29096-94-4

Upstream product

• 935659-63-5 3-iodo-7-((tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one 
• 1616247-85-8 7-((tetrahydro-2H-pyran-2-yl)oxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1124174-55-5 C₁₆H₂₁NO₄ 
• 213698-56-7 (2,4,5-trimethoxyphenyl)boronic acid 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 20129-11-7 1-bromo-2,4,5-trimethoxybenzene 
• 111841-07-7 2-hydroxy-4-(tetrahydropyran-2-yloxy)acetophenone 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 1422513-84-5 3-iodo-8,8-dimethylpyrano[2,3-f]chromen-4(8H)-one 
• 1013634-99-5 7-hydroxy-3-iodo-4H-chromen-4-one 
• 91735-51-2 4'-Benzyloxy-2'-hydroxy-2,4,5-trimethoxychalcone 
• 91735-52-3 2',4'-bis(benzyloxy)-2,4,5-trimethoxychalcone 
• 4460-86-0 asaraldehyde 
• 91735-53-4 2',4'-Dibenzyloxy-2,4,5-trimethoxychalcone epoxide 

Downstream Products

• 100659-81-2 7-((3-methylbut-2-en-1-yl)oxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1616247-94-9 4-oxo-3-(2,4,5-trimethoxyphenyl)-4H-chromen-7-yl-3-methoxybenzoate 
• 1616247-95-0 7-(1-oxo-2-(3-(trifluoromethyl)phenyl)ethoxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1616248-01-1 7-((2-(trifluoromethyl)benzyl)oxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1616248-10-2 7-((2-bromobenzyl)oxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1616248-08-8 7-((2-chlorobenzyl)oxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1616248-04-4 2-(((4-oxo-3-(2,4,5-trimethoxyphenyl)-4H-chromen-7-yl)oxy)methyl)benzonitrile 
• 1616247-96-1 7-((2-fluorobenzyl)oxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1616247-99-4 7-((2-methylbenzyl)oxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1616248-02-2 7-(2-morpholinoethoxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1616248-12-4 7-((3-(trifluoromethyl)benzyl)oxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1616248-09-9 7-((3-bromobenzyl)oxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1616248-07-7 7-((3-chlorobenzyl)oxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1616248-05-5 7-((3-fluorobenzyl)oxy)-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one 

Relevant academic research and scientific papers

Synthesis, structure-activity relationships and biological evaluation of barbigerone analogues as anti-proliferative and anti-angiogenesis agents

A series of barbigerone analogues (7a-7w, 13a-13x) were designed, synthesized and biologically evaluated for their anti-proliferative and anti-angiogenic activities. Among these compounds, compound 13a exhibited the most potent inhibitory effect on the proliferation of HUVECs, HepG2, A375, U251, B16, and HCT116 cells (IC50 = 3.80, 0.28, 1.58, 3.50, 1.09 and 0.68 μM, respectively). Compound 13a inhibited the angiogenesis in zebrafish embryo assay in a concentration-dependent manner. Furthermore, 13a also effectively inhibited the migration and capillary like tube formation of human umbilical vein endothelial cell in vitro. These results support the further investigation of this class of compounds as potential anti-proliferative and anti-angiogenesis agents.

Syntheses of Isoflavones and Isoflavone Glycosides, and Their Inhibitory Activity against Bovine Liver &β-Galactosidase

To clarify the relationship between the structure and inhibitory action toward β-D-galactosidase (EC 3.2.1.21) of isoflavones and isoflavone glycosides, a number of polyhydroxyisoflavones, and the α-L-rhamnosides and β-L-quinovosides of daidzein and genistein were synthesized.Among the polyhydroxyisoflavones, 2',3',4',7-tetrahydroxyisoflavone showed the strongest inhibitory activity (Ki = 26 * 10-6 M).Among the glycosides, all the L-rhamnosides were strong inhibitors, of which genistein 4',7-di-O-α-L-rhamnoside was the strongest (Ki = 4.44 * 10-6 M), while all the isoflavone β-L-quinovosides were considerably weak or possessed no inhibition.

Synthesis of Barbigerone, a Naturally Occurring Pyranoisoflavone

4'-Benzyloxy-2'-hydroxy-2,4,5-trimethoxychalcone (III) on benzylation gives 2',4'-dibenzyloxy-2,4,5-trimethoxychalcone (IV), which on epoxidation furnishes the corresponding epoxide (V).The latter on rearrangement with BF3-etherate gives 7-hydroxy-2',4',5'-trimethoxyisoflavone (II), via α-formyldesoxybenzoin (VI).II on reaction with 2-methyl-2-chlorobut-3-yne furnishes barbigerone (I), identical with a natural sample.