79744-58-4Relevant academic research and scientific papers
Synthesis of various kinds of isoflavones, isoflavanes, and biphenyl- ketones and their 1,1-diphenyl-2-picrylhydrazyl radical-scavenging activities
Goto, Hideyuki,Terao, Yoshiyasu,Akai, Shuji
experimental part, p. 346 - 360 (2009/12/27)
Forty-eight kinds of isoflavones (8), thirty-one isoflavanes (9), and forty-seven biphenyl-ketones (10, 10') were synthesized from eleven kinds of substituted phenols (11) and six phenylacetic acids (12). Among them, seventy-five compounds are new. The radical scavenging activities of these compounds were evaluated using 1,1- diphenyl-2-picrylhydrazyl (DPPH) at pH 6.0. We found that thirty-nine out of forty-three compounds having a catechol moiety on either the A- or the B-ring exhibited a high activity (ED50=12-54 μM) similar to that of catechin. In these cases, the remaining part of their structure seemed to have little effect on their activity. Many 6- or 8-hydroxyisoflavanes (9E-I) and their biphenyl-ketone derivatives (10E-H) also showed a high activity (ED50=50=26-32 μM). This study suggests that natural isoflavones have the possibilities of exhibiting antioxidant activities through the hydroxylation at the C6-, C8-, or C3'-position or the formation of the isoflavanes (9) and/or the biphenyl-ketone derivatives (10') by metabolism or biotransformation.
Isoflavan and isoflavene compounds and their use as angiogenesis inhibitors
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Page/Page column 3, (2008/06/13)
The present invention is directed to the use of a group of isoflavan and isoflav-3-ene compounds having the formula wherein R1 and R2 independently have the meaning of a hydroxy group, or a group that decreases the metabolism or increases the bioavailability of the compound, and the dotted line means an optional double bond, for the treatment of pathological conditions associated with or dependent on enhanced or abnormal angiogenesis in a mammal. The invention also concerns a group of novel isoflavan and isoflav-3-ene compounds.
Microwave-promoted synthesis of polyhydroxydeoxybenzoins in ionic liquids
Hakala, Ullastiina,W?h?l?, Kristiina
, p. 8375 - 8378 (2007/10/03)
A microwave-promoted synthesis of polyhydroxydeoxybenzoins and -phenylpropanones has been developed, using bis{(trifluoromethyl)sulfonyl}amine (HNTf2) or BF3·OEt2 in an ionic liquid solvent.
A simple synthesis of 7,4′-dihydroxy-6-methoxyisoflavone, glycitein, the third soybean isoflavone
Lang'at-Thoruwa, Caroline,Song, Tong T.,Hu, Jiang,Simons, Andrean L.,Murphy, Patricia A.
, p. 149 - 151 (2007/10/03)
4-Methoxyresorcinol (3) was synthesized as the precursor for glycitein (6) synthesis by the oxidation of 3-hydroxy-4-methoxybenzaldehyde (1) to the aryl formate with H2O2 and a catalytic amount of SeO2. Glycitein (6) was synthesized by cyclization of 2,4,4′-trihydroxy-5-methoxydeoxybenzoin (5) with N,N-dimethylformamide, boron trifluoride diethyl ether, and methanesulfonyl chloride in a microwave oven.
