CAS: 18422-83-8; Dihydromorin

该化合物是一种具有多氢氟化铬-4-1核心特征的手性氟化烃衍生物,该化合物因其立体结构,影响其反应和生物相互作用,在生物化学和药理研究方面有着巨大潜力;多种氢化物组的存在,增强了其在极溶解剂中的溶解性及其参与氢结合的能力,使其适合于涉及抗氧化活动或酶抑制的研究;其定义明确的(2R,3R)配置确保立体化学应用的一致性;该化合物对合成有机化学具有一定特性的氟化物类的开发具有重大兴趣;高纯度和结构精度使其在分析方法中成为有价值的参考标准.

结构式图片

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Trans-Dihydromorin

合成工艺路线路线简述

    📜1-[2,4,6-三(甲氧基甲氧基)苯基]乙酮置于盐酸,双氧水,Potassium Hydroxide,Sodium Hydroxide体系中,用 甲醇,乙醇,正己烷,水 用作溶剂,化学反应 6.42H,反应生成2,3-Trans-Dihydromorin,二氢桑色素
    参考文献:Stereospecific Inhibition Of Nitric Oxide Production In Macrophage Cells By Flavanonols: Synthesis And The Structure-activity Relationship
    标题:Stereospecific Inhibition Of Nitric Oxide Production In Macrophage Cells By Flavanonols: Synthesis And The Structure-activity Relationship
    摘要:To Explore The Structure-Activity Relationships On The Inhibitory Activity Of Flavanonols Against Nitric Oxide (No) Production In Inflammatory Cells,We Synthesized 19 Flavanonols Which Shared A Common 3,5,7-Trihydroxychroman Scaffold. A Range Of Substitutions Was Included In The B Ring In Order To Investigate The Structure-Activity Relationship. We Also Succeeded In Isolating Stereoisomers From 16 Of The Flavanonols Using Chiral Column Chromatography. The Inhibitory Effects Of These Compounds On No Production Were Examined In Raw 264.7 Cells (A Murine Macrophage-Like Cell Line),Which Were Activated By Lipopolysaccharide (Lps). We Only Observed Inhibitory Activity Against No Production In (2R,3R) Stereoisomers,While The Inhibitory Activities Of (2S,3S) Stereoisomers Were Significantly Weaker. We Also Evaluated The Free Radical Scavenging Potential Of The Flavanonols Using 1,1-Diphenyl-2-Picrylhydrazyl (Dpph). Each Stereoisomer Indicated The Equivalent Dpph Scavenging Potential As Expected. The Radical Scavenging Activity Was Not Correlated With The Inhibitory Activity Against No. The Inhibition Of No Production By Flavanonols Is Stereospecific And Cannot Simply Be Explained By Their Radical Scavenging Activity. We Propose The Possible Existence Of A 'Target' Molecule For Flavanonols Which Is Involved In The Production And/or Regulation Of No In Raw 264.7 Cells. (C) 2015 Elsevier Ltd. All Rights Reserved.
    Doi:10.1016/j.Bmc.2015.09.042

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