2,7-Dihydroxy-1,6-dimethyl-9,10,12,13-tetrahydropyrene | 175094-22-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2,7-Dihydroxy-1,6-dimethyl-9,10,12,13-tetrahydropyrene
• CAS: 175094-22-1
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: TXADEANSWAYUBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  20.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,7-Dihydroxy-1,6-dimethyl-9,10,12,13-tetrahydropyrene 在 氢氧化钾 、 氰化汞 作用下， 以 乙腈 为溶剂， 反应 24.5h， 生成 (2S,3R,4S,5S,6R)-2-(7-Hydroxy-1,6-dimethyl-4,5,9,10-tetrahydro-pyren-2-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Action of antialgal compounds fromJuncus effusus L. onSelenastrum capricornutum

  摘要：

  Twenty-nine free and glucosylated dihydrophenanthrenes and tetrahydropyrenes isolated from Juncus effusus have been tested against the unicellular green alga Selenastrum capricornutum. The free compounds showed a strong inhibitory activity, while the glucosides were inactive or had a slight stimulating effect on growth. Tetrahydropyrene 33, obtained by hydrolysis of the natural beta-glucosides 29 and 30 or by hemisynthesis from 1, is the most active compound, causing 90% inhibition of the growth at 2.5 x 10(-5) M concentration. Synthetic ai-glucosides 28, 31, and 32 showed comparable activity to those of 29 and 30.

  DOI：

  10.1007/bf02033657
• 作为产物：
  描述：

  2,7-Dimethoxy-1,6-dimethyl-9,10,12,13-tetrahydropyrene 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以170 mg的产率得到2,7-Dihydroxy-1,6-dimethyl-9,10,12,13-tetrahydropyrene
  参考文献：
  名称：

  Action of antialgal compounds fromJuncus effusus L. onSelenastrum capricornutum

  摘要：

  Twenty-nine free and glucosylated dihydrophenanthrenes and tetrahydropyrenes isolated from Juncus effusus have been tested against the unicellular green alga Selenastrum capricornutum. The free compounds showed a strong inhibitory activity, while the glucosides were inactive or had a slight stimulating effect on growth. Tetrahydropyrene 33, obtained by hydrolysis of the natural beta-glucosides 29 and 30 or by hemisynthesis from 1, is the most active compound, causing 90% inhibition of the growth at 2.5 x 10(-5) M concentration. Synthetic ai-glucosides 28, 31, and 32 showed comparable activity to those of 29 and 30.

  DOI：

  10.1007/bf02033657

文献信息

• Action of antialgal compounds fromJuncus effusus L. onSelenastrum capricornutum
  作者：Marina Della Greca、Antonio Fiorentino、Pietro Monaco、Gabriele Pinto、Antonino Pollio、Lucio Previtera

  DOI：10.1007/bf02033657

  日期：1996.3

  Twenty-nine free and glucosylated dihydrophenanthrenes and tetrahydropyrenes isolated from Juncus effusus have been tested against the unicellular green alga Selenastrum capricornutum. The free compounds showed a strong inhibitory activity, while the glucosides were inactive or had a slight stimulating effect on growth. Tetrahydropyrene 33, obtained by hydrolysis of the natural beta-glucosides 29 and 30 or by hemisynthesis from 1, is the most active compound, causing 90% inhibition of the growth at 2.5 x 10(-5) M concentration. Synthetic ai-glucosides 28, 31, and 32 showed comparable activity to those of 29 and 30.