59259-80-2

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 2-(4-hydroxyphenyl)-3,5,7-trimethoxy-
• Synonyms: 2-(4-Hydroxy-phenyl)-3,5,7-trimethoxy-chromen-4-on;2-(4-hydroxy-phenyl)-3,5,7-trimethoxy-chromen-4-one;4H-1-Benzopyran-4-one,2-(4-hydroxyphenyl)-3,5,7-trimethoxy;Kaempferol 3,5,7-trimethyl ether;Kaempferol-3,5,7-trimethylaether
• CAS NO: 59259-80-2
• Molecular Formula: C18H16O6
• Molecular Weight: 328.321
• Mol File: 59259-80-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 2-(4-hydroxyphenyl)-3,5,7-trimethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 2-(4-hydroxyphenyl)-3,5,7-trimethoxy-(59259-80-2)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 2-(4-hydroxyphenyl)-3,5,7-trimethoxy-(59259-80-2)

Safety Data

• Hazardous Substances Data: 59259-80-2(Hazardous Substances Data)

Upstream product

• 132020-80-5 4'-(benzyloxy)-3,5,7-trimethoxyflavone 
• 17874-42-9 2'-hydroxy-2,4',6'-trimethoxyacetophenone 
• 205652-96-6 4-benzoyloxy-benzoic acid-anhydride 
• 90-24-4 2-hydroxy-4,6-dimethoxyacetophenone 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 22812-15-3 2-[4-(benzyloxy)phenyl]-5,7-dimethoxy-4H-chromen-4-one 
• 108-73-6 3,5-dihydroxyphenol 
• 19158-99-7 2’,4’-dimethoxy-6’-hydroxy-4-O-benzylchalcone 
• 26207-83-0 (+/-)-3t-hydroxy-2r-(4-hydroxy-phenyl)-5,7-dimethoxy-chroman-4-one 
• 58860-84-7 4-(benzoyloxy)benzoyl chloride 
• 1486-59-5 4'-(benzyloxy)-5,7-dihydroxy-3-methoxyflavone 
• 55317-02-7 2-methoxy-1-(2,4,6-trihydroxyphenyl)ethanone 
• 124458-86-2 4'-acetyloxy-5-hydroxy-3,7-dimethoxyflavone 
• 3301-49-3 kumatakenin 

Downstream Products

• 94805-83-1 Isolicoflavonol 
• 569-92-6 rhamnocitrin 
• 16692-52-7 3,4',5,7-tetramethoxyflavone 
• 124458-87-3 2-(4-acetoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one 

Relevant articles and documents

Synthesis method of isolicoflavonol

The invention provides a synthesis method of isolicoflavonol, which comprises the following steps: carrying out condensation reaction on 2,4-O-R1(protective group, the same below)-6-hydroxyacetophenone and 4-O-R2(protective group, the same below)-benzaldehyde to generate 2',4'-O-R1-6'-hydroxy-4-O-R2-chalcone; oxidizing the chalcone to generate flavonol; carrying out selective protection on 3-OH ofthe flavonol to obtain 3,5,7-O-R1-4'-O-R2-flavonol; removing the protecting group R2 from the 3,5,7-O-R1-4'-O-R2-flavonol to obtain 3,5,7-O-R1-4'-hydroxyflavonol; carrying out 1,1-dimethylpropargyl reaction on the 4,4'-OH site to obtain 3,5,7-O-R1-4'-O-(1',1''-dimethyl propargyl)flavonol; carrying out partial hydrogenation on the alkynyl of the 3,5,7-O-R1-4'-O-(1',1''-dimethyl propargyl)flavonolunder the action of a catalyst to obtain 3,5,7-O-R1-4'-O-(1',1''-dimethylpropenyl)flavonol and carrying out Claisen rearrangement on the 3,5,7-O-R1-4'-O-(1',1''-dimethylpropenyl)flavonol to obtain 3,5,7-O-R1-isolicoflavonol, and removing the protecting group R1 from the 3,5,7-O-R1-isolicoflavonol to obtain the isolicoflavonol.

ANTIMICROBIAL FLAVONOIDS FROM PSIADIA TRINERVIA AND THEIR METHYLATED AND ACETYLATED DERIVATIVES

Key Word Index - Psiadia trinervia; Compositae; flavonoids; antifungal; antibacterial; Cladosporium cucumerinum; Bacillus cereus; bioautography.Abstract - From a dichloromethane extract and a hydrolysed methanolic extract from the leaves of Psiadia trinervia, 13 3-methylated flavonol have beeen isolated.Their structures were established by the usual spectoscopic methods (UV, EIMS, 1H and 13CNMR).Ayanin, casticin, chrysosplenol-D and 5,7,4'-trihydroxy-3,8-dimethoxyflavone were responsible for the antifungal activity found in the preliminary screening.Chrysosplenol-D, isokaemferide, 5,7,4'-trihydroxy-3,3'-dimethoxyflavone and 5,7,4'-trihydroxy-3,8-dimethoxyflavone displayed antibacterial activity.Twenty-nine derivatives were prepared by permethylation and selective methylation of the free hydroxyl group at C-5.The antimicrobial activities of the isolates and derivatives were determined by bioautographic assays using C. cucumerinum and B. cereus as test organisms.