2-(4-甲氧基苯基)-1-(2,4,6-三羟基苯基)乙酮置于吡啶体系中,化学反应生成 鹰嘴豆芽素a 参考文献:Yoder Et Al.,Proceedings Of The Iowa Academy Of Science,1954,Vol. 61,P. 271,275 标题:Yoder Et Al.,Proceedings Of The Iowa Academy Of Science,1954,Vol. 61,P. 271,275
专利号:WO-2020032913-A1 优先权日:2018-08-04 标题:Process for synthesis of oroxylin a 发明人:MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; RAMANUJAM RAJENDRAN; HEMANTHA HOSAHALLI 权利人:MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; RAMANUJAM RAJENDRAN; HEMANTHA HOSAHALLI PRABHAKARA 摘要:Disclosed is a novel, simple, scalable and environment friendly process for the synthesis of Oroxylin A from Baicalin. Baicalm is esterified to obtain a methyl ester which is further selectively methylated to provide Oroxylin A gluciironide methyl ester which on de- glycosylation results in the formation of Oroxylin A.
专利号:US-10407401-B1 优先权日:2018-08-04 标题 :Process for synthesis of Oroxylin A 发明人:MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; RAMANUJAM RAJENDRAN; HEMANTHA HOSAHALLI PRABHAKARA 权利人:MAJEED MUHAMMED; NAGABHUSHANAM KALYANAM; RAMANUJAM RAJENDRAN; HEMANTHA HOSAHALLI PRABHAKARA; SAMI LABS LTD 摘要:Disclosed is a novel, simple, scalable and environment friendly process for the synthesis of Oroxylin A from Baicalin. Baicalin is esterified to obtain a methyl ester which is further selectively methylated to provide Oroxylin A glucuronide methyl ester which on de-glycosylation results in the formation of Oroxylin A.
专利号:US-2009062555-A1 优先权日:2007-08-28 标 题 :Synthesis of Isoflavone 发明人:HARMS ARTHUR E 权利人:HARMS ARTHUR E 摘要:The invention provides a process of manufacturing an isoflavone of the general formula 7 n n n n n n n n n n wherein R 1 , R 2 , R 3 , and R 4 each independently are H, OH, or an alkoxy, provided at least one of R 1 , R 2 , R 3 , and R 4 being OH, and one being alkoxy, or at least 2 groups being OH, comprising providing ketone (3) n n n n n n n n n n wherein R 1 , R 2 , R 3 , and R 4 are as stated above, combining (3) with trialkylortho formate, and a Lewis or Bronsted acid to produce the isoflavone, precipitating the isoflavone.
专利号:US-5639785-A 优先权日:1995-06-07 标 题 :Methods for the treatment of baldness and gray hair using isoflavonoid derivatives 发明人:KUNG PATRICK C 权利人:GLOBAL PHARMA LTD 摘要:The present invention relates to novel pharmaceutical compositions of isoflavanoid derivatives useful for the treatment of male pattern baldness and alopecia areata, and their use in promoting the conversion of gray hair to the original pigment in hair follicles. Also described herein are methods for the synthesis of isoflavanoid derivatives.
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.
1: Jain A, Lai JC, Bhushan A. Biochanin A inhibits endothelial cell functions and proangiogenic pathways: implications in glioma therapy. Anticancer Drugs. 2015 Mar;26(3):323-30. doi: 10.1097/CAD.0000000000000189. doi: 10.3892/ijmm.2014.2020. Epub 2014 Dec 2. doi: 10.1097/CAD.0000000000000044. doi: 10.1007/s11064-014-1480-2. Epub 2014 Nov 29. doi: 10.1371/journal.pone.0121529. eCollection 2015. 7: Wang W, Tang L, Li Y, Wang Y. Biochanin A protects against focal cerebral ischemia/reperfusion in rats via inhibition of p38-mediated inflammatory responses. J Neurol Sci. 2015 Jan 15;348(1-2):121-5. doi: 10.1016/j.jns.2014.11.018. Epub 2014 Nov 18. doi: 10.1371/journal.pone.0115115. eCollection 2014. 9: Chen J, Ge B, Wang Y, Ye Y, Zeng S, Huang Z. Biochanin A promotes proliferation that involves a feedback loop of microRNA-375 and estrogen receptor alpha in breast cancer cells. Cell Physiol Biochem. 2015;35(2):639-46. doi: 10.1159/000369725. Epub 2015 Jan 28. doi: 10.1016/j.lfs.2015.06.015. Epub 2015 Jul 2. doi: 10.1186/1472-6882-14-444.
合成参考文献
参考文献:10.1021/np50001a002 摘要:Edwards JM, Raffauf RF, Le Quesne PW. Antineoplastic activity and cytotoxicity of flavones, isoflavones, and flavanones. J Nat Prod. 1979 Jan;42(1):85–91. doi: 10.1021/np50001a002.