(S)-6a,7-dihydro-3,6a,10-trihydroxyindeno[2,1-c]chromen-9(6H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (S)-6a,7-dihydro-3,6a,10-trihydroxyindeno[2,1-c]chromen-9(6H)-one
• 英文别名: brazilein；(-)-brazilein
• 化学式: C₁₆H₁₂O₅
• 分子量: 284.268
• InChiKey: MLWIYODOURBGPI-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.62
• 重原子数：
  21.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  86.99
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  3-(3,4-dimethoxy-phenyl)-propionyl chloride 在 aluminum (III) chloride 、 sodium tetrahydroborate 、 四氧化锇 、 甲基磺酰胺 、 碘苯二乙酸 、 AD-mix β 、 4-甲基苯磺酸吡啶 、 三溴化硼 、 sodium hydride 、 二异丁基氢化铝 、 三苯基膦 、 lithium hydroxide 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 甲苯 、 paraffin oil 、 叔丁醇 为溶剂， 反应 82.17h， 生成 (S)-6a,7-dihydro-3,6a,10-trihydroxyindeno[2,1-c]chromen-9(6H)-one
  参考文献：
  名称：

  Enantioselective total synthesis of (+)-brazilin, (−)-brazilein and (+)-brazilide A

  摘要：

  一种对映体选择性的合成策略已经开发出来，用于合成(+)-巴西林、(−)-巴西莱因和(+)-巴西酰A。通过路易斯酸介导的内酯化反应建立了巴西酰A的新型融合双内酯核心，并完成了(+)-巴西酰A的首次总体合成。

  DOI：

  10.1039/c3cc42385a

文献信息

• US20140275224A1
  申请人：——

  公开号：US20140275224A1

  公开（公告）日：2014-09-18
• Identification of Small Molecule Inhibitors of Jumonji AT-Rich Interactive Domain 1A (JARID1A) and 1B (JARID1B) Histone Demethylase
  申请人：Yale University

  公开号：US20150272939A1

  公开（公告）日：2015-10-01

  The present invention includes a novel high-throughput screen capable of identifying compounds that inhibit JARID1B demethylase activity or JARID1A demethylase activity. The present invention further includes novel inhibitors of JARID1B demethylase activity and/or JARID1A demethylase activity, and methods using the same.
• TREATING ALCOHOL-MEDIATED DISORDERS BY INHIBITION OF RGS6
  申请人：UNIVERSITY OF IOWA RESEARCH FOUNDATION

  公开号：US20160185843A1

  公开（公告）日：2016-06-30

  The invention provides RGS6 antagonists and methods for their use in treating the effects of alcohol consumption.
• [EN] CYTOSINE DEAMINASE MODULATORS FOR ENHANCEMENT OF DNA TRANSFECTION<br/>[FR] MODULATEURS DE LA CYTOSINE DÉSAMINASE POUR L'AMÉLIORATION DE LA TRANSFECTION D'ADN
  申请人：UNIV MINNESOTA

  公开号：WO2013074059A2

  公开（公告）日：2013-05-23

  Compounds and methods are provided for enhancing or boosting the transfection rate or efficiency of mammalian cells by foreign DNA, such as bacterial plasmid DNA. Compounds, including natural products and inventive synthetic compounds can increase the effectiveness of uptake and incorporation of foreign DNA by mammalian cells, such as human cells, by suppression of DNA cytosine deamination, which is believed to be a mechanism by which these cells eliminate foreign DNA. Inhibition of the cytosine deaminase enzymes by compounds as described herein serves to provide more effective transfection of eukaryotic cells by plasmids including engineered gene sequences. Transfection can be used to study cellular processes, or to cure genetic diseases in human patients. The inventive materials and methods increase the efficiency and effectiveness of such transfection techniques.