termed as "microzymas" by the French scientist Béchamp. There wa ...
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Tall Fescue
''Festuca arundinacea'' (syn., ''Schedonorus arundinaceus'' and ''Lolium arundinaceum'') is a species of grass commonly known as tall fescue. It is a cool-season perennial C3 species of bunchgrass native to Europe. It is an important forage grass throughout Europe, and many cultivars have been used in agriculture. It is also an ornamental grass in gardens, and a phytoremediation plant. The predominant cultivar found in British pastures is S170, an endophyte-free variety. In its native European environment, tall fescue is found in damp grasslands, river banks, and in coastal seashore locations. Its distribution is a factor of climatic, edaphic, or other environmental attributes. In New Zealand, where it is introduced, the species is particularly prolific in salt marshes, where it is often a major part of the plant biota. History Festuca arundinacea was originally developed in Kew Gardens in the United Kingdom.Cougnon et al. (2013). Performance and quality of tall fescue (Festuc ...
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Perennial Ryegrass
''Lolium perenne'', common name perennial ryegrass, English ryegrass, winter ryegrass, or ray grass, is a grass from the family Poaceae. It is native to Europe, Asia and northern Africa, but is widely cultivated and naturalised around the world. Description The plant is a low-growing, tufted, hairless grass, with a bunching (or tillering) growth habit. The leaves are dark green, smooth and glossy on the lower surface, with untoothed parallel sides and prominent parallel veins on the upper surface. The leaves are folded lengthwise in bud (unlike the rolled leaves of Italian ryegrass, ''Lolium multiflorum'') with a strong central keel, giving a flattened appearance. The ligule is very short and truncated and often difficult to see. The small white auricles grip the stem at the base of the leaf blade. Leaf sheaths at the base are usually tinged pink and hairless. Stems grow up to 90 cm. The inflorescence is unbranched, with spikelets on alternating sides edgeways-on to the ...
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Vasoconstrictor
Vasoconstriction is the narrowing of the blood vessels resulting from contraction of the muscular wall of the vessels, in particular the large arteries and small arterioles. The process is the opposite of vasodilation, the widening of blood vessels. The process is particularly important in controlling hemorrhage and reducing acute blood loss. When blood vessels constrict, the flow of blood is restricted or decreased, thus retaining body heat or increasing vascular resistance. This makes the skin turn paler because less blood reaches the surface, reducing the radiation of heat. On a larger level, vasoconstriction is one mechanism by which the body regulates and maintains mean arterial pressure. Medications causing vasoconstriction, also known as vasoconstrictors, are one type of medicine used to raise blood pressure. Generalized vasoconstriction usually results in an increase in systemic blood pressure, but it may also occur in specific tissues, causing a localized reduction in bl ...
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Neotyphodium Coenophialum
''Neotyphodium'' is a genus of endophytic fungi symbiotic with grasses. It used to contain a number of asexually reproducing species that colonize the leaves of cool-season grasses, but most of them, including the type species '' N. coenophialum'', were merged into the genus ''Epichloë'' in 2014. Two species of unclear position were excluded from this treatment: *''Neotyphodium chilense'' from Chile should be treated as ''Acremonium chilense'' since the previous transfer to ''Neotyphodium'' is untested. *''Neotyphodium starrii'' is closely related to ''N. coenophialum'', but the taxonomic status within ''Epichloë'' (whether it is a distinct species or not) is unclear (''nomen dubium In binomial nomenclature, a ''nomen dubium'' (Latin for "doubtful name", plural ''nomina dubia'') is a scientific name that is of unknown or doubtful application. Zoology In case of a ''nomen dubium'' it may be impossible to determine whether a s ...''). References Hypocreales genera Cla ...
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Lactams
A lactam is a cyclic amide, formally derived from an amino alkanoic acid. The term is a portmanteau of the words ''lactone'' + ''amide''. Nomenclature Greek prefixes in alphabetical order indicate ring size: * α-Lactam (3-atom rings) * β-Lactam (4-atom rings) * γ-Lactam (5-atom rings) * δ-Lactam (6-atom rings) * ε-Lactam (7-atom rings) This ring-size nomenclature stems from the fact that a hydrolyzed α-Lactam leads to an α-amino acid and a β-Lactam to a β-amino acid, ''etc''. Synthesis General synthetic methods exist for the organic synthesis of lactams. Beckmann rearrangement Lactams form by the acid-catalyzed rearrangement of oximes in the Beckmann rearrangement. Schmidt reaction Lactams form from cyclic ketones and hydrazoic acid in the Schmidt reaction. Cyclization of amino acids Lactams can be formed from cyclisation of amino acids via the coupling between an amine and a carboxylic acid within the same molecule. Lactamization is most efficient in this wa ...
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