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Aurone
An aurone is a heterocyclic chemical compound which is a type of flavonoid. There are two isomers of the molecule, with (''E'')- and (''Z'')-configurations. The molecule contains a benzofuran element associated with a benzylidene linked in position 2. In aurone, a chalcone-like group is closed into a 5-membered ring instead of the 6-membered ring more typical of flavonoids. Aurone derivatives Aurone forms the core for a family of derivatives which are known collectively as aurones. Aurones are plant flavonoids that provide yellow color to the flowers of some popular ornamental plants, such as snapdragon and cosmos. Aurones including 4'-chloro-2-hydroxyaurone (C15H11O3Cl) and 4'-chloroaurone (C15H9O2Cl) can also be found in the brown alga ''Spatoglossum variabile''. Most aurones are in a (''Z'')-configuration, which is the more stable configuration according to Austin Model 1 computation, but there are also some in the (''E'')-configurations such as (E)-3'-O-β-d-glucopyran ...
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Aurones Numb
An aurone is a heterocyclic chemical compound which is a type of flavonoid. There are two isomers of the molecule, with (''E'')- and (''Z'')-configurations. The molecule contains a benzofuran element associated with a benzylidene linked in position 2. In aurone, a chalcone-like group is closed into a 5-membered ring instead of the 6-membered ring more typical of flavonoids. Aurone derivatives Aurone forms the core for a family of derivatives which are known collectively as aurones. Aurones are plant flavonoids that provide yellow color to the flowers of some popular ornamental plants, such as snapdragon and cosmos. Aurones including 4'-chloro-2-hydroxyaurone (C15H11O3Cl) and 4'-chloroaurone (C15H9O2Cl) can also be found in the brown alga ''Spatoglossum variabile''. Most aurones are in a (''Z'')-configuration, which is the more stable configuration according to Austin Model 1 computation, but there are also some in the (''E'')-configurations such as (E)-3'-O-β-d-glucopyran ...
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Aureusidin Synthase
Aureusidin synthase (, ''AmAS1'') is an enzyme with systematic name ''2',4,4',6'-tetrahydroxychalcone 4'-O-beta-D-glucoside:oxygen oxidoreductase''. Aureusidin synthase has two main enzymatic tasks: hydroxylation at the 3-position on the B-ring of chalcones, and the oxidative cyclization of chalcones to form aurones. The chalcones modified are typically glucosylated 2',4,4',6'-tetrahydroxychalcone (THC) and 2',3,4,4',6'-pentahydroxychalcone (PHC). These aurones, particularly auresidin, form pigments for coloration in flowers. These pigments may have been developed to attract and guide bees for pollination, but they also provide protection from viruses, pests and fungus. Enzyme structure Aureusidin synthase is a 39 kDa monomeric glycoprotein containing binuclear copper. The addition of phenylthiourea, which competitively binds to binuclear copper, inhibits the enzyme's productivity overall. Because of this, it is likely that the active site contains the binuclear copper. ...
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Aureusidin
Aureusidin is an aurone, a type of flavonoid. Metabolism Aureusidin synthase is an enzyme found in ''Antirrhinum majus ''Antirrhinum majus'', the common snapdragon (often - especially in horticulture - simply "snapdragon"), is a species of flowering plant belonging to the genus ''Antirrhinum''. The plant was placed in the family Plantaginaceae following a revis ...'' (Garden snapdragon). References Aurones Catechols Resorcinols {{Aromatic-stub ...
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Benzofuran
Benzofuran is the heterocyclic compound consisting of fused benzene and furan rings. This colourless liquid is a component of coal tar. Benzofuran is the "parent" of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Production Benzofuran is extracted from coal tar. It is also obtained by dehydrogenation of 2-ethylphenol. Laboratory methods Benzofurans can be prepared by various methods in the laboratory. Notable examples include: *''O''-alkylation of salicylaldehyde with chloroacetic acid followed by dehydration (cyclication) of the resulting ether and decarboxylation. *Perkin rearrangement, where a coumarin is reacted with a hydroxide: : * Diels–Alder reaction of nitro vinyl furans with various dienophiles: : Diels–Alder reaction yielding a substituted benzofuran, 450px * Cycloisomerization of alkyne ortho-substituted phenols: : Benzofurans via Cycloisomerization, 400px Related com ...
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Benzylidene
Benzylidene compounds are, formally speaking, derivatives of benzylidene, although few are prepared from the carbene. Benzylidene acetal is a protecting group in synthetic organic chemistry of the form PhCH(OR)2. For example, 4,6-O-benzylidene-glucopyranose is a glucose derivative. Benzylidene is an archaic term for compounds of the type PhCHX2 and PhCH= substituents (Ph = C6H5). For example, dibenzylideneacetone is (PhCH=CH)2CO. Benzal chloride, PhCHCl2, is alternatively named benzylidene chloride. Benzylidene is the molecule C6H5CH. It is a triplet carbene (CAS RN 3101-08-4). It is generated by irradiation of phenyldiazomethane. See also * Aurone An aurone is a heterocyclic chemical compound which is a type of flavonoid. There are two isomers of the molecule, with (''E'')- and (''Z'')-configurations. The molecule contains a benzofuran element associated with a benzylidene linked in posit ... References External links * Aromatic compounds {{aromatic-stub ...
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Leptosidin
Leptosidin was the first aurone to be isolated in ''Coreopsis grandiflora'' by Geissman T.A. and Heaton C.D. in 1943. Leptosidin blocks the active residues of PRKACA The catalytic subunit α of protein kinase A is a key regulatory enzyme that in humans is encoded by the ''PRKACA'' gene. This enzyme is responsible for phosphorylating other proteins and substrates, changing their activity. Protein kinase A catal .... References Aurones Catechols Phenol ethers {{Aromatic-stub ...
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Heterocyclic
A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic chemistry is the branch of organic chemistry dealing with the synthesis, properties, and applications of these heterocycles. Examples of heterocyclic compounds include all of the nucleic acids, the majority of drugs, most biomass (cellulose and related materials), and many natural and synthetic dyes. More than half of known compounds are heterocycles. 59% of US FDA-approved drugs contain nitrogen heterocycles. Classification The study of heterocyclic chemistry focuses especially on unsaturated derivatives, and the preponderance of work and applications involves unstrained 5- and 6-membered rings. Included are pyridine, thiophene, pyrrole, and furan. Another large class of heterocycles refers to those fused to benzene rings. For example, the fused benzene derivatives of pyridine, thiophene, pyrrole, and furan are quinol ...
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