CAS: 572-32-7; 5-Hydroxy-2-(3-Hydroxy-4-Methoxyphenyl)-3,7-Dimethoxy-4H-Chromen-4-One

该化合物是一种化学化合物,属于菜类,具体地说是一种氟氯酚,主要来自各种植物来源,以潜在的抗氧化性特性而著称.Ayanin展示了一种典型的黄色至橙色,它在许多菜类中很常见,在有机溶剂中可溶解,但水溶性有限.该化合物经常因其生物活动而进行研究,包括反炎和抗微生物效应,因此对药理研究感兴趣.此外,阿yanin可能对某些水果和蔬菜的颜色和健康利益作出贡献,在植物防御机制中发挥作用.其结构具有多种氢氧基组的特点,这些组负责其再活性和与各种生物系统的互动.与许多自然化合物一样,正在进一步研究如何充分阐明其在健康和营养方面的行动和潜在应用机制.

结构式图片

上下游产品

quercetol dimethyl sulfate diazomethane methyl iodide5,3'-dihydroxy-3,7,4'-trimethoxyflavone diacetate 3'-acetoxy-5-hydroxy-3,7,4'-trimethoxyflavone retusin S-(5'-adenosyl)-L-hom°Cysteine

合成工艺路线路线简述

  • 合成目标产物 Ayanin 主要起始原料 Quercetin And Iodomethane
  • 117-39-5 = 572-32-7 + 603-61-2 + 2068-02-2 + 1245-15-4 + 529-40-8 + 90-19-7
    反应条件:1.1 Solvents: Methanol; 1 H,Rt
    标题:Structural Requirements Of Flavonoids And Related Compounds For Aldose Reductase Inhibitory Activity
    作者:Matsuda,Hisashi; Morikawa,Toshio; Toguchida,Iwao; Yoshikawa,Masayuki
    参考文献:Chemical & Pharmaceutical Bulletin 日期:2002 卷标:50(6) 页码:788-795
📜6,8-Dibromo-3,7-O-Dimethyltamarixetin置于palladium 10% On Activated Carbon,氢气体系中,用 N,N-二甲基甲酰胺 作为反应溶剂,20.0 °C,101.33 Kpa 条件下,反应 48.0H,以73%的收率获得产物5,3'-二羟基-3,7,4'-三甲氧基黄酮
参考文献:Semisynthesis Of Natural Flavones Inhibiting Tubulin Polymerization,From Hesperidin
标题:Semisynthesis Of Natural Flavones Inhibiting Tubulin Polymerization,From Hesperidin
摘要:Semisynthesis Of 5,3'-Dihydroxy-3,6,7,8,4'-Pentamethoxyflavone (1),A Natural Flavone That Binds With High Affinity To Tubulin,Was Performed From Hesperidin,The Very Abundant Citrus Flavanone,By A Five-Step Sequence. The Last Step Of The Synthesis Also Gave Rise To 5,3'-Dihydroxy-3,6,7,4'-Tetramethoxyflavone (= Casticin Or Vitexicarpin) (10),5,3'-Dihydroxy-3,7,8,4'-Tetramethoxyflavone (= Gossypetin 3,7,8,4'-Tetramethyl Ether) (11),And,Unexpectedly,5,7,3'-Trihydroxy-3,6,8,4'Tetramethoxyflavone (12) And 5,3'-Dihydroxy-8-Dimethylamino-3,6,7,4'-Tetramethoxyflavone (= 8-Dimethylaminocasticin) (13). Cytotoxicity And Antitubulin Activity Of These Five Flavones,As Well As 5,3'-Dihydroxy-3,7,4'-Trimethoxyflavone (= Ayanin) (14) And Intermediate 6,8-Dibromo-Ayanin (8),Were Evaluated. Comparison Of The Responses Confirmed And Clarified The Influence Of The A-Ring Substitution Pattern On The Biological Activity.
DOI:10.1021/np100065V

海关参考信息

专利信息


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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品牌试剂参考报价(招募中)

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主要参考文献


1: Jin M, Zhu S, Tang Y, Kong X, Wang X, Li Y, Jiang S, Wei L, Hu C, Wang B, Song W. Ayanin, a natural flavonoid inhibitor of Caseinolytic protease, is a promising therapeutic agent to combat methicillin-resistant Staphylococcus aureus infections. Biochem Pharmacol. 2023 Nov;217:115814. doi: 10.1016/j.bcp.2023.115814. Epub 2023 Sep 26. 635(1-3):198-203. doi: 10.1016/j.ejphar.2010.02.055. Epub 2010 Mar 20. 428(1):116-20. doi: 10.1016/j.bbrc.2012.10.017. Epub 2012 Oct 11. 56(2):113-23. doi: 10.2332/allergolint.R-06-135. Epub 2007 Mar 1. 24(2):156-8. doi: 10.1136/oem.24.2.156.
6: Guerrero MF, Puebla P, Martín ML, Carrón R, San Román L, Reguero MT, Arteaga L. Inhibitory effect of N(G)-nitro-L-arginine methyl ester on the anti- adrenergic response elicited by ayanin in the pithed rat. Planta Med. 2002 Apr;68(4):322-5. doi: 10.1055/s-2002-26755. 15(3):e1700529. doi: 10.1002/cbdv.201700529.
2019:8314693. doi: 10.1155/2019/8314693.

合成参考文献


参考文献:10.1055/s-2005-871295
摘要:Chou HC, Chen JJ, Duh CY, Huang TF, Chen IS. Cytotoxic and anti-platelet aggregation constituents from the root wood of Melicope semecarpifolia. Planta Med. 2005 Nov;71(11):1078–81. doi: 10.1055/s-2005-871295.
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