1-(2',4'-dihydroxyphenyl)-3-(3''-methylphenyl)-propane-1,3-dione | 1254952-15-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(2',4'-dihydroxyphenyl)-3-(3''-methylphenyl)-propane-1,3-dione
• 英文别名: 1-(2,4-Dihydroxyphenyl)-3-(3-methylphenyl)propane-1,3-dione
• CAS: 1254952-15-2
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: CDMDMGFTXUDJIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  1-(2',4'-dihydroxyphenyl)-3-(3''-methylphenyl)-propane-1,3-dione 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 生成 [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[3-hydroxy-4-[3-(3-methylphenyl)-3-oxopropanoyl]phenoxy]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Synthesis, biopharmaceutical characterization, antimicrobial and antioxidant activities of 1-(4′-O-β-d-glucopyranosyloxy-2′-hydroxyphenyl)-3-aryl-propane-1,3-diones

  摘要：

  This research communication is toward the investigation of the antibacterial, antifungal and antioxidant activities of the synthesized compounds 1-(4'-O-beta-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-aryl-propane-1,3-diones (5a)-(5h). These compounds have been obtained by the interaction of alpha-acetobromoglucose with 1-(2',4'-dihydroxyphenyl)-3-aryl-propane-1,3-diones (3a)-(3h) under anhydrous condition and at lower temperature. The structures of these newly synthesized O-beta-D-glucopyranosides were established on the basis of chemical, elemental, and spectral analyses. Further, the compounds (5b), (5c), (5d) and (5g) showed potent antibacterial and antifungal activity. A good correlation was obtained between the theoretical predictions of bioavailability using Lipinski's rule-of-five and experimental verification. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.068
• 作为产物：
  描述：

  2',4'-bis(3-methylbenzoyloxy)acetophenone 在 sodium hydroxide 、 水 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 以74%的产率得到1-(2',4'-dihydroxyphenyl)-3-(3''-methylphenyl)-propane-1,3-dione
  参考文献：
  名称：

  Synthesis, biopharmaceutical characterization, antimicrobial and antioxidant activities of 1-(4′-O-β-d-glucopyranosyloxy-2′-hydroxyphenyl)-3-aryl-propane-1,3-diones

  摘要：

  This research communication is toward the investigation of the antibacterial, antifungal and antioxidant activities of the synthesized compounds 1-(4'-O-beta-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-aryl-propane-1,3-diones (5a)-(5h). These compounds have been obtained by the interaction of alpha-acetobromoglucose with 1-(2',4'-dihydroxyphenyl)-3-aryl-propane-1,3-diones (3a)-(3h) under anhydrous condition and at lower temperature. The structures of these newly synthesized O-beta-D-glucopyranosides were established on the basis of chemical, elemental, and spectral analyses. Further, the compounds (5b), (5c), (5d) and (5g) showed potent antibacterial and antifungal activity. A good correlation was obtained between the theoretical predictions of bioavailability using Lipinski's rule-of-five and experimental verification. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.068

文献信息

• Synthesis, biopharmaceutical characterization, antimicrobial and antioxidant activities of 1-(4′-O-β-d-glucopyranosyloxy-2′-hydroxyphenyl)-3-aryl-propane-1,3-diones
  作者：Javed Sheikh、Ali Parvez、Harjeet Juneja、Vishwas Ingle、Zahid Chohan、Moulay Youssoufi、Taibi Ben Hadda

  DOI：10.1016/j.ejmech.2011.01.068

  日期：2011.4

  This research communication is toward the investigation of the antibacterial, antifungal and antioxidant activities of the synthesized compounds 1-(4'-O-beta-D-glucopyranosyloxy-2'-hydroxyphenyl)-3-aryl-propane-1,3-diones (5a)-(5h). These compounds have been obtained by the interaction of alpha-acetobromoglucose with 1-(2',4'-dihydroxyphenyl)-3-aryl-propane-1,3-diones (3a)-(3h) under anhydrous condition and at lower temperature. The structures of these newly synthesized O-beta-D-glucopyranosides were established on the basis of chemical, elemental, and spectral analyses. Further, the compounds (5b), (5c), (5d) and (5g) showed potent antibacterial and antifungal activity. A good correlation was obtained between the theoretical predictions of bioavailability using Lipinski's rule-of-five and experimental verification. (c) 2011 Elsevier Masson SAS. All rights reserved.