专利号:US-10030003-B2 优先权日:2014-09-10 标 题:Synthesis of isoflavanes and intermediates thereof 发明人:BELIAEV NIKOLAI; SHAFRAN YURI 权利人:SYSTEM BIOLOGIE AG 摘要:Subject of the invention is a method for enantioselective production of an isoflavane from an isoflavone, comprising the steps: (a) selectively reducing the isoflavone, such that the 4-keto group of the isoflavone is converted to a 4-hydroxy group, and the 2,3-double bond of the isoflavone is converted to a 2,3-single bond, thereby obtaining a 4-hydroxy intermediate, and (b) reacting the 4-hydroxy intermediate with a chiral reagent, such that a chiral group is covalently attached to the C4-position of the 4-hydroxy intermediate, thereby obtaining a chiral intermediate. The invention also relates to intermediates of formulae (IV), (V), (VI) and (VII) obtainable in the inventive process.
专利号:US-8969596-B2 优先权日:2008-08-14 标题:Synthesis of equol 发明人:STEFFAN BERT 权利人:STEFFAN BERT 摘要:Subject of the invention is a method for the production of isoflavanes from isoflavones, whereby in a first reaction step (a) the 4-keto group of the isoflavone is reduced in a enantioselective manner, whilst the 2,3-double bond is maintained, to the 4-hydroxy compound.
专利号:US-2012094336-A1 优先权日:2008-08-14 标题:Synthesis of equol
专利号:CA-2960437-A1 优先权日:2014-09-10 标 题 :Synthesis of isoflavanes and intermediates thereof
专利号:US-2017283389-A1 优先权日:2014-09-10 标题 :Synthesis of Isoflavanes and Intermediates Thereof
专利号:KR-20170054461-A 优先权日:2014-09-10 标 题 :Synthesis of isoflavanes and intermediates thereof
参考标题: Synthesis Of Isoflavanes And Intermediates Thereof Synthèse D'Isoflavones Et Intermédiaires De Celles-Ci 摘要:Subject Of The Invention Is A Method For Enantioselective Production Of An Isoflavane From An Isoflavone, Comprising The Steps: (A) Selectively Reducing The Isoflavone, Such That The 4-Keto Group Of The Isoflavone Is Converted To A 4-Hydroxy Group, And The 2,3-Double Bond Of The Isoflavone Is Converted To A 2,3-Single Bond, Thereby Obtaining A 4-Hydroxy Intermediate, And (B) Reacting The 4-Hydroxy Intermediate With A Chiral Reagent, Such That A Chiral Group Is Covalently Attached To The C4-Position Of The 4-Hydroxy Intermediate, Thereby Obtaining A Chiral Intermediate. The Invention Also Relates To Intermediates Of Formulae (Iv), (V), (Vi) And (Vii) Obtainable In The Inventive Process.
合成参考文献
参考文献:10.1016/0305-1978(93)90090-e 摘要:Kajiyama K, Hiraga Y, Takahashi K, Hirata S, Kobayashi S, Sankawa U, Kinoshita T. Flavonoids and isoflavonoids of chemotaxonomic significance from Glycyrrhiza pallidiflora (Leguminosae). Biochemical Systematics and Ecology. 1993 Dec;21(8):785–93. doi: 10.1016/0305-1978(93)90090-e. 参考文献:10.1124/mol.119.115964 摘要:Lee TD, Lee OW, Brimacombe KR, Chen L, Guha R, Lusvarghi S, Tebase BG, Klumpp-Thomas C, Robey RW, Ambudkar SV, Shen M, Gottesman MM, Hall MD. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular Pharmacology. 2019 Nov;96(5):629–40. doi: 10.1124/mol.119.115964. 参考文献:10.1271/bbb.100285 摘要:UEDA H, SUGIMOTO Y. Vestitol as a Chemical Barrier against Intrusion of Parasitic PlantStriga hermonthicaintoLotus japonicusRoots. Bioscience, Biotechnology, and Biochemistry. 2010 Aug 23;74(8):1662–7. doi: 10.1271/bbb.100285.