CAS: 520-34-3; 5,7-Dihydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-4H-Chromen-4-One

该化合物是一种自然产生的氟氯素化合物,其表现出强效抗氧化活动和潜在的抗炎特性. 它的主要优势在于它能够对自由基进行搜索并调节炎症途径,使它成为药物,化妆品和食品补充剂应用的有前途的候选产品,以缓解氧化性压力和炎症.

结构式图片

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REACH注册ECHA物质C&L通报REACH预注册

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CAS号520-33-2 橙皮素 | CAS号3162-05-8 Diosmetine Tria... | CAS号748-62-9 O-acetyl-3',7 d... | CAS号520-27-4 地奥司明 | CAS号20126-59-4 香叶木素7-O-beta-D-葡萄糖苷 | CAS号6274-73-3 [(2R)-7-acetylo... | CAS号39548-89-5 1-(4-(苄氧基)-2-羟基... | CAS号621-59-0 异香兰素; 3-羟基-4-甲氧... | CAS号102593-81-7 2-(3-benzyloxy-... | CAS号491-70-3 木犀草素; 3',4',5,7... | CAS号480-44-4 金合欢素; 刺槐素 | CAS号5128-44-9 5-羟基-4’,7-二甲氧基黄酮 | CAS号108-73-6 间苯三酚 | CAS号29080-58-8 5-羟基-7,3',4'-三甲氧基黄酮 | CAS号70412-86-1 potassium 3-[5-...

合成工艺路线路线简述

  • 合成目标产物 Diosmetin 主要起始原料 Hesperetin
  • (文献来源)合成步骤主要原料 Hesperetin
橙皮甙置于吡啶,硫酸,碘体系中,用 水 作为反应溶剂,化学反应 26.0H,反应生成 香叶木素
参考文献:5-羟基-3',4',7-三甲氧基黄酮及其相关化合物的合成及其对bcrp / Abcg2介导的抗癌药耐药性的逆转作用的阐明
标题:5-羟基-3',4',7-三甲氧基黄酮及其相关化合物的合成及其对bcrp / Abcg2介导的抗癌药耐药性的逆转作用的阐明
摘要:抗肿瘤药耐药性的逆转:受报道的关于黄酮对乳腺癌耐药蛋白(bcrp / Abcg2)逆转作用的结构-活性研究的启发,我们定点合成了5-羟基-3',4',7-三甲氧基黄酮(htmf)及相关化合物.htmf在k562 / Bcrp细胞中显示出对sn-38的抗性逆转(ri 50 7.2 N M),抑制了细胞的bcrp表达,并抑制了bcrp底物的流出.
DOI:10.1002/cbic.201800431

海关参考信息

专利信息


专利号:WO-2014131995-A1
优先权日:2013-02-28
标 题 :Method for the enzymatic synthesis of diosmetin derivatives
发明人:PEDRAGOSA MOREAU SANDRINE; LEFOULON FRANÇOIS
权利人:SERVIER LAB
摘要:A method for the enzymatic synthesis of diosmetin derivatives of formula (III):

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-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.

专利号:EP-1351679-B1
优先权日:2000-12-21
标题 :Method and composition for the treatment of diabetic neuropathy
发明人:ROSENBLOOM RICHARD A
权利人:THE QUIGLEY CORP
摘要:Compositions and a method for the treatment of diabetic neuropathy are 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. 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 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:FR-3002543-A1
优先权日:2013-02-28
标题:METHOD FOR THE ENZYMATIC SYNTHESIS OF FLAVONOIDS AND APPLICATION TO THE SYNTHESIS OF DIOSMETIN DERIVATIVES

专利号:US-2007232495-A1
优先权日:2006-03-24
标题:Compositions and methods to add value to plant products, increasing the commercial quality, resistance to external factors and polyphenol content thereof
发明人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
权利人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
摘要:The invention is related to compositions and methods that naturally protect plant tissues against ultraviolet radiation and temperature, thus giving protection against sunburn to plants, plant parts, fruits and/or flowers during their development. The invention is also related to compositions and methods to naturally improve the color of plants, plant parts, fruits and/or flowers by inducing the natural synthesis of flavonoids and anthocyanins present in plants. Likewise, the present invention is directed to improving the nutritional value of plants, plant parts, fruits and/or flowers by increasing the normal levels of polyphenolic compounds, especially flavonoids, present therein. Additionally, the present invention is related to compositions and methods that give more resistance to plants, plant parts, fruits and/or flowers against pathogens as bacteria and fungi. Finally, the present invention is related to plants, plant parts, fruits, flowers and/or propagating material treated with the compositions described in the present document.
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主要参考文献


1: Ge A, Liu Y, Zeng X, Kong H, Ma Y, Zhang J, Bai F, Huang M. Effect of diosmetin on airway remodeling in a murine model of chronic asthma. Acta Biochim Biophys Sin (Shanghai). 2015 Aug;47(8):604-11. doi: 10.1093/abbs/gmv052. Epub 2015 Jun 1. doi: 10.1016/j.lfs.2016.04.023. Epub 2016 Apr 19. eCollection 2014.
4: Chan BC, Ip M, Gong H, Lui SL, See RH, Jolivalt C, Fung KP, Leung PC, Reiner NE, Lau CB. Synergistic effects of diosmetin with erythromycin against ABC transporter over-expressed methicillin-resistant Staphylococcus aureus (MRSA) RN4220/pUL5054 and inhibition of MRSA pyruvate kinase. Phytomedicine. 2013 May 15;20(7):611-4. doi: 10.1016/j.phymed.2013.02.007. Epub 2013 Mar 27. doi: 10.1021/jf502676j. Epub 2014 Nov 17. doi: 10.1007/s00216-013-7237-y. Epub 2013 Aug 16.
7: Liao W, Ning Z, Chen L, Wei Q, Yuan E, Yang J, Ren J. Intracellular antioxidant detoxifying effects of diosmetin on 2,2-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced oxidative stress through inhibition of reactive oxygen species generation. J Agric Food Chem. 2014 Aug 27;62(34):8648-54. doi: 10.1021/jf502359x. Epub 2014 Aug 13. doi: 10.1007/s10482-015-0491-6. Epub 2015 May 29. doi: 10.1007/s11655-013-1595-3. Epub 2013 Oct 4. Review. doi: 10.1371/journal.pone.0166239. eCollection 2016.

合成参考文献


参考文献:10.1186/1475-2891-10-73
摘要:Bojić M, Debeljak Ž, Tomičić M, Medić-Šarić M, Tomić S. Evaluation of antiaggregatory activity of flavonoid aglycone series. Nutrition Journal. 2011 Jul 11;10(1):73. doi: 10.1186/1475-2891-10-73.
参考文献:10.4103/0974-8490.81964
摘要:Venkateswara Rao G, Mukhopadhyay T, Annamalai T, Radhakrishnan N, Sahoo MR. Chemical constituents and biological studies of Origanum vulgare Linn. Pharmacognosy Res. 2011 Apr;3(2):143–5.
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