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.
• LONG ACTING CURCUMIN DERIVATIVE, PREPARATION METHOD AND PHARMACEUTICAL USE THEREOF
  申请人：Ku Baoshan

  公开号：US20110183945A1

  公开（公告）日：2011-07-28

  The invention provides a long acting curcumin derivative, preparation method and pharmaceutical use thereof, wherein said long acting curcumin derivative having the general structural formula disclosed herein, wherein R1 and R2 are hydrogen or methoxyl; R3 and R4 are each independently selected from C1-C50 alkyl. Compared with cuminoids, the inventive long acting curcumin derivative has a better release effect, a higher bioavailability and pharmaceutical activity, and thus can be useful for the treatment of diseases such as depression and cancer.

  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。