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Gigactonine
Gigactonine is a naturally occurring diterpene alkaloid first isolated from '' Aconitum gigas''. It occurs widely in the Ranunculaceae plant family. The polycyclic ring system of this chemical compound contains nineteen carbon atoms and one nitrogen atom, which is the same as in aconitine and this is reflected in its preferred IUPAC name. History Gigactonine was reported in 1978 after its isolation from ''Aconitum gigas''. Although a novel structure at that time, it was recognised to be related to known diterpene alkaloids including delsoline, which is methylated on its 4-hydroxymethyl primary alcohol sidechain. Synthesis Although individual members of this class of alkaloids have been extensively studied, their chemical complexity has limited the number which have been individually synthesised. Similarly, their full biosynthetic pathway is only known in outline in most cases. Natural occurrence Gigactonine has been reported as the main alkaloid in the flowers of Aconitum lycocto ...
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Aconitum Lycoctonum
''Aconitum lycoctonum'' (wolf's-bane or northern wolf's-bane) is a species of flowering plant in the genus ''Aconitum'', of the family Ranunculaceae, native to much of Europe and northern Asia.Flora Europaea''Aconitum lycoctonum''/ref> It is found in lowlands to the subalpine zone, mainly in forests and shaded habitats. Along with ''A. napellus, A. lycoctonum'' is of the most common European species of the ''Aconitum'' genus. They are also grown ornamentally in gardens, thriving well in ordinary garden soil. As such, ''A. lycoctonum'' can be found in North America, especially in eastern Canada, often in old gardens or as garden escapees. ''Lycoctonum'' is a rendering in modern Latin of the traditional name "wolf's-bane". ''Aconitum lycoctonum'''s name was given by Carl Linnaeus, who found ''A. lycotonum'' growing in Lapland, Finland in 1727. High morphological variability has been described across specimens of ''A. lycoctonum'', however molecular studies showed small genetic ...
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Delsoline
Delsoline and delcosine are two closely related naturally occurring diterpene alkaloids first isolated from ''Delphinium consolida''. They occur widely in the Ranunculaceae plant family. The polycyclic ring system containing nineteen carbon atoms and one nitrogen atom in these compounds is the same as in aconitine and this is reflected in their preferred IUPAC name. History Delsoline and delcosine were named in 1924 by Markwood, who isolated these alkaloids from Delphinium consolida, but their structures were in doubt until established in 1963 and later confirmed by the X-ray crystallography of delsoline. There are many other known diterpene alkaloids, some of which differ from these in only minor ways. Thus while delsoline (R=CH3) is a methylated derivative of delcosine (R=H), it is also an isomeric methyl derivative of gigactonine. Synthesis Although individual members of this class of alkaloids have been extensively studied, their chemical complexity has limited the numbe ...
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Methylated
In the chemical sciences, methylation denotes the addition of a methyl group on a substrate, or the substitution of an atom (or group) by a methyl group. Methylation is a form of alkylation, with a methyl group replacing a hydrogen atom. These terms are commonly used in chemistry, biochemistry, soil science, and the biological sciences. In biological systems, methylation is catalyzed by enzymes; such methylation can be involved in modification of heavy metals, regulation of gene expression, regulation of protein function, and RNA processing. In vitro methylation of tissue samples is also one method for reducing certain histological staining artifacts. The reverse of methylation is demethylation. In biology In biological systems, methylation is accomplished by enzymes. Methylation can modify heavy metals, regulate gene expression, RNA processing and protein function. It has been recognized as a key process underlying epigenetics. Methanogenesis Methanogenesis, the process th ...
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HERG
hERG (the human '' Ether-à-go-go''-Related Gene) is a gene () that codes for a protein known as Kv11.1, the alpha subunit of a potassium ion channel. This ion channel (sometimes simply denoted as 'hERG') is best known for its contribution to the electrical activity of the heart: the hERG channel mediates the repolarizing ''I''Kr current in the cardiac action potential, which helps coordinate the heart's beating. When this channel's ability to conduct electrical current across the cell membrane is inhibited or compromised, either by application of drugs or by rare mutations in some families, it can result in a potentially fatal disorder called long QT syndrome. Conversely, genetic mutations that increase the current through these channels can lead to the related inherited heart rhythm disorder Short QT syndrome. A number of clinically successful drugs in the market have had the tendency to inhibit hERG, lengthening the QT and potentially leading to a fatal irregularity of th ...
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Consolida
''Consolida'' is a genus of about 40 species of annual flowering plants in the family Ranunculaceae, native to western Europe, the Mediterranean and Asia. Phylogenetic studies show that ''Consolida'' is actually an annual clade nested within the genus ''Delphinium'' and it has been treated as a synonym of ''Delphinium'' in Kew's Plants of the World Online. ''Consolida'' differs from other species of ''Delphinium'' (mostly perennials) in the flower structure, with only one united petal, rather than the four separate petals (or more in cultivars) found in other delphiniums, and in the fruit, which comprises a single follicle, instead of a cluster of 3~5 together. It is a popular garden plant and cut flower, grown from seed every year, with numerous cultivars in shades of pink, blue, purple and white. In seed catalogues it is usually labelled as larkspur, a common name referring to the shape of the spurred calyx, with "delphinium" reserved for its perennial relatives. Species The ...
