CAS: 97938-30-2; (S)-2-(2,4-Dihydroxyphenyl)-5,7-Dihydroxy-8-((R)-5-Methyl-2-(Prop-1-En-2-yl)Hex-4-En-1-yl)Chroman-4-One

该化合物是一种主要来自植物,特别是Sophora flavescens的植物的五分形裂变化合物,其特点是独特的化学结构,包括一种稀树脂骨,有助于其潜在的生物活动;该化合物具有各种药理特性,包括抗炎,抗氧化剂和抗癌影响,使其对药用化学和自然产品研究感兴趣;Sophorafavanone G通常以黄晶状固体的形式出现,在有机溶剂中可溶解;其分子公式反映了多种氢氧基组的存在,这些组是其活动与生物系统互动的动力和相互作用;对Sophoravanone G的研究继续探索其行动和潜在治疗应用机制,特别是在慢性疾病和氧化性压力相关条件下;与许多氟芳基体一样,其生物利用率和代谢途径也是持续调查的主题,突出其活性影响的复杂性.

结构式图片

上下游产品

dimethylallyl diphosphate (2S)-2-(2,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one

合成工艺路线路线简述

    📜Dmapp,8-Dimethylallylsteppogenin 反应生成 Pyrophosphoric Acid,(2S,4R,6E,8S)-8-[(2S,2'R,4'S,5R,5'R,7S,7'R,9R,10R,10'R)-2'-[(2S,3S,5R,6R)-6-羟基-6-(羟甲基)-3,5-二甲基四氢-2H-吡喃-2-基]-9-{[(2R,5S,6R)-5-甲氧基-6-甲基四氢-2H-吡喃-2-基]氧代}-2,4',10,10'-四甲基-2,7'-联(1,6-二氧杂螺[4.5]D
    参考文献:Characterization Of Leachianone G 2''-Dimethylallyltransferase,A Novel Prenyl Side-Chain Elongation Enzyme For The Formation Of The Lavandulyl Group Of Sophoraflavanone G In Sophora Flavescens Ait. Cell Suspension Cultures
    标题:Characterization Of Leachianone G 2''-Dimethylallyltransferase,A Novel Prenyl Side-Chain Elongation Enzyme For The Formation Of The Lavandulyl Group Of Sophoraflavanone G In Sophora Flavescens Ait. Cell Suspension Cultures
    摘要:在黄檗sophora Flavescens Ait.培养细胞中鉴定出一种新的异戊二烯基侧链延长酶--leachianone G (Lg) 2''-Dimethylallyltransferase.该酶将一个二甲基烯丙基基团转移至lg的8号位附加的另一个二甲基烯丙基基团的2''位,形成sophoraflavanone G,这是一种特有于该植物的分支单萜基结合的黄烷酮.这种膜结合的二甲基烯丙基转移酶需要mg2+(最佳浓度为10 Mm)参与反应,其最适ph为8.8.它利用二甲基烯丙基二磷酸盐作为唯一的异戊二烯基供体,而lg中的2'-羟基功能对其活性是必不可少的.二甲基烯丙基二磷酸盐和lg的表观km值分别为59和2.3 μm.利用蔗糖密度梯度离心法还研究了参与薰衣草基团形成的三种酶的亚细胞定位.两种异戊二烯基转移酶--柚皮素8-二甲基烯丙基转移酶和lg 2''-Dimethylallyltransferase定位于质体内,而催化薰衣草基团形成的关键步骤的8-二甲基烯丙基柚皮素2'-羟化酶则与内质网相关.这些结果表明质体和内质网在薰衣草基团形成中密切合作.
    DOI:10.1104/pp.103.025213

