10α-Chloro-2α,3-dihydro-1α-hydroxy-1-epiprobotrydial | 161257-97-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 10α-Chloro-2α,3-dihydro-1α-hydroxy-1-epiprobotrydial
• CAS: 161257-97-2
• 化学式: C₁₅H₂₅ClO
• 分子量: 256.816
• InChiKey: YOYYDHVPVGXFQJ-RJHCMKNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 10α-Chloro-2α,3-dihydro-1α-hydroxy-1-epiprobotrydial 在 吡啶 、 对甲苯磺酸 作用下， 反应 14.0h， 以78%的产率得到10α-Chloro-2α,3-dihydro-1α-acetyloxy-1-epiprobotrydial
  参考文献：
  名称：

  Synthesis and antifungal activity of analogues of naturally occurring botrydial precursors

  摘要：

  Analog compounds of the proposed intermediates of the biogenetic pathway to botrydial have been synthesized. These compounds were tested for their potential antifungal activity against the phytopathogen Botrytis cinerea. Our results showed a fungistatic effect of some compounds on mycelium growth. The most significant effect was exerted by 2-alpha-hydroxy-2,3-dihydro-1-epiprobotrydial, which inhibited growth of B. cinerea. Some aspects of structure-activity relationships are discussed.

  DOI：

  10.1007/bf02036197
• 作为产物：
  描述：

  1-Epiprobotrydial 在 叔丁基过氧化氢 、 Wilkinson's catalyst 、 selenium(IV) oxide 、 氯氟磺酰 、 氟磺酸 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 83.75h， 生成 10α-Chloro-2α,3-dihydro-1α-hydroxy-1-epiprobotrydial
  参考文献：
  名称：

  Synthesis and antifungal activity of analogues of naturally occurring botrydial precursors

  摘要：

  Analog compounds of the proposed intermediates of the biogenetic pathway to botrydial have been synthesized. These compounds were tested for their potential antifungal activity against the phytopathogen Botrytis cinerea. Our results showed a fungistatic effect of some compounds on mycelium growth. The most significant effect was exerted by 2-alpha-hydroxy-2,3-dihydro-1-epiprobotrydial, which inhibited growth of B. cinerea. Some aspects of structure-activity relationships are discussed.

  DOI：

  10.1007/bf02036197