CAS: 20784-50-3; Isobavachalcone
该化合物是一种天然化合物,被归类为一种碳酮,是一种氟氯素,主要来自Angelica keiskei植物物种,由于其潜在的药理特性而引起了兴趣;Isobavachalconne的特征是黄色晶体外观,以其各种生物活动,包括抗炎,抗氧化剂和抗癌效应而闻名;该化合物展示了一种独特的结构,其组成为苯基环和铬骨骼,有助于其再活动以及与生物系统的互动;其行动机制往往涉及信号路径的调节和特定酶的抑制;此外,对异丙烷酮在治疗各种疾病方面的潜力进行了研究,使其成为药物化学和天然产品研究的一个主题;与许多自然化合物一样,其功效和安全特征是不断调查的主题,突出了进一步研究以充分了解其治疗潜力的重要性.
- 英文名称Isobavachalcone
- 中文名称异补骨脂查尔酮
- IUPAC名称(E)-1-(2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
- 其它别名2-Propen-1-one,1-[2,4-dihydroxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-, (E)-; Chalcone, 2',4,4'-trihydroxy-3'-(3-methyl-2-butenyl)- (8CI); Corylifolinin; Isobacachalcone; Isobavachalcone
- CAS编号20784-50-3
- MFCD编号:MFCD00902090
- FDA UNII编号:ZWO2SC993A
- 分子式:C20H20O4
- 分子量:324.37
- 产品CID: 1058376
- 产品分类天然产物 → 查尔酮类化合物
物理性质
MSDS等安全信息
上下游产品
2',4'-dihydroxy-4-acetophenone 2'-prenyloxy-4'-methoxymethoxyacetophenone 4,4'-bis(methoxymethoxy)-2'-prenyloxychalcone 4-methoxymethoxy-benzaldehyde(E)-1-(5-hydroxy-2,2-dimethylchroman-6-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one合成工艺路线路线简述
2,4-二羟基苯乙酮置于盐酸,甲醇,(1,1'-Bis(Diphenylphosphino)Ferrocene)Palladium(II) Dichloride,Potassium Iodate,碘,Sodium Hydride,Caesium Carbonate,Potassium Hydroxide体系中,用 乙醇,二氯甲烷,水,N,N-二甲基甲酰胺 用作溶剂,化学反应 22.0H,反应生成补骨脂乙素
参考文献:通过区域特异性碘化和suzuki偶联反应轻松合成异戊二烯基和香叶基查尔酮天然产物
标题:通过区域特异性碘化和suzuki偶联反应轻松合成异戊二烯基和香叶基查尔酮天然产物
摘要:四个带有异戊二烯基或香叶基的天然查耳酮,即异巴威康酮(1),巴伐卡康酮(2),黄嘌呤酚(3)和2',4',4-三羟基-5'-香叶烷基查耳酮(isoxanthoangelol,4通过使用区域选择性碘化和suzuki偶联反应作为关键步骤合成).其中,2',4',4-三羟基-5'-香叶基查尔酮的第一次总合成以36%的总收率实现.与已报道的基于c-烷基化或o-烷基化,然后进行claisen重排以引入侧链的方法相比,该新策略利用了碘化过程中宝贵的区域化学控制.前三个查耳酮的合成总产率分别从17%提高到53%,12%提高到35%,28%提高到50%.
Doi:10.1016/j.Tetlet.2013.12.044
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2902500000-苯乙烯
2902600000-乙苯 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
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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主要参考文献
1: Jin X, Shi YI. Isobavachalcone induces the apoptosis of gastric cancer cells via inhibition of the Akt and Erk pathways. Exp Ther Med. 2016 Feb;11(2):403-408. Epub 2015 Dec 1.
2: Kuete V, Mbaveng AT, Zeino M, Fozing CD, Ngameni B, Kapche GD, Ngadjui BT, Efferth T. Cytotoxicity of three naturally occurring flavonoid derived compounds (artocarpesin, cycloartocarpesin and isobavachalcone) towards multi-factorial drug-resistant cancer cells. Phytomedicine. 2015 Nov 15;22(12):1096-102. doi: 10.1016/j.phymed.2015.07.006. Epub 2015 Aug 11. doi: 10.1007/s12272-015-0658-8. Epub 2015 Sep 15. doi: 10.1016/j.ejphar.2015.02.013. Epub 2015 Feb 19. doi: 10.1016/j.jpba.2014.12.023. Epub 2014 Dec 22. doi: 10.1016/j.jpba.2014.11.010. Epub 2014 Nov 15. doi: 10.1016/j.saa.2014.02.013. Epub 2014 Feb 18. doi: 10.1016/j.febslet.2013.07.037. Epub 2013 Jul 29. doi: 10.1016/j.intimp.2012.11.005. Epub 2012 Nov 16. doi: 10.3892/ijmm.2012.1066. Epub 2012 Jul 16. doi: 10.1007/s11655-012-1142-7. Epub 2012 Jul 7. Review. doi: 10.1002/jssc.201200173. doi: 10.1002/jssc.201000801. Epub 2011 Jan 25. Epub 2010 Jul 7. doi: 10.1016/j.canlet.2010.01.035. Epub 2010 Feb 18. doi: 10.1128/AAC.01533-09. Epub 2010 Feb 16.
17: Choi JH, Rho MC, Lee SW, Choi JN, Kim K, Song GY, Kim YK. Bavachin and isobavachalcone, acyl-coenzyme A: cholesterol acyltransferase inhibitors from Psoralea corylifolia. Arch Pharm Res. 2008 Nov;31(11):1419-23. doi: 10.1007/s12272-001-2126-x. Epub 2008 Nov 21.
合成参考文献
参考文献:10.1021/acs.jnatprod.6b00783
摘要:Li K, Ji S, Song W, Kuang Y, Lin Y, Tang S, Cui Z, Qiao X, Yu S, Ye M. Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra. J Nat Prod. 2017 Feb 24;80(2):334–46. doi: 10.1021/acs.jnatprod.6b00783.
参考文献:10.1016/j.ejmech.2019.06.034
摘要:Kishore N, Kumar P, Shanker K, Verma AK. Human disorders associated with inflammation and the evolving role of natural products to overcome. European Journal of Medicinal Chemistry. 2019 Oct;179():272–309. doi: 10.1016/j.ejmech.2019.06.034.
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