96367-22-5

Basic information

• Product Name: 7-O-benzylquercetin tetraacetate
• Synonyms: 7-O-benzylquercetin tetraacetate
• CAS NO: 96367-22-5
• Molecular Weight: 560.514
• Mol File: 96367-22-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 7-O-benzylquercetin tetraacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 7-O-benzylquercetin tetraacetate(96367-22-5)
• EPA Substance Registry System: 7-O-benzylquercetin tetraacetate(96367-22-5)

Safety Data

• Hazardous Substances Data: 96367-22-5(Hazardous Substances Data)

Upstream product

• 1064-06-8 3,5,7-triacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one 
• 117-39-5 quercetol 
• 143631-95-2 acetic acid 2-acetoxy-4-(3,5-diacetoxy-7-hydroxy-4-oxo-4H-chromen-2-yl)-phenyl ester 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 67-64-1 acetone 
• 7251-37-8 4-(3,7-diacetoxy-5-hydroxy-4-oxo-4H-chromen-2-yl)-1,2-phenylene diacetate 

Downstream Products

• 78386-01-3 2-(3-acetoxy-4-(benzyloxy) phenyl)-7-(benzyloxy)-4-oxo-4H-chromene-3,5-diyl diacetate 
• 103568-84-9 2-(3-acetoxy-4-benzyloxy-phenyl)-3,5,7-tris-benzyloxy-chromen-4-one 
• 13459-12-6 7-(benzyloxy)-2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4H-chromen-4-one 
• 37077-67-1 3,5-bis-benzoyloxy-7-benzyloxy-2-(3,4-bis-benzoyloxy-phenyl)-chromen-4-one 
• 13459-13-7 7,4’-di-O-benzylquercetin 
• 862583-19-5 3,3',5-tri-O-acetyl-7-O-benzylquercetin 
• 261159-41-5 3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 
• 96870-38-1 3,3',5-tri-O-acetyl-7-O-benzyl-4'-O-methylquercetin 
• 37077-70-6 7-O-benzyl-4'-O-methylquercetin 
• 862583-24-2 7-O-benzyl-4'-O-methylquercetin-3-yl-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-4,6-di-O-acetyl-3-O-benzoyl-β-D-glucopyranoside 

Relevant articles and documents

Glucuronidation of Methylated Quercetin Derivatives: Chemical and Biochemical Approaches

Botanical supplements derived from grapes are functional in animal model systems for the amelioration of neurological conditions, including cognitive impairment. Rats fed with grape extracts accumulate 3′-O-methyl-quercetin-3-O-β-d-glucuronide (3) in their brains, suggesting 3 as a potential therapeutic agent. To develop methods for the synthesis of 3 and the related 4′-O-methyl-quercetin-7-O-β-d-glucuronide (4), 3-O-methyl-quercetin-3′-O-β-d-glucuronide (5), and 4′-O-methyl-quercetin-3′-O-β-d-glucuronide (6), which are not found in the brain, we have evaluated both enzymatic semisynthesis and full chemical synthetic approaches. Biocatalysis by mammalian UDP-glucuronosyltransferases generated multiple glucuronidated products from 4′-O-methylquercetin, and is not cost-effective. Chemical synthetic methods, on the other hand, provided good results; 3, 5, and 6 were obtained in six steps at 12, 18, and 30% overall yield, respectively, while 4 was synthesized in five steps at 34% overall yield. A mechanistic study on the unexpected regioselectivity observed in the quercetin glucuronide synthetic steps is also presented.

Synthesis and antiviral evaluation of 7-O-arylmethylquercetin derivatives against SARS-associated coronavirus (SCV) and hepatitis C virus (HCV)

Aryl diketoacid (ADK) is well known for antiviral activity which can be enhanced by introduction of an aromatic arylmethyl substituent. A natural flavonoid quercetin has a 3,5-dihydroxychromone pharmacophore which is in bioisosteric relationship with the