61393-93-9

Basic information

• Product Name: VICENIN
• CAS NO: 61393-93-9
• Molecular Weight: 0
• Product Categories: Miscellaneous Natural Products
• Mol File: 61393-93-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: VICENIN(CAS DataBase Reference)
• NIST Chemistry Reference: VICENIN(61393-93-9)
• EPA Substance Registry System: VICENIN(61393-93-9)

Safety Data

• Hazardous Substances Data: 61393-93-9(Hazardous Substances Data)

Upstream product

• 82616-06-6 5,7,4'-triacetoxy-6,8-di-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)flavone 
• 1646598-05-1 apigenin-6-C-β-D-glucopyranosyl-8-C-[β-D-apiofuranosyl-(1→2)]-β-D-glucopyranoside 
• 1646598-06-2 apigenin-6-C-β-D-glucopyranosyl-8-C-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside 
• 29774-67-2 vitexin 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 

Downstream Products

• 82616-06-6 5,7,4'-triacetoxy-6,8-di-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)flavone 

Relevant articles and documents

6-C-β-D-GLUCOPYRANOSYL-8-C-β-D-GALACTOPYRANOSYLAPIGENIN FROM CERASTIUM ARVENSE

The new C-glucosylflavone, 6-C-β-D-glucopyranosyl-8-C-β-D-galactopyranosylapigenin, has been isolated from Cerastium arvense and identified on the basis of UV, MS and 13C NMR spectral data and comparison with the product obtained from 6-C-galactosylation of vitexin.Key Word Index - Cerastium arvense; Caryophyllaceae; C-glycosylflavone; 6-C-β-D-glucopyranosyl-8-C-β-D-galactopyranosylapigenin.

Beta vulgaris subspecies cicla var. flavescens (Swiss chard): Flavonoids, hepatoprotective and hypolipidemic activities

The novel flavonoids, 2″,2″′-di-O-α-rhamnopyranosyl-vicenin II, a di-C-glycosyl flavone, and herbacetin 3-O-β-xylopyranosyl- (1″′→2″)-O-β-glucopyranoside, were isolated from the leaves of Beta vulgaris subspecies cicla L. var. flavescens, an edible plant which is consumed in the Mediterranean areas, additional to the known flavonoids, 6-C-glucosyl isoscutellarein, vitexin-(1″′→2″)-O-β-xylopyranosyl, vitexin-(1″′→2″)-O-α-rhamnopyranosyl and vitexin. All metabolites were established by conventional methods of analysis and their structures were confirmed by spectroscopic analysis, including 1D and 2D-NMR and by HR-ESIMS, as well. The extract of the plant leaves shows hepatoprotective effects in rats intoxicated by administration of acetaminophen and exhibits hypolipidemic activity in rats with high-fat-diet induced hypercholesterolemia. The evaluation was done through measuring the liver function enzymes (aspartate and alanine aminotransferases and alkaline phosphatase, the lipid profile (total cholesterol, high density lipoprotein cholesterol, low density lipoprotein cholesterol and triglycerides) and histopathological analysis of liver slides.

Total synthesis of three naturally occurring 6,8-di-C-glycosylflavonoids: phloretin, naringenin, and apigenin bis-C-β-d-glucosides

Three naturally occurring di-C-glycosylflavonoids, phloretin (dihydrochalcone), naringenin (flavanone), and apigenin (flavone) bis-6,8-C-β-d-glucopyranosides (4, 5, and 6), were synthesized in total yields of 52.3%, 53.5%, and 36.4%, respectively, starting from the key compound, di-C-β-d-glucopyranosylphloroacetophenone (1). Benzyl protection of the phenolic hydroxyls in 1 and a subsequent aldol condensation with benzyloxybenzaldehyde led to the production of chalcone 3, which, after hydrogenolysis or acid hydrolysis and deprotection, gave 4 and 5, respectively. The acetylation of 5, followed by DDQ oxidation and deprotection, gave 6.