91735-52-3Relevant academic research and scientific papers
Syntheses of Isoflavones and Isoflavone Glycosides, and Their Inhibitory Activity against Bovine Liver &β-Galactosidase
Nishiyama, Kiyotoshi,Esaki, Sachiko,Deguchi, Ikuko,Sugiyama, Naoko,Kamiya, Shintaro
, p. 107 - 114 (2007/10/02)
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
Pathak, V. P.,Saini, T. R.,Khanna, R. N.
, p. 89 - 90 (2007/10/02)
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.
