(Z)-2-(3,4-dimethoxybenzylidene)-5-hydroxybenzo[b]furan-3-one | 1311272-24-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 橙酮类黄酮
• 英文名称: (Z)-2-(3,4-dimethoxybenzylidene)-5-hydroxybenzo[b]furan-3-one
• 英文别名: (Z)-2-(3,4-dimethoxybenzylidene)-5-hydroxybenzofuran-3(2H)-one；(2Z)-2-[(3,4-dimethoxyphenyl)methylidene]-5-hydroxy-1-benzofuran-3-one
• CAS: 1311272-24-8
• 化学式: C₁₇H₁₄O₅
• 分子量: 298.295
• InChiKey: XSZZOLIEPGNURI-PXNMLYILSA-N

物化性质

• 沸点：
  531.2±50.0 °C(Predicted)
• 密度：
  1.354±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-2-(3,4-dimethoxybenzylidene)-5-hydroxybenzo[b]furan-3-one 、 棕榈酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以77.2%的产率得到(Z)-2-(3,4-dimethoxybenzylidene)-3-oxo-2,3-dihydrobenzofuran-5-yl palmitate
  参考文献：
  名称：

  Synthesis and biological evaluation of new flavonoid fatty acid esters with anti-adipogenic and enhancing glucose consumption activities

  摘要：

  Oleoyl Formononetin (OF) has good weight loss activity and hypolipidemic activity, could improve insulin sensitivity and suppress adipogenesis. To acquire better biological activities, three series of flavonoid fatty acid esters were designed and synthesized by optimizing the structure of OF. Their bioactivities were assayed in vitro. Some of these novel compounds could effectively inhibit preadipocyte proliferation and adipogenesis. Moreover, they could enhance glucose consumption in adipocytes notably. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.063
• 作为产物：
  描述：

  2'-hydroxy-5'-methoxymethoxyacetophenone 在 吡啶 、 盐酸 、 mercury(II) diacetate 、 水 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 1.5h， 生成 (Z)-2-(3,4-dimethoxybenzylidene)-5-hydroxybenzo[b]furan-3-one
  参考文献：
  名称：

  Synthesis and biological evaluation of new flavonoid fatty acid esters with anti-adipogenic and enhancing glucose consumption activities

  摘要：

  Oleoyl Formononetin (OF) has good weight loss activity and hypolipidemic activity, could improve insulin sensitivity and suppress adipogenesis. To acquire better biological activities, three series of flavonoid fatty acid esters were designed and synthesized by optimizing the structure of OF. Their bioactivities were assayed in vitro. Some of these novel compounds could effectively inhibit preadipocyte proliferation and adipogenesis. Moreover, they could enhance glucose consumption in adipocytes notably. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.063

文献信息

• Synthesis and biological evaluation of new flavonoid fatty acid esters with anti-adipogenic and enhancing glucose consumption activities
  作者：Wei Zhao、Jie Sun、Hua Xiang、Yan-yan Zeng、Xiao-bo Li、Hong Xiao、De-ying Chen、Ren-ling Ma

  DOI：10.1016/j.bmc.2011.03.063

  日期：2011.5

  Oleoyl Formononetin (OF) has good weight loss activity and hypolipidemic activity, could improve insulin sensitivity and suppress adipogenesis. To acquire better biological activities, three series of flavonoid fatty acid esters were designed and synthesized by optimizing the structure of OF. Their bioactivities were assayed in vitro. Some of these novel compounds could effectively inhibit preadipocyte proliferation and adipogenesis. Moreover, they could enhance glucose consumption in adipocytes notably. (C) 2011 Elsevier Ltd. All rights reserved.