CAS: 93-39-0; 7-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-2-yl)Oxy)-2H-Chromen-2-One

该化合物是一种天然的化合物,被归类为氟氯素,主要来源于各种植物来源,特别是豆类家族中的植物来源.Skimmin因其潜在的生物活动而得到承认,包括抗氧化性特性,这可能有助于其保护细胞免受氧化性压力的作用.此外,还研究其可能的反炎和抗微生物效应,使其在药理和营养研究中都感兴趣.该化合物通常呈现黄色颜色,在有机溶剂中可溶解,这是许多氟氯素的特征.其结构包括多种氢氧化合物组,有助于其反应和与生物系统的互动.虽然研究仍在进行,但其治疗潜力和行动机制的全部范围仍然是天然产品和药用化学领域积极调查的一个领域.

结构式图片

上下游产品

CAS号133476-73-0 7-[(2,3,4,6-tet... | CAS号133-89-1 尿苷二磷酸葡萄糖 | CAS号93-35-6 伞形花内酯; 7-羟基香豆素 | CAS号93-35-6 伞形花内酯; 7-羟基香豆素 | CAS号2280-44-6 D-glucopyranose

合成工艺路线路线简述

  • 133476-73-0 = 93-39-0
    反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol; 2 H,5 °C1.2 Reagents: Carbon Dioxide; Ph 6 - 7,5 °C1.3 Reagents: Amberlite Ir 120; Rt
    标题:Hydrolysis Of Toxic Natural Glucosides Catalyzed By Cyclodextrin Dicyanohydrins
    作者:Bjerre,Jeannette; Nielsen,Erik Holm; Bols,Mikael
    参考文献:European Journal Of Organic Chemistry 日期:2008 卷标:(4) 页码:745-752]

    133476-73-0 = 93-39-0
    反应条件:1.1 Reagents: Triethylamine Solvents: Methanol
    标题:Total Synthesis Of Adicardin
    作者:Li,Wei; Wu,Xiao-Feng; Tong,Yuan-Feng; Hao,Ling-Hua; Yang,Qing-Yun; Et Al
    参考文献:Journal Of Asian Natural Products Research 日期:2009 卷标:11(7-8) 页码:719-726]

    50-99-7 + 93-35-6 = 93-39-0
    反应条件:1.1 Solvents: Methanol; 5 D
    标题:Glucosylation Of Phenolic Compounds By Pharbitis Nil Hairy Roots: I. Glucosylation Of Coumarin And Flavone Derivatives
    作者:Kanho,Hideki; Yaoya,Sayaka; Itani,Tomio; Nakane,Takahisa; Kawahara,Nobuo; Et Al
    参考文献:Bioscience 日期:2004 卷标:68(10) 页码:2032-2039]

    93-35-6 + 133-89-1 = 93-39-0
    反应条件:1.1 Reagents: Tris(Hydroxymethyl)Aminomethane Catalysts: Glycosyltransferase Solvents: Water; 2 - 4 D,Ph 7.8,37 °C
    标题:Probing The Breadth Of Macrolide Glycosyltransferases: In Vitro Remodeling Of A Polyketide Antibiotic Creates Active Bacterial Uptake And Enhances Potency
    作者:Yang,Min; Proctor,Mark R.; Bolam,David N.; Errey,James C.; Field,Robert A.; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2005 卷标:127(26) 页码:9336-9337]

    57-48-7 + 93-35-6 = 93-39-0
    反应条件:1.1 Solvents: Dimethyl Sulfoxide
    标题:Efficient Production Of Skimmin And 6'-Succinylskimmin From Umbelliferone By Organic Solvent-Tolerant Bacillus Licheniformis Zsp01 Using Nitrogen Sources Regulation Strategy
    作者:Zhang,Sen; Zhou,Zhi; Yao,Zhong; He,Bingfang
    参考文献:Biochemical Engineering Journal 日期:2013 卷标:71 页码:105-110]

    492-62-6 + 93-35-6 = 93-39-0 + 82052-93-5
    反应条件:1.1 Reagents: Triphenylphosphine,Diisopropyl Azodicarboxylate Solvents: 1,4-Dioxane; Rt; 60 Min,55 °C1.2 Reagents: Methanol; 5 Min
    标题:Solvent-Dependent Mechanism And Stereochemistry Of Mitsunobu Glycosylation With Unprotected Pyranoses
    作者:Takeuchi,Hironori; Fujimori,Yusuke; Ueda,Yoshihiro; Shibayama,Hiromitsu; Nagaishi,Masaru; Et Al
    参考文献:Organic Letters 日期:2020 卷标:22(12) 页码:4754-4759]

    492-62-6 + 93-35-6 = 93-39-0 + 82052-93-5
    反应条件:1.1 Reagents: Triphenylphosphine,Diisopropyl Azodicarboxylate Solvents: 1,4-Dioxane; Rt; 60 Min,55 °C1.2 Reagents: Methanol; 5 Min,55 °C
    标题:Sn2-Type Glycosylation With Unprotected Pyranoses
    作者:Takeuchi,Hironori; Fujimori,Yusuke; Shibayama,Hiromitsu; Nagaishi,Masaru; Ueda,Yoshihiro; Et Al
    参考文献:Chemrxiv 日期:2019 卷标:1 页码:1-17]

    93-35-6 = 93-39-0
    反应条件:1.1 Solvents: Ethanol,Water
    标题:Biotransformation Of Umbelliferone By Panax Ginseng Root Cultures
    作者:Li,Wei; Koike,Kazuo; Asada,Yoshihisa; Yoshikawa,Takafumi; Nikaido,Tamotsu
    参考文献:Tetrahedron Letters 日期:2002 卷标:43(32) 页码:5633-5635
📜Apiofuranosyl-(1->6)-β-D-Glucopyranosyl-(1.0.7)-Umbelliferone置于盐酸体系中,用 水,溶剂黄146 作为反应溶剂,化学反应生成 茵芋苷
参考文献:An Apiose-Containing Coumarin Glycoside From Gmelina Arborea Root
标题:An Apiose-Containing Coumarin Glycoside From Gmelina Arborea Root
摘要:
DOI:10.1016/s0031-9422(00)82575-3

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合成参考文献


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摘要:Wu T, Chang F, Wu P, Kuoh C, Chen I. Constituents of Leaves of Tetradium Glabrifolium. J Chinese Chemical Soc. 1995 Dec;42(6):929–34. doi: 10.1002/jccs.199500128.
参考文献:10.1016/0031-9422(92)80484-v
摘要:Reisch J, Achenbach SH. A Furanocoumarin glucoside from stembark of Skimmia japonica. Phytochemistry. 1992 Dec;31(12):4376–7. doi: 10.1016/0031-9422(92)80484-v.
参考文献:10.3987/com-98-s(h)76
摘要:Yoshikawa M, Murakami T, Ueda T, Shimoda H, Yamahara J, Matsuda H. Absolute Stereostructures of 3S-Phyllodulcin, 3R- and 3S-Phyllodulcin Glycosides, and 3R- and 3S-Thunberginol H Glycosides from the Leaves of Hydrangea macrophylla SERINGE var. thunbergii MAKINO. HETEROCYCLES. 1999;50(1):411. doi: 10.3987/com-98-s(h)76.
参考文献:10.1007/978-3-030-74768-8_2
摘要:Zeb A. Chemistry of Phenolic Antioxidants. 2021. In: Phenolic Antioxidants in Foods: Chemistry, Biochemistry and Analysis.
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