CAS: 41743-56-0; Luteone

该化合物是一种氟甲类化合物,其特点是复杂的多酚结构,具有多种氢氧基化合物,有助于其潜在的抗氧化特性.苯丙基苯的出现表明,该物质属于氟氯基类,该类物质为各种生物活动所著称,包括防炎和抗癌效应.该化合物的结构包括替代苯基化合物组和异丙烯基子链,可增强其脂性和生物活动.其溶性和稳定性可能因溶剂和环境条件而不同.该化合物的研究可能侧重于其药理学潜力,特别是在天然产品化学和药剂应用方面.

结构式图片

上下游产品

2',4',7-tris(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)isoflavone 2',4'-dihydroxy-6'-(methoxymethoxy)acetophenone 4',6'-bis(benzyloxy)-2'-(methoxymethoxy)acetophenone 2',4',5,7-tetrahydroxy-6-(3-hydroxy-3-methylbutyl)isoflavone6-(2,4-Dihydroxy-phenyl)-4-hydroxy-2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydro-furo[3,2-g]chromen-5-one 2,6,8-Trihydroxy-7-((E)-4-hydroxy-3-methyl-but-2-enyl)-10,11-dioxa-benzo[b]fluoren-5-one (E)-4-[3-(2,4-Dihydroxy-phenyl)-5,7-dihydroxy-4-oxo-4H-chromen-6-yl]-2-methyl-but-2-enoic acid (Z)-hydroxyluteone

合成工艺路线路线简述

    📜2,4,2',4'-Tetrakis(Benzyloxy)-6'-Benzoyloxy-3'-Iodochalcone置于palladium On Activated Charcoal,Thallium(Iii) Nitrate,Palladium Dichloride Sodium Hydroxide,Copper(L) Iodide,氢气,三氯化硼,Potassium Carbonate,对甲苯磺酸,三乙胺,三苯基膦体系中,用 1,4-二氧六环,甲醇,二氯甲烷,氯仿,水,N,N-二甲基甲酰胺,丙酮,甲苯 作为反应溶剂,化学反应 9.83H,反应生成 羽扇豆异黄酮
    参考文献:Regioselective Synthesis Of Prenylisoflavones: Syntheses Of Luteone And Luteone Hydrate
    标题:Regioselective Synthesis Of Prenylisoflavones: Syntheses Of Luteone And Luteone Hydrate
    摘要:由 3'-碘苯乙酮衍生物制备的 6-碘异黄酮与 2-甲基-3-丁炔-2-醇在钯催化下发生偶联反应,得到 6-烷基异黄酮衍生物,该衍生物经氢化后得到 6-烷基羟基异黄酮(木犀草素水合物)2.2 脱水后得到 2',4',5,7-四羟基-6-异戊烯基异黄酮(木犀草素).
    DOI:10.1246/cl.2000.1362

    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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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:Regioselective Synthesis Of 6-Alkyl- And 6-Prenylpolyhydroxyisoflavones And 6-Alkylcoumaronochromone Derivatives
    作者:Masao Tsukayama,Hironari Wada,Yasuhiko Kawamura,Kazuyo Yamashita,Masaki Nishiuchi
    摘要:The Palladium-Catalyzed Coupling Reaction Of 6-Iodoisoflavone, Prepared From 3′-Iodoacetophenone Derivative, With 2-Methyl-3-Butyn-2-Ol Gave 6-Alkynylisoflavone Derivative, Which Was Hydrogenated To Give 6-Alkylhydroxyisoflavone (Luteone Hydrate) (2). Dehydration Of 2 Gave 2′,4′,5,7-Tetrahydroxy-6-Prenylisoflavone (Luteone) (1). Wighteone Hydrate (3) Was Also Synthesized From 6-Iodotris(Benzyloxy)Isoflavone In A Similar Manner. 6-Alkyl-4′5,7-Trihydroxy-Coumaronochromone (4) Was Synthesized By Oxidative Cyclization Of 2 With O-Chloranil.

    合成参考文献


    参考文献:10.1016/0031-9422(95)00029-7
    摘要:Sato H, Tahara S, Ingham JL, Dziedzic SZ. Isoflavones from pods of laburnum anagyroides. Phytochemistry. 1995 Jun;39(3):673–6. doi: 10.1016/0031-9422(95)00029-7.
    参考文献:10.1016/s0031-9422(00)84936-5
    摘要:Tahara S, Ingham JL, Nakahara S, Mizutani J, Harborne JB. Fungitoxic dihydrofuranoisoflavones and related compounds in white lupin, Lupinus albus. Phytochemistry. 1984 Aug;23(9):1889–900. doi: 10.1016/s0031-9422(00)84936-5.
    参考文献:10.1016/0305-1978(90)90006-2
    摘要:Ingham JL. Systematic aspects of phytoalexin formation within tribe Phaseoleae of the Leguminosae (subfamily Papilionoideae). Biochemical Systematics and Ecology. 1990 Aug;18(5):329–43. doi: 10.1016/0305-1978(90)90006-2.
    参考文献:10.1016/s0031-9422(00)88921-9
    摘要:Harborne JB, Ingham JL, King L, Payne M. The isopentenyl isoflavone luteone as a pre-infectional antifungal agent in the genus Lupinus. Phytochemistry. 1976 Jan;15(10):1485–7. doi: 10.1016/s0031-9422(00)88921-9.
    参考文献:10.1002/(sici)1099-1565(199907/08)10:4<198::aid-pca454>3.0.co;2-c
    摘要:Stobiecki M, Malosse C, Kerhoas L, Wojlaszek P, Einhorn J. Detection of isoflavonoids and their glycosides by liquid chromatography/electrospray ionization mass spectrometry in root extracts of lupin (Lupinus albus). Phytochem. Anal. 1999 Jul;10(4):198–207. doi: 10.1002/(sici)1099-1565(199907/08)10:4<198::aid-pca454>3.0.co;2-c.
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