5,7-diacetoxy-3-methylchromone

• 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: 5,7-diacetoxy-3-methylchromone
• 英文别名: (5-Acetyloxy-3-methyl-4-oxochromen-7-yl) acetate
• 化学式: C₁₄H₁₂O₆
• 分子量: 276.246
• InChiKey: ATMPSYCRHWPNTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙酸酐 、 5,7-Dihydroxy-3-methylchromone 在 吡啶 作用下， 反应 3.0h， 以18.3 mg的产率得到5,7-diacetoxy-3-methylchromone
  参考文献：
  名称：

  Two benzophenone O-arabinosides and a chromone from Hypericum annulatum

  摘要：

  Two benzophenone O-arabinosides, annulatophenonoside (1) and acetylannulatophenonoside (2) were isolated from the methanol extract of the herb of Hypericum annulatum. The structures of the benzophenones were established as 2-O-alpha-L-arabinofuranosyl-3',5',6-trihydroxy-4-methoxybenzophenone (1) and 2-O-alpha-L-3"-acetylarabinofuranosyl-3',5',6-trihydroxy-4-methoxybenzophenone (2) based on spectral and chemical evidence. A chromone, 5,7-dihydroxy-3-methylchromone (3) was isolated from the chloroform extract. Although it has been previously synthesized it is encountered in a plant source for the first time. Co-occurrence of the two new benzophenone O-arabinosides along with the biogenetically related 1,5,7-trihydroxy-3-methoxyxanthone was not found. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(01)00484-8

文献信息

• Chromone and chromanone glucosides from Hypericum sikokumontanum and their anti-Helicobacter pylori activities
  作者：Naonobu Tanaka、Yoshiki Kashiwada、Tatsuro Nakano、Hirofumi Shibata、Tomihiko Higuchi、Michiko Sekiya、Yasumasa Ikeshiro、Yoshihisa Takaishi

  DOI：10.1016/j.phytochem.2008.11.006

  日期：2009.1

  Chromone glucosides, takanechromones A-C (1, 2 and S) and chromanone glucosides, named takanechromanones A and B (3 and 4), were isolated from the methanolic extracts of Hypericum sikokumontanum together with 27 known compounds. Their structures were established based on spectroscopic evidence. The isolated compounds and some chromone derivatives were assayed for antimicrobial activity against Helicobacter pylori and cytotoxicity against human cancer cell lines. (C) 2008 Elsevier Ltd. All rights reserved.
• Two benzophenone O-arabinosides and a chromone from Hypericum annulatum
  作者：Paraskev T. Nedialkov、Gerassim M. Kitanov

  DOI：10.1016/s0031-9422(01)00484-8

  日期：2002.4

  Two benzophenone O-arabinosides, annulatophenonoside (1) and acetylannulatophenonoside (2) were isolated from the methanol extract of the herb of Hypericum annulatum. The structures of the benzophenones were established as 2-O-alpha-L-arabinofuranosyl-3',5',6-trihydroxy-4-methoxybenzophenone (1) and 2-O-alpha-L-3"-acetylarabinofuranosyl-3',5',6-trihydroxy-4-methoxybenzophenone (2) based on spectral and chemical evidence. A chromone, 5,7-dihydroxy-3-methylchromone (3) was isolated from the chloroform extract. Although it has been previously synthesized it is encountered in a plant source for the first time. Co-occurrence of the two new benzophenone O-arabinosides along with the biogenetically related 1,5,7-trihydroxy-3-methoxyxanthone was not found. (C) 2002 Elsevier Science Ltd. All rights reserved.