CAS: 19956-53-7; (Z)-2-((E)-1-Hydroxy-3-Phenylallylidene)-4-Methoxycyclopent-4-Ene-1,3-Dione
- 英文名称(Z)-2-((E)-1-Hydroxy-3-Phenylallylidene)-4-Methoxycyclopent-4-Ene-1,3-Dione
- 中文名称赤芝酮
- IUPAC名称(Z)-2-((E)-1-hydroxy-3-phenylallylidene)-4-methoxycyclopent-4-ene-1,3-dione
- 其它别名2-[(1Z,2E)-1-Hydroxy-3-Phenyl-2-Propenylidene]-4-Methoxy-4-Cyclopentene-1,3-Dione; Lucidone; 4-Cyclopentene-1,3-Dione,2-[(2E)-1-Hydroxy-3-Phenyl-2-Propenylidene]-4-Methoxy-, (2Z)-; (2E)-2-[(2E)-1-Hydroxy-3-Phenyl-2-Propen-1-Ylidene]-4-Methoxy-4-Cyclopentene-1,3-Dione
- CAS编号19956-53-7
- MFCD编号:MFCD20260390
- 分子式:C15H12O4分子量:256.26
- 产品CID: 1014688
- 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
(E)-4-(cinnamoylmethylene)-2-methoxybut-2-en-4-olide 3-Methoxy-5-[2-trimethylsilanyloxy-prop-2-en-(E)-ylidene]-5H-furan-2-one 3-hydroxy-5-(2-oxo-4-phenylbut-3-enylidene)-5H-furan-2-one H-furan-2-one5-(4-hydroxy-2-oxo-4-phenyl-butylidene)-3-methoxy-5H-furan-2-one合成工艺路线路线简述
- 合成目标产物 2-[(1Z,2E)-1-Hydroxy-3-Phenyl-2-Propenylidene]-4-Methoxy-4-Cyclopentene-1,3-Dione 主要起始原料 2(5H)-Furanone, 3-Methoxy-5-[(3E)-2-Oxo-4-Phenyl-3-Buten-1-Ylidene]-, (5E)-
- (文献来源)合成步骤主要原料 2(5H)-Furanone, 3-Methoxy-5-[(3E)-2-Oxo-4-Phenyl-3-Buten-1-Ylidene]-, (5E)-
📜(5E)-3-Hydroxy-5-(2-Oxopropylidene)Furan-2-One置于sodium Methylate,四氯化钛,Potassium Carbonate,三乙胺,三氟乙酸体系中,用 甲醇,乙醚,二氯甲烷,丙酮 用作溶剂,化学反应生成赤芝酮
参考文献:基于 1,3-双-甲硅烷基烯醇醚与草酰氯的一锅环化反应合成林德酮和卢西酮
标题:基于 1,3-双-甲硅烷基烯醇醚与草酰氯的一锅环化反应合成林德酮和卢西酮
摘要:据报道,酰基环戊二烯二酮和灵芝酮的正式合成基于 2,4-双(三甲基甲硅烷氧基)-1,3,5-己三烯与草酰氯的环化以及 γ-(2-甲硅烷氧基亚丙基)的合成和功能化) 丁烯内酯.
Doi:10.1055/s-2005-864803
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2901241000-1,3-丁二烯
2902300000-甲苯 - 💡 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。
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供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
1: Chen WC, Wang SY, Chiu CC, Tseng CK, Lin CK, Wang HC, Lee JC. Lucidone suppresses hepatitis C virus replication by Nrf2-mediated heme oxygenase-1 induction. Antimicrob Agents Chemother. 2013 Mar;57(3):1180-91. doi: 10.1128/AAC.02053-12. Epub 2012 Dec 17.
2: Kumar KJ, Yang HL, Tsai YC, Hung PC, Chang SH, Lo HW, Shen PC, Chen SC, Wang HM, Wang SY, Chou CW, Hseu YC. Lucidone protects human skin keratinocytes against free radical-induced oxidative damage and inflammation through the up-regulation of HO-1/Nrf2 antioxidant genes and down-regulation of NF-κB signaling pathway. Food Chem Toxicol. 2013 Sep;59:55-66. doi: 10.1016/j.fct.2013.04.055. Epub 2013 May 24. doi: 10.1016/j.phymed.2012.11.007. Epub 2012 Dec 21. doi: 10.1016/j.tiv.2012.03.012. Epub 2012 Mar 30. doi: 10.1016/j.ejphar.2012.05.041. Epub 2012 Jun 7. doi: 10.1002/ptr.3018. doi: 10.1055/s-0029-1185309. Epub 2009 Feb 4. doi: 10.1016/j.intimp.2009.12.013. Epub 2010 Jan 15. doi: 10.4268/cjcmm20160617. Chinese. pii: E1073. doi: 10.3390/molecules22071073. doi: 10.1016/j.bbamcr.2016.10.021. Epub 2016 Nov 2. doi: 10.1016/j.foodchem.2013.03.071. Epub 2013 Mar 27. doi: 10.1016/j.phytochem.2014.12.012. Epub 2015 Jan 7. Review. Chinese. doi: 10.1080/21505594.2017.1421893.
18: Oh HM, Choi SK, Lee JM, Lee SK, Kim HY, Han DC, Kim HM, Son KH, Kwon BM. Cyclopentenediones, inhibitors of farnesyl protein transferase and anti-tumor compounds, isolated from the fruit of Lindera erythrocarpa Makino. Bioorg Med Chem. 2005 Nov 15;13(22):6182-7. Epub 2005 Aug 1. doi: 10.1371/journal.pone.0200706. eCollection 2018.
合成参考文献
参考文献:10.1055/s-2005-864803
摘要:Langer P, Bose G. Formal Synthesis of Linderone and Lucidone Based on One-Pot Cyclizations of 1,3-Bis-Silyl Enol Ethers with Oxalyl Chloride. Synlett. 2005 Mar 23;2005(06):1021–3. doi: 10.1055/s-2005-864803.
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