CAS: 632-85-9; 5,7-Dihydroxy-8-Methoxy-2-Phenyl-4H-Chromen-4-One

该化合物是主要来自植物*Scuterliaria baicensis* 的裂谷类化合物,通称为中国头骨,其特点是黄色晶状外观,以各种生物活动闻名,包括抗炎,抗氧化剂和...

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CAS号3316-54-9 7-hydroxy-5,8-d... | CAS号642-71-7 3,4,5-三甲氧基苯酚 | CAS号571168-66-6 3-phenyl-1-(2,4... | CAS号22248-14-2 2,3,4-三甲氧基-6-羟基苯乙酮 | CAS号4443-09-8 去甲汉黄芩素 | CAS号74-88-4 碘甲烷 | CAS号70185-52-3 (2E)-1-(6-hydro... | CAS号102-92-1 β-苯基丙烯酰氯 | CAS号3542-64-1 7-benzyloxy-5-h... | CAS号7499-99-2 1-(2,4-dihydrox... | CAS号491-67-8 黄芩素; 黄芩苷元 | CAS号3570-62-5 苏荠宁黄酮; 5-羟基-7,8... | CAS号51059-44-0 汉黄芩苷 | CAS号23246-80-2 5,7-二羟基-8-甲氧基黄酮二乙酸酯 | CAS号95480-80-1 5-羟基-7-乙酰氧基-8-甲氧基黄酮 | CAS号4443-09-8 去甲汉黄芩素

合成工艺路线路线简述

  • 合成目标产物 Wogonin 主要起始原料 4H-1-Benzopyran-4-One, 2,3-Dihydro-5,7-Dihydroxy-8-Methoxy-2-Phenyl-, (2S)-
  • (文献来源)合成步骤主要原料 4H-1-Benzopyran-4-One, 2,3-Dihydro-5,7-Dihydroxy-8-Methoxy-2-Phenyl-, (2S)-
7-Benzyloxy-5,8-Dihydroxy-Flavon置于palladium On Activated Charcoal,氢气,Potassium Carbonate体系中,用 四氢呋喃,甲醇,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 14.0H,反应生成 汉黄芩素
参考文献:过渡金属催化的 C-H 键氧化对黄酮类化合物的区域选择性羟基化
标题:过渡金属催化的 C-H 键氧化对黄酮类化合物的区域选择性羟基化
摘要:5,6,7-三羟基和 5,7,8-三羟基黄酮的区域选择性合成是通过过渡金属催化的 C-H 氧化作为使用天然富集的 5,7-二羟基黄酮的关键步骤实现的.已开发的化学方法用于合成天然存在且具有生物活性的类黄酮汉黄芩素 (2),Oroxylin A (3) 及其糖基化衍生物(4和5),作为潜在的肉碱棕榈酰转移酶 1 激活剂.
DOI:10.1021/acs.Orglett.3C00517

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-2002165207-A1
优先权日:2001-05-02
标题 :Compositions and methods for the treatment of diabetic neuropathy
发明人:ROSENBLOOM RICHARD
摘要:Compositions and a method for the treatment of diabetic neuropathy is disclosed. The compositions comprise a mixture of a compound that promotes synthesis of nerve growth factor, an aldose reductase inhibitor and an antioxidant, optionally formulated in a pharmaceutically acceptable carrier. This combination of active agents provides significant, effective relief of the symptoms of diabetic neuropathy, as well as at least partial recovery of lost neurological function in some cases. In addition, the compositions of the present invention, when used in effective amounts to treat diabetic neuropathy, do not exhibit the severe side effects of many prior art compositions proposed for treatment of this ailment. n In a second aspect, a method for the administration of a composition in accordance with the present invention for the treatment of diabetic neuropathy is disclosed. In the method, an effective amount of the composition of the invention is administered on a regular basis over a period of time sufficient to provide the beneficial effects of relief from the symptoms of diabetic neuropathy, as well as at least some recovery of the damaged nerve tissues.

