Hypericum Androsaemum
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Hypericum Androsaemum
''Hypericum androsaemum'', also referred to as Tutsan, Shrubby St. John's Wort, or sweet-amber, is a flowering plant in the family Hypericaceae. It is a perennial shrub reaching up to 70 cm in height, native to open woods and hillsides in Eurasia. Common name Tutsan comes from the French toute-sain meaning all heal due to its medicinal uses. This berry producing shrub is common in the Mediterranean basin where it has been traditionally used as diuretic and hepatoprotective herb. In the Portuguese ethno-medicine, the plant is locally known as ‘Hipericão do Gerês’ and it used as diuretic, hepato protective and antidepressant. In Spain, the infusion of the flowering aerial parts is used as an antidepressive and anxiolytic. In England, tutsan ointment is used to dress cuts and wounds. The berries turn from white/green, to red, to black. According to Shepherd (2004) all parts of the plant, particularly the fruit, are toxic due to the presence of hypericin, causing nausea and ...
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Carl Linnaeus
Carl Linnaeus (; 23 May 1707 – 10 January 1778), also known after his ennoblement in 1761 as Carl von Linné Blunt (2004), p. 171. (), was a Swedish botanist, zoologist, taxonomist, and physician who formalised binomial nomenclature, the modern system of naming organisms. He is known as the "father of modern taxonomy". Many of his writings were in Latin; his name is rendered in Latin as and, after his 1761 ennoblement, as . Linnaeus was born in Råshult, the countryside of Småland, in southern Sweden. He received most of his higher education at Uppsala University and began giving lectures in botany there in 1730. He lived abroad between 1735 and 1738, where he studied and also published the first edition of his ' in the Netherlands. He then returned to Sweden where he became professor of medicine and botany at Uppsala. In the 1740s, he was sent on several journeys through Sweden to find and classify plants and animals. In the 1750s and 1760s, he continued to collect an ...
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Rutin
Rutin, also called rutoside, quercetin-3-O-rutinoside and sophorin, is the glycoside combining the flavonol quercetin and the disaccharide rutinose (α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranose). It is a flavonoid found in a wide variety of plants, including citrus. Occurrences Rutin is one of the phenolic compounds found in the invasive plant species, ''Carpobrotus edulis''. Its name comes from the name of ''Ruta graveolens'', a plant that also contains rutin. Various citrus fruit peels contain 32 to 49 mg/g of flavonoids expressed as rutin equivalents. Citrus leaves contain rutin at concentrations of 11 and 7 g/kg in orange and lime trees, respectively. In 2021, Samoan researchers identified rutin in the native plant, ''matalafi'' (''Psychotria insularum''). Metabolism The enzyme quercitrinase found in ''Aspergillus flavus'' is in the rutin catabolic pathway. In food Rutin is a citrus flavonoid glycoside found in many plants, including buckwheat, the leaves and pe ...
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Benzophenone 3′-hydroxylase
Benzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. It is a white solid that is soluble in organic solvents. Benzophenone is a widely used building block in organic chemistry, being the parent diarylketone. Uses Benzophenone can be used as a photo initiator in UV(Ultra-violet)-curing applications such as inks, imaging, and clear coatings in the printing industry. Benzophenone prevents ultraviolet ( UV) light from damaging scents and colors in products such as perfumes and soaps. Benzophenone can also be added to plastic packaging as a UV blocker to prevent photo-degradation of the packaging polymers or its contents. Its use allows manufacturers to package the product in clear glass or plastic (such as a PETE water bottle). Without it, opaque or dark packaging would be required. In biological applications, benzophenones have been used extensively as photophysical probes to identify and map peptide–protein interactions. Benzophenone ...
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Malonyl-CoA
Malonyl-CoA is a coenzyme A derivative of malonic acid. Functions It plays a key role in chain elongation in fatty acid biosynthesis and polyketide biosynthesis. Fatty acid biosynthesis Malonyl-CoA provides 2-carbon units to fatty acids and commits them to fatty acid chain synthesis. Malonyl-CoA is formed by carboxylating acetyl-CoA using the enzyme acetyl-CoA carboxylase. One molecule of acetyl-CoA joins with a molecule of bicarbonate,Nelson D, Cox M (2008) ''Lehninger principles of biochemistry''. 5th Ed: p. 806 requiring energy rendered from ATP. Malonyl-CoA is utilised in fatty acid biosynthesis by the enzyme malonyl coenzyme A:acyl carrier protein transacylase (MCAT). MCAT serves to transfer malonate from malonyl-CoA to the terminal thiol of ''holo''-acyl carrier protein (ACP). Polyketide biosynthesis MCAT is also involved in bacterial polyketide biosynthesis. The enzyme MCAT together with an acyl carrier protein (ACP), and a polyketide synthase (PKS) and chain-length f ...
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Benzoyl-CoA
Benzoyl-CoA is a molecule implied in the activity of the different enzymes 4-hydroxybenzoyl-CoA reductase, benzoyl-CoA reductase, benzoyl-CoA 3-monooxygenase, benzoate-CoA ligase, 2alpha-hydroxytaxane 2-O-benzoyltransferase, anthranilate N-benzoyltransferase, biphenyl synthase, glycine N-benzoyltransferase, ornithine N-benzoyltransferase and phenylglyoxylate dehydrogenase (acylating). It is a substrate in the formation of xanthonoids in ''Hypericum androsaemum'' by benzophenone synthase, condensing a molecule of benzoyl-CoA with three malonyl-CoA, yielding to 2,4,6-trihydroxybenzophenone. This intermediate is subsequently converted by a benzophenone 3′-hydroxylase Benzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. It is a white solid that is soluble in organic solvents. Benzophenone is a widely used building block in organic chemistry, being the parent diarylket ..., a cytochrome P450 monooxygenase, leading to the formation of ...