    海关参考信息

    专利信息


    专利号:US-2014315720-A1
    优先权日:2012-10-24
    标 题 :Polysaccharide ester microspheres and methods and articles relating thereto
    发明人:FALLON DENIS G; GARRETT THOMAS S; KIZER LAWTON E; ZAZZARA KAREN L; COMBS MICHAEL T; JOHNSON RICHARD K; DEHART GARY
    权利人:CELANESE ACETATE LLC
    摘要:A method for producing a polysaccharide ester microsphere may include forming a polysaccharide ester product from a polysaccharide synthesis, wherein the polysaccharide ester product comprises a polysaccharide ester and a solvent; diluting the polysaccharide ester product, thereby yielding a polysaccharide ester dope; and forming a plurality of polysaccharide ester microspheres from the polysaccharide ester dope. Suitable polysaccharides may include, but are not limited to, starch, cellulose, hemicellulose, algenates, chitosan, and any combination thereof. Esters thereof may be organic esters (e.g., acetate and the like), inorganic esters (e.g., sulfonates and the like), or combinations thereof. Further, the solids conent of the polysaccharide ester dope, in some instances, may be greater than about 16 wt %.

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    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Lee TH, Chen JL, Tsai MM, Wu YH, Tseng HC, Cheng LC, Shanmugam V, Hsieh HL. Protective Effects of Sophoraflavanone G by Inhibiting TNF-α-Induced MMP-9-Mediated Events in Brain Microvascular Endothelial Cells. Int J Mol Sci. 2023 Dec 24;25(1):283. doi: 10.3390/ijms25010283.
    2: Wang MC, Huang WC, Chen LC, Yeh KW, Lin CF, Liou CJ. Sophoraflavanone G from Sophora flavescens Ameliorates Allergic Airway Inflammation by Suppressing Th2 Response and Oxidative Stress in a Murine Asthma Model. Int J Mol Sci. 2022 May 29;23(11):6104. doi: 10.3390/ijms23116104.
    3: Fu YW, Liu WD, Chen HZ, Lin DJ, Hou TL, Guo SQ, Zhang QZ. Antiparasitical efficacy of sophoraflavanone G isolated from Sophora flavescens against parasitic protozoa Ichthyophthirius multifiliis. Vet Parasitol. 2022 Jun;306:109731. doi: 10.1016/j.vetpar.2022.109731. Epub 2022 May 22. 83(5):1138-1151. doi: 10.1002/ddr.21938. Epub 2022 Apr 15. 84(9):2544-2553. doi: 10.1021/acs.jnatprod.1c00584. Epub 2021 Sep 8. 56(3):106098. doi: 10.1016/j.ijantimicag.2020.106098. Epub 2020 Jul 21. 34(9):2246-2257. doi: 10.1002/ptr.6675. Epub 2020 Apr 3.

    合成参考文献


    参考文献:10.1271/bbb.100665
    摘要:SHITAN N, KAMIMOTO Y, MINAMI S, KUBO M, ITO K, MORIYASU M, YAZAKI K. A Tolerance Gene for Prenylated Flavonoid Encodes a 26S Proteasome Regulatory Subunit inSophora flavescens. Bioscience, Biotechnology, and Biochemistry. 2011 May 23;75(5):982–4. doi: 10.1271/bbb.100665.
    参考文献:10.1016/j.scitotenv.2012.11.075
    摘要:Chong ES, Hwang GB, Nho CW, Kwon BM, Lee JE, Seo S, Bae GN, Jung JH. Antimicrobial durability of air filters coated with airborne Sophora flavescens nanoparticles. Sci Total Environ. 2013 Feb 01;444():110–4. doi: 10.1016/j.scitotenv.2012.11.075.
    参考文献:10.1007/bf02976635
    摘要:Kim DW, Chi YS, Son KH, Chang HW, Kim JS, Kang SS, Kim HP. Effects of sophoraflavanone G, a prenylated flavonoid from Sophora flavescens, on cyclooxygenase-2 and in vivo inflammatory response. Arch Pharm Res. 2002 Jun;25(3):329–35. doi: 10.1007/bf02976635.
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