CAS: 553-19-5; 8,8-Dimethyl-2H,8H-Pyrano[3,2-G]Chromen-2-One
该化合物是一种在各种植物物种中,特别是在Rutaceae家族中发现的自然产生的科马林衍生物.它展示了一种有引信的苯丙酮结构,有助于其显著的生物活动.研究凸显了它作为生物活性化合物的潜力,在临床前研究中展示了抗炎,抗微生物和抗癌特性.它的行动机制往往涉及与细胞酶和信号路径的相互作用,使它成为药物化学的一个对象. Xanthyletin的结构性简单性和衍生潜力进一步增强了它作为药物开发的手杖的效用. HPLC和NMR等分析方法证实了它的纯性和稳定性,确保研究应用的再生性.
- 英文名称8,8-Dimethyl-2H,8H-Pyrano[3,2-G]Chromen-2-One
- 中文名称美洲花椒素
- IUPAC名称8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one
- 其它别名2H-1-Benzopyran-6-acrylicacid, 7-hydroxy-2,2-dimethyl-, d-lactone (7CI); Xanthyletin (6CI); 2,2-Dimethylchromen°Coumarin; 7-Hydroxy-2,2-dimethyl-2H-1-benzopyran-6-acrylic acid d-lactone
- CAS编号553-19-5
- MFCD编号:MFCD00596954
- FDA UNII编号:3N789LD38N
- 分子式:C14H12O3分子量:228.25
- 产品CID: 2514914
- 产品分类有机原料 → 苯丙烷和聚酮 → 香豆素及其衍生物
物理性质
MSDS等安全信息
上下游产品
Ethyl 2,2-Dimethyl-8-Oxopyrano[3,2-G]Chromene-7-Carboxylate 86236-19-3Dihydroxanthyletin 21074-63-5
软木花椒素 Suberosin 581-31-7
7-Benzyloxy-6-Prenylcoumarin 107052-38-0
日本前胡醇 Decursinol 23458-02-8
7-去甲基软木花椒素 7-Demethylsuberosin 21422-04-8
7-((2-Methylbut-3-Yn-2-yl)Oxy)-2H-Chromen-2-One 27421-18-7
7-O-(1,1-Dimethyl-2-Propynyl)-8-Iodo-2H-1-Benzopyran-2-One 77712-80-2
合成工艺路线路线简述
📜3,4,6,7-Tetrahydroxanthyletin置于2,3-二氯-5,6-二氰基-1,4-苯醌体系中,用 苯 作为反应溶剂,化学反应 36.0H,以82%的收率获得产物美洲花椒素
参考文献:An Efficient Synthesis Of (+)-Decursinol From Umbelliferone
标题:An Efficient Synthesis Of (+)-Decursinol From Umbelliferone
摘要:An Efficient,Practical And Enantioselective Total Synthesis Of (+)-Decursinol,Which Has Diverse Range Of Biological Properties Including Anti-Cancer,Anti-Helicobacter Pylori,And Strong Antinociceptive Activities,Has Been Achieved In Five Steps With 41.4% Overall Yield From Umbelliferone. The Improved Ring Construction From Coumarin To Linear Pyranocoumarin Has Been Obtained Through Quinonemethide Intermediate By Using Phenylboronic Acid With Propionic Acid. (C) 2007 Elsevier Ltd. All Rights Reserved.
DOI:10.1016/j.Tetlet.2007.02.088
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2902300000-甲苯
2902500000-苯乙烯 - 💡 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:EP-0313919-A2
优先权日:1987-10-28
标题:A novel synthesis of chemiluminescence labels for immuno assays
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. Xiong, Y., Huang, G., Yao, Z., et al. Screening effective antifungal substances from the bark and leaves of Zanthoxylum avicennae by the bioactivity-guided isolation method. Molecules 24(23), E4207 (2019). 2. Chan, Y.-Y., Li, C.-H., Shen, Y.-C., et al. Anti-inflammatory principles from the stem and root barks of Citrus medica. Chem. Pharm. Bull. (Tokyo) 58(1), 61-65 (2010). 3. Tahsin, T., Wansi, J.D., Al-Groshi, A., et al. Cytotoxic properties of the stem bark of Citrus reticulata blanco (Rutaceae). Phytother. Res. 31(8), 1215-1219 (2017).合成参考文献
摘要:Berkessel, A.; Engler, H.; Leuther, T. M., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 266.
参考文献:10.1021/acs.orglett.5b02728
摘要:Liu XG, Zhang SS, Jiang CY, Wu JQ, Li Q, Wang H. Cp*Co(III)-Catalyzed Annulations of 2-Alkenylphenols with CO: Mild Access to Coumarin Derivatives. Org Lett. 2015 Nov 06;17(21):5404–7. doi: 10.1021/acs.orglett.5b02728.
参考文献:10.1016/j.jep.2022.115128
摘要:Barragán-Mendoza L, Sotelo-García DM, Via LD, Parra-Delgado H. Biological properties of aqueous extract and pyranocoumarins obtained from the bark of Brosimum alicastrum tree. J Ethnopharmacol. 2022 May 23;290():115128. doi: 10.1016/j.jep.2022.115128.
参考文献:10.1021/jf981121+
摘要:Macias ML, Rojas IS, Mata R, Lotina-Hennsen B. Effect of selected coumarins on spinach chloroplast photosynthesis. J Agric Food Chem. 1999 May;47(5):2137–40. doi: 10.1021/jf981121+.
参考文献:10.1248/cpb.56.827
摘要:Xin ZQ, Lu JJ, Ke CQ, Hu CX, Lin LP, Ye Y. Constituents from Clausena excavata. Chem Pharm Bull (Tokyo). 2008 Jun;56(6):827–30. doi: 10.1248/cpb.56.827.
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