1-(5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-2H-chromen-6-yl)-3-(3-pyridylphenyl)propenone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1-(5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-2H-chromen-6-yl)-3-(3-pyridylphenyl)propenone
• 英文别名: (E)-1-[5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-yl]-3-(3-pyridyl)prop-2-en-1-one；(E)-1-[5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-yl]-3-pyridin-3-ylprop-2-en-1-one
• 化学式: C₂₄H₂₅NO₃
• 分子量: 375.467
• InChiKey: BNDUKXQLGVTYAZ-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  citral dimethyl acetal 在 吡啶 、 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 55.0h， 生成 1-(5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-2H-chromen-6-yl)-3-(3-pyridylphenyl)propenone
  参考文献：
  名称：

  Synthesis of chromenochalcones and evaluation of their in vitro antileishmanial activity

  摘要：

  A large number of novel chromenochalcones were synthesized by pyridine-catalysed chromenylation of mono-chelated meta-dihydric acetophenones with the monoterpene, citral dimethyl acetal and subsequent Claisen-Schmidt condensation of the resultant acylchromenes with appropriate aromatic aldehydes. These chromenochalcones 1-19 were screened against in vitro extracellular promastigotes and intracellular amastigotes of Leishmania donovani. The most potent Compound in this series was compound 9 with a pyridine ring-A, which showed 99% inhibition of promastigotes at 10 mu g/ml, 82% at 0.25 mu g/ml and 96% at 10 mu g/ml concentration against amastigotes. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.005

文献信息

• Synthesis of chromenochalcones and evaluation of their in vitro antileishmanial activity
  作者：Tadigoppula Narender、Tanvir Khaliq、Shweta、Nishi、Neena Goyal、Suman Gupta

  DOI：10.1016/j.bmc.2005.07.005

  日期：2005.12

  A large number of novel chromenochalcones were synthesized by pyridine-catalysed chromenylation of mono-chelated meta-dihydric acetophenones with the monoterpene, citral dimethyl acetal and subsequent Claisen-Schmidt condensation of the resultant acylchromenes with appropriate aromatic aldehydes. These chromenochalcones 1-19 were screened against in vitro extracellular promastigotes and intracellular amastigotes of Leishmania donovani. The most potent Compound in this series was compound 9 with a pyridine ring-A, which showed 99% inhibition of promastigotes at 10 mu g/ml, 82% at 0.25 mu g/ml and 96% at 10 mu g/ml concentration against amastigotes. (c) 2005 Elsevier Ltd. All rights reserved.