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Benzophenone Synthase
In enzymology, a benzophenone synthase () is an enzyme that catalyzes the chemical reaction :3 malonyl-CoA + 3-hydroxybenzoyl-CoA \rightleftharpoons 4 CoA + 2,3',4,6-tetrahydroxybenzophenone + 3 CO2 Thus, the two substrates of this enzyme are malonyl-CoA and 3-hydroxybenzoyl-CoA, whereas its 3 products are CoA, 2,3',4,6-tetrahydroxybenzophenone, and CO2. This enzyme belongs to the family of transferases, specifically those acyltransferases transferring groups other than aminoacyl groups. The systematic name A systematic name is a name given in a systematic way to one unique group, organism, object or chemical substance, out of a specific population or collection. Systematic names are usually part of a nomenclature. A semisystematic name or semitrivial ... of this enzyme class is malonyl-CoA:3-hydroxybenzoyl-CoA malonyltransferase. References * EC 2.3.1 Enzymes of unknown structure {{2.3-enzyme-stub ...
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Xanthonoid
A xanthonoid is a chemical natural phenolic compound formed from the xanthone backbone. Many members of the Clusiaceae contain xanthonoids. Xanthonoid biosynthesis in cell cultures of ''Hypericum androsaemum'' involves the presence of a benzophenone synthase condensing a molecule of benzoyl-CoA with three malonyl-CoA yielding to 2,4,6-trihydroxybenzophenone. This intermediate is subsequently converted by a benzophenone 3′-hydroxylase, a cytochrome P450 monooxygenase, leading to the formation of 2,3′,4,6-tetrahydroxybenzophenone. Some examples are tomentonone, zeyloxanthonone and calozeyloxanthone isolated from the bark of ''Calophyllum tomentosum'', apetalinone A, B, C and D from '' Calophyllum apetalum'', gaudichaudione A, B, C, D, E, F, G, H, gaudichaudiic acid A, B, C, D, E, morellic acid and forbesione from '' Garcinia gaudichaudii'', methylswertianin and bellidifolin from '' Swertia punicea'' or psorospermin obtained from '' Psorospermum febrifu ...
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Hyperforin
Hyperforin is a phytochemical produced by some of the members of the plant genus ''Hypericum'', notably ''Hypericum perforatum'' (St John's wort). Hyperforin may be involved in the pharmacological effects of St. John's wort, specifically in its antidepressant effects. Occurrence Hyperforin has only been found in significant amounts in ''Hypericum perforatum'' with other related species such as '' Hypericum calycinum'' containing lower levels of the phytochemical. It accumulates in oil glands, pistils, and fruits, probably as a plant defensive compound. The first natural extractions were done with ethanol and afforded a 7:1 yield of crude extract to phytochemical however, this technique produced a mixture of hyperforin and adhyperforin. The extraction technique has since been modernized using lipophilic liquid CO2 extraction to afford a 3:1 crude to phytochemical extraction which is then further purified away from adhyperforin. This CO2 extraction is rather tricky still because t ...
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Hypericin
Hypericin is a naphthodianthrone, an anthraquinone derivative which, together with hyperforin, is one of the principal active constituents of ''Hypericum'' (Saint John's wort). Hypericin is believed to act as an antibiotic, antiviral and non-specific kinase inhibitor. Hypericin may inhibit the action of the enzyme dopamine β-hydroxylase, leading to increased dopamine levels, although thus possibly decreasing norepinephrine and epinephrine. It was initially believed that the anti-depressant pharmacological activity of hypericin was due to inhibition of monoamine oxidase enzyme. The crude extract of ''Hypericum'' is a weak inhibitor of MAO-A and MAO-B. Isolated hypericin does not display this activity, but does have some affinity for NMDA receptors. This points in the direction that other constituents are responsible for the MAOI effect. The current belief is that the mechanism of antidepressant activity is due to the inhibition of re-uptake of certain neurotransmitters. The large ...
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Hyperoside
Hyperoside is a chemical compound. It is the 3-''O''-galactoside of quercetin. Natural occurrences Hyperoside has been isolated from ''Drosera rotundifolia'', from the Lamiaceae ''Stachys sp.'' and ''Prunella vulgaris'', from ''Rumex acetosella'', ''Cuscuta chinensis'' seeds, from St John's wort and from ''Camptotheca acuminata''. It is one of the phenolic compounds in the invasive plant ''Carpobrotus edulis'' and contributes to the antibacterial properties of the plant. In ''Rheum nobile'' and '' R. rhaponticum'', it serves as a UV blocker found in the bracts. It is also found in ''Geranium niveum'' and ''Taxillus kaempferi ''Taxillus kaempferi'' () is a parasitic plant A parasitic plant is a plant that derives some or all of its nutritional requirements from another living plant. They make up about 1% of angiosperms and are found in almost every biome. All para ...''.The constituents of Taxillus kaempferi and the host, Pinus thunbergii. I. Catechins and flavones of Tax ...
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