5-hydroxy-8,8-dimethyl-6-propionyl-4-phenyl-9,10-dihydropyrano[2,3-f]chromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 5-hydroxy-8,8-dimethyl-6-propionyl-4-phenyl-9,10-dihydropyrano[2,3-f]chromen-2-one
• 英文别名: 5-hydroxy-8,8-dimethyl-4-phenyl-6-propanoyl-9,10-dihydropyrano[2,3-h]chromen-2-one
• 化学式: C₂₃H₂₂O₅
• 分子量: 378.425
• InChiKey: SXMWAVZXRLTFTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-hydroxy-8,8-dimethyl-4-phenyl-9,10-dihydropyrano[2,3-f]chromen-2-one 在 吡啶 、 三氯化铝 作用下， 反应 1.0h， 生成 5-hydroxy-8,8-dimethyl-6-propionyl-4-phenyl-9,10-dihydropyrano[2,3-f]chromen-2-one
  参考文献：
  名称：

  Modified coumarins. 21. Synthesis of neoflavones produced by Marila pluricostata and their derivatives

  摘要：

  天然新黄酮 5-羟基-8,8-二甲基-4-苯基-9,10-二氢吡喃并[2,3-f]苯并呋喃-2-酮和 5-羟基-8,8-二甲基-6-丙酰-4-合成了苯基-9,10-二氢吡喃并[2,3-f]苯并吡喃-2-酮及其衍生物。

  DOI：

  10.1007/s10600-006-0060-3

文献信息

• Cytotoxic 4-Phenylcoumarins from the Leaves of <i>Marila </i><i>p</i><i>luricostata</i>
  作者：José L. López-Pérez、Dionisio A. Olmedo、Esther del Olmo、Yelkaira Vásquez、Pablo N. Solís、Mahabir P. Gupta、Arturo San Feliciano

  DOI：10.1021/np049642g

  日期：2005.3.1

  Bioassay-guided fractionation of the CH2Cl2 extract of the leaves of Marila pluricostata led to the isolation of 17 naturally occurring 4-phenyleoumarins, three of them, 5-hydroxy-8,8-dimethyl-4-phenyl-9,10-dihydro8H-pyrano-[2,3-f]chromen-2-one (1), 5-hydroxy-8,8-dimethyl-4-phenyl-6-propionyl-9,10-dihydro-8H-pyrano[2,3-f]chromen-2-one (2), and 5,7-dihydroxy-8-(3-methylbut-2-enyl)-4-phenylchromen-2-one (3), are new natural compounds; the remaining (4-17) are known mammea-type coumarins. Their structures were established by spectroscopic means. All compounds were tested in cytotoxicity assays against the MCF-7, H-460, and SF-268 human cancer cell lines.
• Modified coumarins. 21. Synthesis of neoflavones produced by Marila pluricostata and their derivatives
  作者：V. S. Moskvina、Ya. L. Garazd、M. M. Garazd、V. P. Khilya

  DOI：10.1007/s10600-006-0060-3

  日期：2006.3

  Natural neoflavones 5-hydroxy-8,8-dimethyl-4-phenyl-9,10-dihydropyrano[2,3-f]chromen-2-one and 5-hydroxy-8,8-dimethyl-6-propionyl-4-phenyl-9,10-dihydropyrano[2,3-f]chromen-2-one and their derivatives were synthesized.

  天然新黄酮 5-羟基-8,8-二甲基-4-苯基-9,10-二氢吡喃并[2,3-f]苯并呋喃-2-酮和 5-羟基-8,8-二甲基-6-丙酰-4-合成了苯基-9,10-二氢吡喃并[2,3-f]苯并吡喃-2-酮及其衍生物。