3,3',4,4',5',7-Hexahydro-2-phenyl-4H-chromen-4-on Chemische Eigenschaften,Einsatz,Produktion Methoden
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
Myricetin[529-44-2] is a flavonoid compound found in many fruits and vegetables, including red wine, that acts as a powerful antioxidant. Myricetin inhibits TBARS formation with an IC
50 value of 6.34 and at 20 μM, blocks oxLDL uptake by U937-derived macrophages, reducing CD36 expression. Myricetin demonstrates potent chemopreventative potential by binding JAK1/STAT3 to inhibit the neoplastic transformation of murine JB6 P+ cells and inhibiting MEK1 kinase activity.
Chemische Eigenschaften
The substance is a brown-yellow to brown-green crystalline powder. It can dissolve in methanol, ethanol, acetone, and ethyl acetate, and has a low solubility in water. It is not soluble in chloroform and petroleum ether. This compound is derived from the fruit of Myrica rubra (Lour.) Sieb. et Zucc. and belongs to the Populus family.
Verwenden
Myricetin is used as an antioxidant. It is a cell-permeable flavonoid used in inflammatory, diabetes, and cancer studies. It is effective in protecting neurons against oxidative stresses. Further, it inhibits yeast alfa-glucosidase,1 glyoxalase I in vitro and bovine milk xanthine oxidase.
Definition
ChEBI: Myricetin is a hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. It has been isolated from the leaves of Myrica rubra and other plants. It has a role as a cyclooxygenase 1 inhibitor, an antineoplastic agent, an antioxidant, a plant metabolite, a food component, a hypoglycemic agent and a geroprotector. It is a hexahydroxyflavone and a 7-hydroxyflavonol. It is a conjugate acid of a myricetin(1-).
Allgemeine Beschreibung
Myricetin is a novel flavanoid compound useful as chemotherapeutic, chemopreventive, and antiangiogenic agent. It also acts as an antioxidant, anti-inflammatory, and anti-cancer agent, and can inhibit the activity of reverse transcriptase.
läuterung methode
Myricetin (Cannabiscetin, 3,3',4',5,5',7-hexahydroxyflavone) [529-44-2] M 318.2, m > 3 0 0o, 357o(dec) (polyphenolic pKEst~8-11). Recrystallise myricetin from aqueous EtOH (m 357o dec, as monohydrate) or Me2CO (m 350o dec, with one mol of Me2CO) as yellow crystals. It is almost insoluble in CHCl3 and AcOH. The hexaacetate has m 213o. [Hergert J Org Chem 21 534 1956, Spada & Cameroni Gazzetta 86 965, 975 1956, Kalff & Robinson J Chem Soc 127 181 1925, Beilstein 18/5 V 670.]
3,3',4,4',5',7-Hexahydro-2-phenyl-4H-chromen-4-on Upstream-Materialien And Downstream Produkte
Upstream-Materialien
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one
3-[(6-Desoxy-α-L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-benzopyran-4-on
5,7-DIHYDROXY-3,3',4',5'-TETRAMETHOXYFLAVONE
Dihydromyricetin
Downstream Produkte