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-7914823-B2
优先权日:2000-12-21
标题 :Method and composition for the topical treatment of diabetic neuropathy
发明人:ROSENBLOOM RICHARD ALLEN
权利人:PROPHASE LABS INC
摘要:A method and composition for the treatment of diabetic neuropathy is disclosed. The composition comprises a cold compounded mixture of a compound that promotes synthesis of nerve growth factor, an aldose reductase inhibitor and an antioxidant formulated in a pharmaceutically acceptable carrier. It has been found that this combination of active agents provides significant, effective relief of the symptoms of diabetic neuropathy, as well as at least partial recovery of lost neurological function in some cases. In view of the consensus in the art that effective combinations of various active agents have not been demonstrated to be effective for the treatment of diabetic neuropathy, the present invention provides a surprising and unexpected effect. In addition, the topical compositions of the present invention, when used in effective amounts to treat diabetic neuropathy, do not exhibit the severe side effects of many prior art compositions proposed for treatment of this ailment. n In a second aspect, a method for the topical administration of a composition in accordance with the present invention for the treatment of diabetic neuropathy is disclosed. In the method, an effective amount of the composition of the invention is topically administered to the areas of the body that have been adversely affected by the diabetic neuropathy on a regular basis over a period of time sufficient to provide the beneficial effects of relief from the symptoms and at least some recovery of the damaged nerve tissues.
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主要参考文献


1: Hou YJ, Xiao KN, Bi JY, Zhang XJ, Li XR, Wang YQ, Su M, Sun XR, Zhang H, Wang BY, Wang LJ, Liu SX. [Pharmacokinetics study of Dayuanyin in normal and febrile rats]. Zhongguo Zhong Yao Za Zhi. 2025 Jan;50(2):527-533. Chinese. doi: 10.19540/j.cnki.cjcmm.20241010.201.
1253:124471. doi: 10.1016/j.jchromb.2025.124471. Epub ahead of print.
290:117702. doi: 10.1016/j.ecoenv.2025.117702. Epub ahead of print.

合成参考文献


参考文献:10.1038/cddis.2011.66
摘要:Polier G, Ding J, Konkimalla BV, Eick D, Ribeiro N, Köhler R, Giaisi M, Efferth T, Desaubry L, Krammer PH, Li-Weber M. Wogonin and related natural flavones are inhibitors of CDK9 that induce apoptosis in cancer cells by transcriptional suppression of Mcl-1. Cell Death & Disease. 2011 Jul 21;2(7):e182. doi: 10.1038/cddis.2011.66.
参考文献:10.1186/1749-8546-6-27
摘要:Tan W, Lu J, Huang M, Li Y, Chen M, Wu G, Gong J, Zhong Z, Xu Z, Dang Y, Guo J, Chen X, Wang Y. Anti-cancer natural products isolated from chinese medicinal herbs. Chinese Medicine. 2011 Jul 22;6(1):27. doi: 10.1186/1749-8546-6-27.
参考文献:10.1371/journal.pone.0021971
摘要:Yang C, Yang Z, Zhang M, Dong Q, Wang X, Lan A, Zeng F, Chen P, Wang C, Feng J. Hydrogen Sulfide Protects against Chemical Hypoxia-Induced Cytotoxicity and Inflammation in HaCaT Cells through Inhibition of ROS/NF-κB/COX-2 Pathway. PLoS ONE. 2011 Jul 14;6(7):e21971. doi: 10.1371/journal.pone.0021971.
参考文献:10.4162/nrp.2011.5.3.198
摘要:Han S, Oh KS, Yoon Y, Park JS, Park YS, Han JH, Jeong AL, Lee S, Park M, Choi YA, Lim JS, Yang Y. Herbal extract THI improves metabolic abnormality in mice fed a high-fat diet. Nutr Res Pract. 2011 Jun;5(3):198–204.
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