jiadifenin

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: jiadifenin
• 英文别名: methyl rel-(3aR,4R,6S,6aR,7R,9bR)-3a,6-dihydroxy-7,9b-dimethyl-3,8-dioxo-1,3a,4,7,8,9b-hexahydro-3H-4,6a-methanocyclopenta[c]furo[3,4-e]oxepine-6-carboxylate；methyl (1R,2R,6R,10R,11R,13S)-10,13-dihydroxy-2,6-dimethyl-3,9-dioxo-8,12-dioxatetracyclo[9.2.1.01,5.06,10]tetradec-4-ene-13-carboxylate
• 化学式: C₁₆H₁₈O₈
• 分子量: 338.314
• InChiKey: RVLZTXZDKYFFMN-DYQQQXBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  甲醇 、 在 Jones reagent 作用下， 以 丙酮 为溶剂， 反应 0.49h， 以29%的产率得到(1R*,10S*)-2-oxo-3,4-dehydroneomajucin
  参考文献：
  名称：

  [EN] JIADIFENIN ANALOGS AND USES THEREOF
  [FR] ANALOGUES DE JIADIFENINE ET UTILISATIONS

  摘要：

  公开号：

  WO2006019673A3

文献信息

• Synthesis of salinosporamide A and analogues thereof
  申请人：Danishefsky J. Samuel

  公开号：US20060287520A1

  公开（公告）日：2006-12-21

  A novel synthesis of salinosporamide A is provided. Salinospoamide A as well as structurally related natural products, omuralide and lactacystin, have been shown to be proteasome inhibitors. Therefore, these compounds as well as analogues of these natural products may be useful in the treatment of proliferative diseases such as cancer, autoimmune diseases, diabetic retinopathy, etc. The invention provides for the synthesis of salinosporamide A as well as analogs thereof using a convenient point for derivatization of the bicyclic core. Pharmaceutical compositions and method of using the inventive compounds are also provided.
• [EN] SYNTHESIS OF SALINOSPORAMIDE A AND ANALOGUES THEREOF<br/>[FR] SYNTHESE DE LA SALINOSPORAMIDE A ET DE SES ANALOGUES
  申请人：SLOAN KETTERING INST CANCER

  公开号：WO2006124902A2

  公开（公告）日：2006-11-23

  [EN] A novel synthesis of salinosporamide A is provided. Salinospoamide A as well as structurally related natural products, omuralide and lactacystin, have been shown to be proteasome inhibitors. Therefore, these compounds as well as analogues of these natural products may be useful in the treatment of proliferative diseases such as cancer, autoimmune diseases, diabetic retinopathy, etc. The invention provides for the synthesis of salinosporamide A as well as analogs thereof using a convenient point for derivatization of the bicyclic core. Pharmaceutical compositions and method of using the inventive compounds are also provided.
  [FR] L'invention concerne un nouveau procédé de synthèse de la salinosporamide A. La salinosporamide A ainsi que des produits naturels de structure apparentée tels que l'omuralide et la lactacystine sont connus comme inhibiteurs du protéasome. Pour cette raison, ces composés ainsi que des analogues de ces produits naturels peuvent être utiles pour traiter notamment des maladies prolifératives telles que le cancer, les maladies auto-immunes, la rétinopathie diabétique. L'invention se rapporte à un procédé de synthèse de la salinosporamide A et de ses analogues A, lequel procédé consiste à utiliser un point convenant à la dérivatisation du noyau bicyclique. L'invention concerne également des compositions pharmaceutiques et un procédé d'utilisation des composés selon l'invention.

表征谱图