1,5-bis(3,4,5-trimethoxyphenyl)pentan-3-one | 1374458-48-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,5-bis(3,4,5-trimethoxyphenyl)pentan-3-one
• CAS: 1374458-48-6
• 化学式: C₂₃H₃₀O₇
• 分子量: 418.487
• InChiKey: VIAMWZFTUSGQKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,5-bis(3,4,5-trimethoxyphenyl)pentan-3-one 在 phosphomolybdic acid 、 双氧水 作用下， 以 乙醚 为溶剂， 以31%的产率得到3,3-dihydroperoxy-1,5-bis(3',4',5'-trimethoxyphenyl)pentane
  参考文献：
  名称：

  Synthesis and Antimalarial Activity of Dihydroperoxides and Tetraoxanes Conjugated with Bis(benzyl)acetone Derivatives

  摘要：

  Dihydroperoxides and tetraoxanes derived from symmetrically substituted bis(arylmethyl)acetones were synthesized in modest to good yields using several methods. Three of these compounds exhibit an important in vitro antimalarial activity (1.0 μm ≤ IC50 ≤ 5.0 μm) against blood forms of the human malaria parasite Plasmodium falciparum.

  DOI：

  10.1111/j.1747-0285.2012.01345.x
• 作为产物：
  描述：

  (1E,4E)-1,5-bis(3,4,5-trimethoxyphenyl)penta-1,4-dien-3-one 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 6.0h， 以51%的产率得到1,5-bis(3,4,5-trimethoxyphenyl)pentan-3-one
  参考文献：
  名称：

  Synthesis and Antimalarial Activity of Dihydroperoxides and Tetraoxanes Conjugated with Bis(benzyl)acetone Derivatives

  摘要：

  Dihydroperoxides and tetraoxanes derived from symmetrically substituted bis(arylmethyl)acetones were synthesized in modest to good yields using several methods. Three of these compounds exhibit an important in vitro antimalarial activity (1.0 μm ≤ IC50 ≤ 5.0 μm) against blood forms of the human malaria parasite Plasmodium falciparum.

  DOI：

  10.1111/j.1747-0285.2012.01345.x

文献信息

• Antimicrobial Activity of Monoketone Curcuminoids Against Cariogenic Bacteria
  作者：Tatiana M. Vieira、Isabella A. dos Santos、Thayná S. Silva、Carlos H. G. Martins、Antônio E. M. Crotti

  DOI：10.1002/cbdv.201800216

  日期：2018.8

  We evaluated the antimicrobial activity of 25 monoketone curcuminoids (MKCs) against a representative panel of cariogenic bacteria in terms of their minimum inhibitory concentration (MIC) values. Curcumin A (10) displayed promising activity against Streptococcus mutans (MIC = 50 μg/ml) and Streptococcus mitis (MIC = 50 μg/ml) as well as moderate activity against S. sanguinis (MIC = 100 μg/ml), Lactobacillus

  我们根据最低抑菌浓度 (MIC) 值评估了 25 种单酮类姜黄素 (MKC) 对一组有代表性的致龋菌的抗菌活性。姜黄素 A (10) 对变形链球菌 (MIC = 50 μg/ml) 和缓和链球菌 (MIC = 50 μg/ml) 显示出有前景的活性，以及​​对血链球菌 (MIC = 100 μg/ml)、干酪乳杆菌的中等活性(MIC = 100 μg/ml) 和唾液链球菌 (MIC = 200 μg/ml)。结果表明化合物 10 的活性高于其双β-二酮类似物。此外，化合物 3a（1,5-双（4-甲基苯基）戊烷-3-one）和 7b（1,5-双（4-溴苯基）戊烷-3-醇）对 S. mitis 具有中等活性（MIC = 100 μg/ml）和唾液链球菌（MIC = 200 μg/ml）。