Дигидротамариксетин

Identification

Dihydrotamarixetine (Blumeatin A, 4'-O-methyltaxifolin; English Dihydrotamarixetin, CAS 70411-27-7) is a dihydroflavonol, a flavonoid with a saturated 2,3-bond of the C ring. Chemical formula C16H14O7. Methoxylated derivative of taxifolin (dihydroquercetin).

Molecular parameters

• Molecular Weight: 318.27816
• Exact weight: 318.074
• EU number: not assigned (-0)
• PSA Specifications: 116
• XLogP3: 1.8

Physico-chemical properties

• Density: 1.558±0.06 g/cm3 (predicted)
• Melting point: 172–174 °C

Scope of application

Dihydrotamarixetine belongs to the class of dihydroflavonols - the saturated C ring makes such flavonoids more active antioxidants than their unsaturated analogues (flavonols). The synonymous name Blumeatin A associates the substance with flavonoids of the genus Blumea; related structures have also been described for Artemisia annua. Supplied as a reference standard for phytochemical and analytical studies, used in the identification and quantification of flavonoids by HPLC methods, as well as in studies of the antioxidant activity of plant extracts and the metabolism of taxifolin derivatives. The saturated 2,3-bond of ring C removes conjugation with the carbonyl group and increases the donating ability of hydroxyls of ring B, due to which dihydroflavonols, as a rule, are superior in antioxidant activity to unsaturated flavonols of the same skeleton. The structure of the substance is close to taxifolin (dihydroquercetin), a common plant antioxidant; methoxylation of one of the hydroxyl groups of the B ring changes the polarity and metabolic stability of the molecule, therefore such derivatives are convenient as markers when studying the pathways of biotransformation of flavonoids in plants and in the body. Taxifolin itself is widely studied as a functional nutrition component and antioxidant supplement, obtained in particular from larch wood; its methoxylated derivatives, including dihydrotamarixetine, are of interest for a comparative assessment of antioxidant properties among related dihydroflavonols.

Security and storage

There is no data on hazard classification and transport codes in the dump - the information was not published or was not discovered by the supplier; this is typical for highly specialized phytochemical standards produced in small batches. Like most dry flavonoid standards, the substance should be stored in an airtight container, in a cool, dry place, protected from direct light, to avoid oxidation of phenolic hydroxyl groups by atmospheric oxygen. When working with powder, use respiratory protection and gloves, avoiding the formation and inhalation of dust; Packing and weighing should be carried out in a fume hood. Once opened, the container should be resealed as quickly as possible, preferably with a desiccant inside the package to prevent the hygroscopic phenolic powder from absorbing moisture from the air. Transportation is allowed in standard chemical containers without special temperature requirements, provided that they are protected from direct sunlight and mechanical damage to the packaging.