5,7-Dihydroxy-3-methylchromone | 126144-74-9

• 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-Dihydroxy-3-methylchromone
• 英文别名: 5,7-dihydroxy-3-methylchromen-4-one
• CAS: 126144-74-9
• 化学式: C₁₀H₈O₄
• 分子量: 192.171
• InChiKey: AZTPTPPLNRTTGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溴乙烷 、 5,7-Dihydroxy-3-methylchromone 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以60%的产率得到7-ethoxy-5-hydroxy-3-methylchromone
  参考文献：
  名称：

  Chromone and chromanone glucosides from Hypericum sikokumontanum and their anti-Helicobacter pylori activities

  摘要：

  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.

  DOI：

  10.1016/j.phytochem.2008.11.006
• 作为产物：
  描述：

  夫洛丙酮 在 三氟化硼乙醚 、 甲基磺酰氯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以62.8%的产率得到5,7-Dihydroxy-3-methylchromone
  参考文献：
  名称：

  Jain, A. C.; Tyagi, O. D.; Saksena, Rene, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1989, vol. 28, # 1-11, p. 678 - 679

  摘要：

  DOI：

文献信息

• Mixed anhydride of acetic and formic acids in the synthesis of chromones
  作者：V. G. Pivovarenko、V. P. Khilya

  DOI：10.1007/bf00475243

  日期：1992.5
• 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.
• Jain, A. C.; Tyagi, O. D.; Saksena, Rene, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1989, vol. 28, # 1-11, p. 678 - 679
  作者：Jain, A. C.、Tyagi, O. D.、Saksena, Rene

  DOI：——

  日期：——
• 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.