1,7-bis-[4-(decanoyl)-hydroxy-3-methoxyphenyl]-1,6-heptadiene-3,5-dione | 1119628-82-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,7-bis-[4-(decanoyl)-hydroxy-3-methoxyphenyl]-1,6-heptadiene-3,5-dione
• 英文别名: di-O-decanoyl curcumin；curcumin didecanoate；[4-[(1E,6E)-7-(4-decanoyloxy-3-methoxy-phenyl)-3,5-dioxo-hepta-1,6-dienyl]-2-methoxy-phenyl] decanoate；[4-[(1E,6E)-7-(4-decanoyloxy-3-methoxyphenyl)-3,5-dioxohepta-1,6-dienyl]-2-methoxyphenyl] decanoate
• CAS: 1119628-82-8
• 化学式: C₄₁H₅₆O₈
• 分子量: 676.891
• InChiKey: ORQPYPZOTHSPAT-CDTUYSNOSA-N

物化性质

• 沸点：
  741.9±60.0 °C(predicted)
• 密度：
  1.073±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  49
• 可旋转键数：
  28
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  姜黄素 、 癸酰氯 在 吡啶 作用下， 以 1,4-二氧六环 为溶剂， 生成 1,7-bis-[4-(decanoyl)-hydroxy-3-methoxyphenyl]-1,6-heptadiene-3,5-dione
  参考文献：
  名称：

  LONG ACTING CURCUMIN DERIVATIVE, PREPARATION METHOD AND PHARMACEUTICAL USE THEREOF

  摘要：

  本发明提供了一种长效姜黄素衍生物、其制备方法和制药用途，其中所述的长效姜黄素衍生物具有所披露的通用结构式，其中R1和R2为氢或甲氧基；R3和R4各自独立地选择自C1-C50烷基。与姜黄素相比，本发明的长效姜黄素衍生物具有更好的释放效果、更高的生物利用度和制药活性，因此可用于治疗抑郁症和癌症等疾病。

  公开号：

  US20110183945A1

文献信息

• Synthesis, antibacterial and antiviral properties of curcumin bioconjugates bearing dipeptide, fatty acids and folic acid
  作者：Ramendra K. Singh、Diwakar Rai、Dipti Yadav、A. Bhargava、J. Balzarini、E. De Clercq

  DOI：10.1016/j.ejmech.2009.12.002

  日期：2010.3

  Curcumin bioconjugates, viz. di-O-tryptophanylphenylalanine curcumin (2), di-O-decanoyl curcumin (3), di-O-pamitoyl curcumin (4), di-O-bis-(gamma,gamma)folyl curcumin (6), C-4-ethyl-O-gamma-folyl curcumin (8) and 4-O-ethyl-O-gamma-folyl curcumin (10) have been synthesized and tested for their antibacterial and antiviral activities. The conjugates 2, 3, 4, 6 and 8 have shown very promising antibacterial activity with MIC ranging between 0.09 and 0.67 mu M against Gram-positive cocci and Gram-negative bacilli. Further, the conjugates 2, 3, 6, 8 and 10 have been screened for their antiviral activities against HSV, VSV, FIPV, PIV-3, RSV and FHV and the molecules 2 and 3 have shown good results with EC50 0.011 mu M and 0.029 mu M against VSV and FIPV/FHV, respectively. However, the molecules did not show expected results against HIV-1 IIIB and ROD strains in MTT assay. (C) 2009 Elsevier Masson SAS. All rights reserved.