Dihydrosanguinarine
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Dihydrosanguinarine
Dihydrosanguinarine is an alkaloid found in the herbs '' Corydalis adunca'' and '' Lamprocapnos spectabilis''. Israilov I, Melikov F, Murav'eva D. Alkaloids of Dicentra. Chem Nat Compd 1984; 20:74–76. See also * Dihydrosanguinarine 10-monooxygenase * Sanguinarine * Epidemic dropsy Epidemic dropsy is a form of edema of extremities due to poisoning by ''Argemone mexicana'' (Mexican prickly poppy). Epidemic dropsy is a clinical state resulting from use of edible oils adulterated with ''Argemone mexicana'' seed oil. Sanguin ... References Benzodioxoles Isoquinoline alkaloids Quinoline alkaloids {{alkaloid-stub ...
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Dihydrosanguinarine 10-monooxygenase
In enzymology, a dihydrosanguinarine 10-monooxygenase () is an enzyme that catalysis, catalyzes the chemical reaction :dihydrosanguinarine + NADPH + H+ + O2 \rightleftharpoons 10-hydroxydihydrosanguinarine + NADP+ + H2O The 4 substrate (biochemistry), substrates of this enzyme are dihydrosanguinarine, nicotinamide adenine dinucleotide phosphate, NADPH, hydrogen ion, H+, and oxygen, O2, whereas its 3 product (chemistry), products are 10-hydroxydihydrosanguinarine, nicotinamide adenine dinucleotide phosphate, NADP+, and water, H2O. This enzyme belongs to the family of oxidoreductases, specifically those acting on paired donors, with O2 as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2 with NADH or NADPH as one donor, and incorporation of one atom o oxygen into the other donor. The List of enzymes, systematic name of this enzyme class is dihydrosanguinarine,NADPH:oxygen oxidoreductase (10-hydroxylating). This enzyme is also cal ...
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Sanguinarine
Sanguinarine is a polycyclic quaternary alkaloid. It is extracted from some plants, including the bloodroot plant, from whose taxonomic name, ''Sanguinaria canadensis,'' its name is drawn; the Mexican prickly poppy (''Argemone mexicana''); ''Chelidonium majus;'' and '' Macleaya cordata.'' Toxicity Sanguinarine is a toxin that kills animal cells through its action on the Na+/K+-ATPase transmembrane protein. Epidemic dropsy is a disease that results from ingesting sanguinarine. If applied to the skin, sanguinarine may cause a massive scab of dead flesh where it killed the cells where it was applied, called an ''eschar''. For this reason, sanguinarine is termed an escharotic. It is said to be 2.5 times more toxic than dihydrosanguinarine. Alternative medicine Native Americans once used sanguinarine in the form of bloodroot as a medical remedy, believing it had curative properties as an emetic, respiratory aid, and for a variety of ailments. In Colonial America, sanguinarine fr ...
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Lamprocapnos Spectabilis
''Lamprocapnos spectabilis'', bleeding heart, fallopian buds or Asian bleeding-heart, is a species of flowering plant belonging to the fumitory subfamily (fumarioideae) of the poppy family Papaveraceae, and is native to Siberia, northern China, Korea, and Japan. It is the sole species in the monotypic genus ''Lamprocapnos'', but is still widely referenced under its old name ''Dicentra spectabilis'' (now listed as a synonym), not to be confused with the North American native bleeding heart plants also classified under Dicentra. It is valued in gardens and in floristry for its heart-shaped pink and white flowers, borne in spring.Tebbit, Mark, Lidén, Magnus and Zetterlund, Henrik, ''Bleeding Hearts, Corydalis and their relatives'', pub. Timber Press in association with the Brooklyn Botanic Garden 2008 , pps. 75-78 Other common names include lyre flower, heart flower, and lady-in-a-bath.Coats, Alice M. ''Flowers and their Histories'', first pub. Hulton Press, London EC4 1956, pps. ...
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Epidemic Dropsy
Epidemic dropsy is a form of edema of extremities due to poisoning by ''Argemone mexicana'' (Mexican prickly poppy). Epidemic dropsy is a clinical state resulting from use of edible oils adulterated with ''Argemone mexicana'' seed oil. Sanguinarine and dihydrosanguinarine are two major toxic alkaloids of argemone oil, which cause widespread capillary dilatation, proliferation and increased capillary permeability. When mustard oil is adulterated deliberately (as in most cases) or accidentally with argemone oil, proteinuria (specifically loss of albumin) occurs, with a resultant edema as would occur in nephrotic syndrome. Other major symptoms are bilateral pitting edema of extremities, headache, nausea, loose bowels, erythema, glaucoma and breathlessness. Leakage of the protein-rich plasma component into the extracellular compartment leads to the formation of edema. The haemodynamic consequences of this vascular dilatation and permeability lead to a state of relative hypovolemia ...
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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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Corydalis Adunca
''Corydalis'' (from Greek ''korydalís'' "crested lark") is a genus of about 470 species of annual and perennial herbaceous plants in the family Papaveraceae, native to the temperate Northern Hemisphere and the high mountains of tropical eastern Africa. They are most diverse in China and the Himalayas, with at least 357 species in China. Ecology ''Corydalis'' species are used as food plants by the larvae of some Lepidoptera species (butterflies), especially the clouded Apollo. Toxicity ''Corydalis cava'' and some other tuberous species contain the alkaloid bulbocapnine, which is occasionally used in medicine but scientific evidence is lacking in the correct dosages and side effects. Many of the species in ''Corydalis'' contain other toxins and alkaloids like canadine, which blocks calcium. The species ''C. caseana'' is poisonous to livestock. Taxonomy Current species There are about 470 species, including: * ''Corydalis ambigua'' * ''Corydalis aurea'' * ''Corydalis buschii' ...
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Isoquinoline Alkaloids
Isoquinoline alkaloids are natural products of the group of alkaloids, which are chemically derived from isoquinoline. They form the largest group among the alkaloids. Isoquinoline alkaloids can be further classified based on their different chemical basic structures. The most common structural types are the benzylisoquinolines and the aporphines.Bettina Ruff: ''Chemische und biochemische Methoden zur stereoselektiven Synthese von komplexen Naturstoffen.'' Verlag Logos, Berlin 2012, , S. 8. () According to current knowledge, a total of about 2500 isoquinoline alkaloids are known nowadays, which are mainly formed by plants.Jennifer M. Finefield, David H. Sherman, Martin Kreitman, Robert M. Williams: ''Enantiomere Naturstoffe: Vorkommen und Biogenese.'' In: ''Angewandte Chemie.'' Wiley-VCH, Weinheim 2012, doi:10.1002/ange.201107204, S. 4905–4915. Known examples Morphin - Morphine.svg, Morphine Codein - Codeine.svg, Codeine Papaverin - Papaverine.svg, Papaverine Berbe ...
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