CAS: 480-11-5; 5,7-Dihydroxy-6-Methoxy-2-Phenyl-4H-Chromen-4-One

该化合物是主要存在于各种植物,特别是草药Scutellaria baicenses根部的氟氯素化合物,其特点是黄色,以多种生物活动闻名,包括抗氧化剂,抗炎和...

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CAS号973-67-1 5,6,7-三甲氧基黄酮 | CAS号2035-05-4 7-hydroxy-5,6-d... | CAS号491-67-8 黄芩素; 黄芩苷元 | CAS号74-88-4 碘甲烷 | CAS号642-71-7 3,4,5-三甲氧基苯酚 | CAS号22248-14-2 2,3,4-三甲氧基-6-羟基苯乙酮 | CAS号571168-66-6 3-phenyl-1-(2,4... | CAS号70185-52-3 (2E)-1-(6-hydro... | CAS号100-52-7 苯甲醛 | CAS号102-92-1 β-苯基丙烯酰氯 | CAS号491-67-8 黄芩素; 黄芩苷元 | CAS号973-67-1 5,6,7-三甲氧基黄酮 | CAS号740-33-0 荠苧黄酮

合成工艺路线路线简述

  • 合成目标产物 Oroxylin A 主要起始原料 5,6,7-Trimethoxyflavone
  • (文献来源)合成步骤主要原料 5,6,7-Trimethoxyflavone
📜黄芩苷置于硫酸,Potassium Carbonate体系中,用 四氢呋喃,水,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 9.0H,反应生成 千层纸素a
参考文献:Oroxylin A的明确,实用的合成方法:一种通常被错误识别的黄酮
标题:Oroxylin A的明确,实用的合成方法:一种通常被错误识别的黄酮
摘要:摘要 木蝴蝶a,中的提取物的主要类黄酮木蝴蝶以及黄芩具有有用的药用功效.许多声称合成oroxylin A(1)的已公开路线实际上导致了区域异构体negletein被误解为oroxylina.在本工作中,我们描述了一种新颖,直接且可扩展的半合成方法,可快速进行合成.获得标题化合物,其结构通过衍生物的NMR和x射线晶体学分析明确确定.这项工作还涵盖了oroxylin A即oagme(2)的糖基化衍生物的合成,该衍生物具有明显的药理学重要性.
DOI:10.1080/14786419.2019.1650359

海关参考信息

专利信息


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:WO-2025081225-A1
优先权日:2023-10-17
标 题 :Synthesis of polyphenols
发明人:TURLAND CADE LACHLAN; GROLMAN DAVID; BEHRENDORFF JAMES BRUCE YARNTON HAYCOCK; MORADI SHAYLI VARASTEH; THOMSON RAINE ELIZABETH STURT
权利人:Delica Therapeutics Pty Ltd
摘要:The present disclosure relates to polyphenols, including flavonoids, flavones and cannflavins, and methods of synthesising polyphenols. The present disclosure provides methods, enzymes and compositions that may be useful in the synthesis of polyphenols.

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-2024026314-A1
优先权日:2020-11-25
标题 :Polypeptides for use in the synthesis of bioactive phenolic compounds
发明人:ROTHSTEIN STEVEN; AKHTAR TARIQ; CASARETTO JOSE; PERRIN COLBY; VAN GELDER KRISTEN
权利人:ROTHSTEIN STEVEN; AKHTAR TARIQ; CASARETTO JOSE; PERRIN COLBY; VAN GELDER KRISTEN
摘要:Described herein is a polypeptide encoding a prenyltransferase for prenylating a polyphenol and a polypeptide encoding an O-methyltransferase for methylating a polyphenol. For example, the polypeptide comprises or consists of the sequence of SEQ ID NO: 1, 2, 3, 4, 5, and/or 6, and/or a polypeptide listed in Table 1, and/or SEQ ID NO: 7-30, or a variant thereof having at least 80% sequence identity to SEQ ID NO: 1, 2, 3, 4, 5, and/or 6, and/or the polypeptide listed in Table 1, and/or SEQ ID NO: 7-30, or a fragment of the polypeptide or the variant thereof.

专利号:US-5643598-A
优先权日:1988-03-09
标 题 :Method of skin care utilizing liposomes containing Scutellaria extracts
发明人:MEYBECK ALAIN
权利人:LVMH RECH
摘要:The invention relates to a composition based on hydrated lipid lamellar phases or liposomes. n This composition is characterized in that said hydrated lipid lamellar phases or said liposomes contain at least in part an extract of Scutellaria, or at least one active substance isolated from such an extract or obtained by chemical synthesis, particularly wogonine, 2'-hydroxy-wogonine, baicaleine, neobaicaleine, oroxindine and baicaline. n This composition is useful for the preparation of cosmetic or pharmaceutical, particularly dermatological compositions, with anti-allergic, anti-inflammatory or anti-ageing activity.

专利号:EP-4251758-A1
优先权日:2020-11-25
标 题:Polypeptides for use in the synthesis of bioactive phenolic compounds

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主要参考文献


1: Zhang X, Zhang Y, Wang N, Liu J, Zhang LT, Zhang ZQ, Li DQ. The mysteries of pharmacokinetics and in vivo metabolism of Oroxylum indicum (L.) Kurz: A new perspective from MSOP method. Heliyon. 2024 Jun 19;10(12):e33234. doi: 10.1016/j.heliyon.2024.e33234.
2: Liu M, Zhao X, Wen J, Sun L, Huang R, Zhang H, Liu Y, Ren X. A multidimensional strategy for uncovering comprehensive quality markers of Scutellariae Radix based on UPLC-Q-TOF-MS analysis, artificial neural network, network pharmacology analysis, and molecular simulation. Front Plant Sci. 2024 Jul 3;15:1423678. doi: 10.3389/fpls.2024.1423678.
3: Sreedharan S, Pande A, Pande A, Majeed M, Cisneros-Zevallos L. The Neuroprotective Effects of Oroxylum indicum Extract in SHSY-5Y Neuronal Cells by Upregulating BDNF Gene Expression under LPS Induced Inflammation. Nutrients. 2024 Jun 14;16(12):1887. doi: 10.3390/nu16121887.

合成参考文献


摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
参考文献:10.1016/j.bcp.2014.05.007
摘要:Wang Y, Miao H, Li W, Yao J, Sun Y, Li Z, Zhao L, Guo Q. CXCL12/CXCR4 axis confers adriamycin resistance to human chronic myelogenous leukemia and oroxylin A improves the sensitivity of K562/ADM cells. Biochem Pharmacol. 2014 Aug 01;90(3):212–25. doi: 10.1016/j.bcp.2014.05.007.
参考文献:10.1186/1471-2407-14-327
摘要:Qiu DM, Wang GL, Chen L, Xu YY, He S, Cao XL, Qin J, Zhou JM, Zhang YX, E Q. The expression of beclin-1, an autophagic gene, in hepatocellular carcinoma associated with clinical pathological and prognostic significance. BMC Cancer. 2014 May 09;14():327.
参考文献:10.1038/s41401-021-00695-4
摘要:Huo T, Wang X, Yu Z, Kong B, He Y, Guo Q, Zhang X, Qiang L. Oroxylin A inhibits the migration of hepatocellular carcinoma cells by inducing NAG-1 expression. Acta Pharmacologica Sinica. 2021 Jun 11;43(3):724–34. doi: 10.1038/s41401-021-00695-4.
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