6-hydroxy-7,8-dimethoxycoumarin | 107078-01-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 6-hydroxy-7,8-dimethoxycoumarin
• 英文别名: 6-hydroxy-7,8-dimethoxychromen-2-one
• CAS: 107078-01-3
• 化学式: C₁₁H₁₀O₅
• 分子量: 222.197
• InChiKey: ULJXDXSBXDSMLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  6-hydroxy-7,8-dimethoxycoumarin 、 硫酸二甲酯 在 potassium carbonate 、 丙酮 作用下， 生成 白蜡树素
  参考文献：
  名称：

  fraxidin的合成

  摘要：

  DOI：

  10.1016/0040-4020(59)80073-9
• 作为产物：
  描述：

  瑞香素二甲醚 在 氢氧化钾 、 mercury(II) oxide 作用下， 生成 6-hydroxy-7,8-dimethoxycoumarin
  参考文献：
  名称：

  Sawhney et al., Proceedings - Indian Academy of Sciences, Section A, 1951, # 33, p. 11,18

  摘要：

  DOI：

文献信息

• Bargellini, Gazzetta Chimica Italiana, 1916, vol. 46 I, p. 254
  作者：Bargellini

  DOI：——

  日期：——
• Cytotoxic and Antimicrobial Constituents of the Bark of <i>Diospyros </i><i>ma</i><i>ritima</i> Collected in Two Geographical Locations in Indonesia
  作者：Jian-Qiao Gu、Tyler N. Graf、Dongho Lee、Hee-Byung Chai、Qiuwen Mi、Leonardus B. S. Kardono、Fransisca M. Setyowati、Rachman Ismail、Soedarsono Riswan、Norman R. Farnsworth、Geoffrey A. Cordell、John M. Pezzuto、Steven M. Swanson、David J. Kroll、Joseph O. Falkinham、Monroe E. Wall、Mansukh C. Wani、A. Douglas Kinghorn、Nicholas H. Oberlies

  DOI：10.1021/np040027m

  日期：2004.7.1

  Bioactivity-directed fractionation of extracts of two Diospyros maritima bark samples from Indonesia, one collected at sea level in a beach forest in Java and the other collected at a slight elevation away from the sea shore on the island of Lombok, yielded a diverse set of secondary metabolites. The naphthoquinone plumbagin (1), although found in extracts of both specimens, constituted a much larger percentage of the former sample, which also yielded a series of plumbagin dimers, maritinone (2), chitranone (3), and zeylanone (4). The latter sample yielded a new naphthoquinone derivative, (4S)-shinanolone (5), and a new natural product coumarin, 7,8-dimethoxy-6-hydroxycoumarin (6), along with three other analogues of plumbagin, 2-methoxy-7-methyljuglone (7), 3-methoxy-7-methyljuglone (8), and 7-methyljuglone (9). The structures of compounds 5 and 6 were elaborated by physical, spectral, and chemical methods. All of the isolates were evaluated in both cytotoxicity and antimicrobial assays, and structure-activity relationships of these naphthoquinones are proposed. Plumbagin (1) and maritinone (2) were evaluated also for in vivo antitumor activity in the hollow fiber assay, but both were found to be inactive.
• Sawhney et al., Proceedings - Indian Academy of Sciences, Section A, 1951, # 33, p. 11,18
  作者：Sawhney et al.

  DOI：——

  日期：——
• Synthesis of fraxidin
  作者：V.K. Ahluwalia、V.N. Gupta、T.R. Seshadri

  DOI：10.1016/0040-4020(59)80073-9

  日期：1959.1