tanshinone VI | 121064-74-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: tanshinone VI
• 英文别名: Danshenxinkun A；1-hydroxy-2-(1-hydroxypropan-2-yl)-8-methylphenanthrene-3,4-dione
• CAS: 121064-74-2
• 化学式: C₁₈H₁₆O₄
• 分子量: 296.323
• InChiKey: GRGPQNRHXNRJFL-UHFFFAOYSA-N

物化性质

• 沸点：
  527.7±50.0 °C(Predicted)
• 密度：
  1.374±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  丁二酸酐 、 tanshinone VI 在 吡啶 作用下， 反应 5.0h， 以36 mg的产率得到1'-O-hydrogen succinyltanshinone VI 1-O-hydrogen succinate
  参考文献：
  名称：

  Effects of Tanshinone VI Derivatives on Post-Hypoxic Contractile Dysfunction of Perfused Rat Hearts

  摘要：

  The present study was undertaken to elucidate the effects of sodium tanshinone VI 1-phenolate (1), 1′-O-hydrogen succinyltanshinone VI 1-O-hydrogen succinate (2), and disodium 1′-O-succinyltanshinone VI 1-O-succinate (3), water-soluble derivatives of tanshinone VI, on post-hypoxic contractile recovery of isolated perfused rat hearts. The effects were compared with those of tanshinone VI as tested previously. The hearts were perfused for 20 min under hypoxic conditions, followed by 45 min reoxygenation, and their cardiac performance was determined. Changes in tissue sodium, potassium, calcium, and magnesium contents after reoxygenation, and release of creatine kinase and purines and bases (ATP metabolites) during hypoxia/reoxygenation were also examined. The derivatives were dissolved in a Krebs-Henseleit buffer and administered at concentrations of 42 nM into the buffer. Hypoxia/reoxygenation resulted in slight recovery of cardiac contractile force, significant alterations in tissue ion concentrations, and pronounced release of creatine kinase and ATP metabolites, suggesting hypoxia/reoxygenation-induced functional and morphological damage. The tanshinone VI derivatives improved post-hypoxic contractile recovery, which was associated with restoration of tissue ionic concentrations, and diminishment of the release of creatine kinase and ATP metabolites from the hypoxic/reoxygenated hearts. The efficacy of these compounds was similar to that of tanshinone VI. The results suggest that water-soluble tanshinone VI derivatives, like tanshinone VI itself, are beneficial for hypoxia/reoxygenation injury.

  DOI：

  10.1055/s-2006-959519