41929-26-4

Upstream product

• 22248-14-2 6-hydroxy-2,3,4-trimethoxyacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 3420-72-2 2'-hydroxy-4,4',6'-trimethoxychalcone 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 17742-46-0 acetic acid 3,4,5-trimethoxy-phenyl ester 
• 642-71-7 3,4,5-trimethoxyphenol 
• 93993-77-2 1-(2,5-dihydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propenone 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 2798-20-1 gardenin B 
• 19103-54-9 5-hydroxy-4',6,7-trimethoxyflavone 
• 2798-22-3 5,8-dihydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-4-benzopyrone 
• 481-53-8 tangeritin 
• 5867-71-0 3-hydroxy-5,6,7,4'-tetramethoxymethoxyflavone 
• 4324-55-4 3,4',5,6,7-pentahydroxyflavone 
• 1168-42-9 5,6,7,4'-tetramethoxyflavone 
• 2569-77-9 5,6,7,4'-tetra methoxyl-flavanone 

Relevant academic research and scientific papers

Organic synthesis method of scutellarein

The invention provides an organic synthesis method of scutellarein, wherein the organic synthesis method comprises the following steps: 1) by using p-methoxycinnamic acid as a raw material, synthesizing p-methoxycinnamoyl chloride under the catalytic action of an acyl chloride reagent and a catalyst; step 2) carrying out esterification reaction on p-methoxycinnamoyl chloride and 3,4,5-trimethoxyphenol under the action of Lewis acid, and then carrying out Fries rearrangement, so as to obtain 9-hydroxy-5,6,7,4'-tetramethoxychalcone; step 3) performing intramolecular cyclization on the 9-hydroxy-5,6,7,4'-tetramethoxychalcone under the action of an oxidizing agent to obtain 5,6,7,4'-tetramethoxyflavone; and step 4) demethylating the 5,6,7,4'-tetramethoxyflavone under the protection of N2 underthe action of a demethylating reagent to generate scutellarin. As the reaction operation is simple and safe, the post-treatment operation is easy, and the yield is high, the method has a wide industrial application prospect.

Inhibitory effects of 5,6,7-trihydroxyflavones on tyrosinase

Baicalein (1), 6-hydroxyapigenin (6), 6-hydroxygalangin (13) and 6-hydroxykaempferol (14), which are naturally occurring flavonoids from a set of 14 hydroxyflavones tested, exhibited high inhibitory effects on tyrosinase with respect to L-DOPA, while each of the 5,6,7-trihydroxyflavones 1, 6, 13 or 14 acted as a cofactor to monophenolase. Moreover, 6-hydroxykaempferol (14) showed the highest activity and was a competitive inhibitor of tyrosinase compared to L-DOPA. 5,6,7-Trihydroxyflavones 1, 6, 13 or 14 showed also high antioxidant activities. Hence, we conclude that the 5,6,7-trihydroxy-flavones are useful as good depigmentation agents with inhibitory effects in addition to their antioxidant properties.

Regioselective hydroxylation of 2-hydroxychalcones by dimethyldioxirane towards polymethoxylated flavonoids

The flavone nucleus is part of a large number of natural products and medicinal compounds. In this presentation the novel regioselective hydroxylation of hydroxyarenes with DMD is described. The results showed further that flavonoids with 5-hydroxy group were selectively oxyfunctionalized at the para-position C8 carbon atom by DMD. Finally, according to this methodology, the naturally occurring isosinensetin, tangeretin, sinensetin, nobiletin, natsudaidain, gardenin B, 3,3′,4′,5,6,7,8- heptamethoxyflavone, quercetin and its derivatives were synthesized.

Synthesis and anticancer activities of 5,6,7-trimethylbaicalein derivatives

The aim of this study was to develop potential anticancer agents based on a naturally occurring baicalein, a flavonoid from Scatellariae radix. Cinnamic acid derivatives were converted to corresponding chlorides and then condensed with 3,4,5-trimethoxyphe

Synthesis of 5,6,7,4'-tetramethoxyflavanone and 5,6,7-trimethoxy-3',4'-methylenedioxyflavone

The title compounds (I and II) have been synthesized by chalkone route, employing 2-hydroxy-4,4',5',6'-tetramethoxychalcone (III) and 2'-hydroxy-4',5',6'-trimethoxy-3,4-methylenedioxychalkone (IV), respectively.