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Delphinium Ajacis
''Consolida ajacis'' (doubtful knight's spur or rocket larkspur) is an annual flowering plant of the family Ranunculaceae native to Eurasia. It is widespread in other areas, including much of North America, where it is an introduced species. It is frequently grown in gardens as an ornamental for its spikes of blue, pink or white flowers. It may reach a meter in height. Since the aerial parts and seeds of ''C. ajacis'' have been found to contain diterpenoid alkaloids (see below), including the highly toxic methyllycaconitine, the plants should be considered as poisonous. Sowing In the UK, ''Consolida ajacis'' can be sowed under cover between February and April, or directly outdoors between April and May and/or late August and September. Flowering In Europe, it flowers between June and October. Chemical constituents The first alkaloid to be isolated from ''C. ajacis'' seeds was ajaconine, reported by Keller and Volker in 1914. Since that time, over thirty other structurally rela ...
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Delphinium
''Delphinium'' is a genus of about 300 species of annual and perennial flowering plants in the family Ranunculaceae, native throughout the Northern Hemisphere and also on the high mountains of tropical Africa. The genus was erected by Carl Linnaeus. All members of the genus ''Delphinium'' are toxic to humans and livestock. The common name larkspur is shared between perennial ''Delphinium'' species and annual species of the genus ''Consolida''. Molecular data show that ''Consolida'', as well as another segregate genus, ''Aconitella'', are both embedded in ''Delphinium''. The genus name ''Delphinium'' derives from the Ancient Greek word () which means "dolphin", a name used in ''De Materia Medica'' for some kind of larkspur. Pedanius Dioscorides said the plant got its name because of its dolphin-shaped flowers. Habitat Species with short stems and few flowers such as ''Delphinium nuttallianum'' and ''Delphinium bicolor'' appear in habitats like prairies and the sagebrush steppe ...
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Primary Alcohol
A primary alcohol is an alcohol in which the hydroxy group is bonded to a primary carbon atom. It can also be defined as a molecule containing a “–CH2OH” group. In contrast, a secondary alcohol has a formula “–CHROH” and a tertiary alcohol has a formula “–CR2OH”, where “R” indicates a carbon-containing group. Examples of primary alcohols include ethanol and 1-butanol. Methanol is also generally regarded as a primary alcohol, including the 1911 edition of the Encyclopædia Britannica,. See also * Alcohol Alcohol most commonly refers to: * Alcohol (chemistry), an organic compound in which a hydroxyl group is bound to a carbon atom * Alcohol (drug), an intoxicant found in alcoholic drinks Alcohol may also refer to: Chemicals * Ethanol, one of sev ... (especially Nomenclature section for discussion on Secondary and Tertiary alcohols.) * Oxidation of primary alcohols to carboxylic acids References {{organic-chem-stub ...
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Diterpene
Diterpenes are a class of chemical compounds composed of four isoprene units, often with the molecular formula C20H32. They are biosynthesized by plants, animals and fungi via the HMG-CoA reductase pathway, with geranylgeranyl pyrophosphate being a primary intermediate. Diterpenes form the basis for biologically important compounds such as retinol, retinal, and phytol. They are known to be antimicrobial and antiinflammatory. Structures As with most terpenes a huge number of potential structures exists, which may be broadly divided according to the number of rings present. Biosynthesis Diterpenes are derived from the addition of one IPP unit to FPP to form geranylgeranyl-pyrophosphate (GGPP). From GGPP, structural diversity is achieved mainly by two classes of enzymes; the diterpene synthases and cytochromes P450. Several diterpenes are produced by plants and cyanobacteria. GGPP is also the precursor for the synthesis of the phytane by the action of the enzyme geranylg ...
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Alkaloid
Alkaloids are a class of basic BASIC (Beginners' All-purpose Symbolic Instruction Code) is a family of general-purpose, high-level programming languages designed for ease of use. The original version was created by John G. Kemeny and Thomas E. Kurtz at Dartmouth College ..., natural product, 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 includi ...
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Aconitum Gigas Var
''Aconitum'' (), also known as aconite, monkshood, wolf's-bane, leopard's bane, mousebane, women's bane, devil's helmet, queen of poisons, or blue rocket, is a genus of over 250 species of flowering plants belonging to the family Ranunculaceae. These herbaceous perennial plants are chiefly native to the mountainous parts of the Northern Hemisphere in North America, Europe, and Asia; growing in the moisture-retentive but well-draining soils of mountain meadows. Most ''Aconitum'' species are extremely poisonous and must be handled very carefully. Several ''Aconitum'' hybrids, such as the Arendsii form of '' Aconitum carmichaelii'', have won gardening awards—such as the Royal Horticultural Society's Award of Garden Merit. Some are used by florists. Etymology The name ''aconitum'' comes from the Greek word , which may derive from the Greek ''akon'' for dart or javelin, the tips of which were poisoned with the substance, or from ''akonae'', because of the rocky ground on which t ...
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Preferred IUPAC Name
In chemical nomenclature, a preferred IUPAC name (PIN) is a unique name, assigned to a chemical substance and preferred among the possible names generated by IUPAC nomenclature. The "preferred IUPAC nomenclature" provides a set of rules for choosing between multiple possibilities in situations where it is important to decide on a unique name. It is intended for use in legal and regulatory situations. Preferred IUPAC names are applicable only for organic compounds, to which the IUPAC has the definition as compounds which contain at least a single carbon atom but no alkali, alkaline earth or transition metals and can be named by the nomenclature of organic compounds (see below). Rules for the remaining organic and inorganic compounds are still under development. The concept of PINs is defined in the introductory chapter (freely accessible) and chapter 5 of the ''"Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013"'', which replace two former publicat ...
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