新产品编号:856371
Chemical Name: 5,7-Dihydroxy-8-(3-methyl-2-butenyl)-2-phenyl-4H-1-benzopyran-4-one
CAS No. 34125-75-2
项目整合开发状态: Preclinical
项目研究机构: INSERM (Originator), Universit?Claude Bernard Lyon 1 (Originator)
合成路线:In an improved procedure,chrysin (I) was alkylated with prenyl bromide (II) under phase-transfer conditions,and the resulting prenyl ether (III) was subsequently rearranged under microwave irradiation to produce a mixture of the title compound as the major product along with the 6-prenyl (VI) and the 6,8-diprenyl (VII) derivatives,which were separated by column chromatography.
📌 参考资料/链接：
参考文献标题:C-Isoprenylation of flavonoids enhances binding affinity toward P-glycoprotein and modulation of cancer cell chemoresistance
文献作者:Comte,G.; Daskiewicz,J.-B.; Bayet,C.; Conseil,G.; Viornery-Vanier,A.; Dmontet,C.; Di Pietro,A.; Barron,D.
参考来源:J Med Chem 2001,44(5),763
📄 详细内容
合成路线:Alkylation of chrysin (I) with prenyl bromide (II) in the presence of K2CO3 in acetone provided 7-O-(3,3-dimethylallyl)chrysin (III).Claisen rearrangement of (III) in the presence of NaOAc in refluxing Ac2O gave rise to the 8-(1,1-dimethylallyl) flavone (IV) and minor amounts of the desired 8-(3,3-dimethylallyl) analogue (V).Saponification of the mixture of acetate esters,followed by chromatographic separation,furnished the title 8-(3,3-dimethylallyl)chrysin.
参考文献标题:Syntheses of 8-C-(1,1-dimethylallyl) flavones and 3-methyl flavonols
文献作者:Mariotte,A.-M.; Barron,D.
参考来源:Nat Prod Lett 1994,4(1),21
产品链接: CAS No. 34125-75-2››