13111-57-4

Usage

InChI:InChI=1/C16H12O6/c1-21-15-12(19)6-11(18)13-14(20)10(7-22-16(13)15)8-2-4-9(17)5-3-8/h2-7,17-19H,1H3

Upstream product

• 101446-12-2 5,7-dihydroxy-3-(4-hydroxy-phenyl)-8-methoxy-4-oxo-4H-chromene-2-carboxylic acid 
• 27181-83-5 2-(4-hydroxyphenyl)-1-(2,4,6-trihydroxy-3-methoxyphenyl)ethanone 
• 68-12-2 N,N-dimethyl-formamide 
• 4755-77-5 Ethyl oxalyl chloride 
• 14191-95-8 4-cyanomethylphenol 
• 3162-51-4 1-(2,4-Bis-benzyloxy-3,6-dimethoxy-phenyl)-ethanone 
• 204591-02-6 2-(4-Benzyloxy-phenyl)-1-(2,4-bis-benzyloxy-3,6-dimethoxy-phenyl)-3,3-dimethoxy-propan-1-one 
• 20032-42-2 2,5-dimethoxyresorcinol 
• 101169-69-1 2,4,4'-trihydroxy-3,6-dimethoxy-deoxybenzoin 
• 548-77-6 tectorigenin 
• 27181-85-7 5,7-dihydroxy-3-(4-hydroxy-phenyl)-8-methoxy-4-oxo-4H-chromene-2-carboxylic acid ethyl ester 
• 54121-34-5 (Z)-3-(4-Benzyloxy-phenyl)-1-(2,4-bis-benzyloxy-3,6-dimethoxy-phenyl)-propenone 
• 204591-12-8 1-(2,4-Dihydroxy-3,6-dimethoxy-phenyl)-2-(4-hydroxy-phenyl)-3,3-dimethoxy-propan-1-one 
• 114003-37-1 7-acetoxy-3-(4-acetoxy-phenyl)-5,8-dimethoxy-chromen-4-one 

Downstream Products

• 27181-88-0 5,7-diacetoxy-3-(4-acetoxy-phenyl)-8-methoxy-chromen-4-one 

Relevant academic research and scientific papers

ISOFLAVONES FROM THE GALL AND WOOD OF WISTERIA BRACHYBOTRYS

Two new isoflavones, 6-methoxy-7,8,4'-trihydroxyisoflavone and isotectorigenin 7-O-β-D-glucopyranoside, were isolated from the gall and wood of Wisteria brachybotrys, together with 15 known isoflavonoids.Key Word Index - Wisteria brachybotrys; Leguminosae; isoflavonoid; isoflavone glucoside; 6-methoxy-7,8,4'-trihydroxyisoflavone; isotectorigenin 7-O-β-D-glucopyranoside.

Preparation method of isoshehkanigenin

The invention discloses an application of isoshehkanigenin in preparation of a medicine for treating and resisting tumors, and further provides an extraction method of isoshehkanigenin. By selecting a specific separation and purification method, the purity and the yield of isoshehkanigenin are greatly improved, and the cost is reduced. Pharmacological experiments prove that the isoshehkanigenin prepared by the invention has anti-tumor activity, the activity of the isoshehkanigenin to HCT116, A549 and HepG2 tumor cell strains is superior to that of tectorigenin, and the isoshehkanigenin has a wide market application prospect.

Efficient method for the synthesis of tectorigenin

Tectorigenin, isolated from the rhizomes of Belamcanda chinensis, shows a wide variety of biological activities. The interest in its biological activities has been matched by a corresponding interest in its synthesis. We herein reported a convenient synth

Polyphenols based on isoflavones as inhibitors of Helicobacter pylori urease

Twenty polyphenols were synthesized and evaluated for their effect on Helicobacter pylori urease. Among these compounds, 4-(p-hydroxyphenethyl)pyrogallol (15) (IC50 = 0.03 mM) and 7,8,4′-trihydroxyisoflavone (19) (IC50 = 0.14 mM) showed potent inhibitory activities, and inhibited Helicobacter pylori urease in a time-dependent manner. The structure-activity relationship of these polyphenols revealed: the two ortho hydroxyl groups were essential for inhibitory activity of polyphenol. When the C-ring of isoflavone was broken, the inhibitory activity markedly decreased. As for deoxybenzoin, the carboxyl group was clearly detrimental.

Studies of the selective O-Alkylation and dealkylation of flavonoids. XXIV. A convenient method for synthesizing 6- and 8-methoxylated 5,7- dihydroxyisoflavones

2',4'-Bis(benzyloxy)-3',6'-dimethoxychalcones (5), which were obtained from the dibenzyl ether of 2,4-dihydroxy-3,6-dimethoxyacetophenone (3), were oxidatively rearranged with thallium (III) nitrate in methanol and the resultant products were converted into 7-hydroxy-5,8-dimethoxyisoflavones (8) by hydrogenolysis, followed by cyclization. The isoflavones were quantitatively demethylated to 5,7-dihydroxy-8-methoxyisoflavones (2) via their acetates. The isomeric 5,7-dihydroxy-6-methoxyisoflavones (1) were also synthesized from the chalcones, obtained from 2,3-dimethoxy- (16) or 2- isopropoxy-3-methoxy-4,6-bis(benzyloxy)acetophenones (21), by a similar method. On the other hand, the isoflavones with two hydroxy groups at the 2'- and 4'-positions were easily synthesized by the following method. Treatment of the rearranged product from 2,2',4,4'-tetrakis(benzyloxy)-3'6'- dimethoxychalcone (5f) with hydrochloric acid (HCl) in acetic acid afforded 2',4',7-tris(benzyloxy)-5,8-dimethoxyisoflavone (10f). The 5-methoxy group in the isoflavone was quantitatively cleaved to give the corresponding 5- hydroxyisoflavone (11f), which was isomerized to 2',4',7-tris(benzyloxy)-5- hydroxy-6-methoxyisoflavone (25f) in the presence of anhydrous potassium carbonate. Hydrogenolysis of the two 5-hydroxyisoflavones proceeded smoothly to give 2',4',5,7-tetrahydroxy-8-(2f) and 6-methoxyisoflavones (1f), respectively. The 13C-NMR spectra of these isoflavones supported the proposed structures of polyhydroxyisoflavones. The proposed structures of two natural isoflavones were revised.