vincadifformine | 25858-80-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 冬青素型生物碱
• 英文名称: vincadifformine
• 英文别名: 16-methoxyvincadifformine；methyl (1R,12S,19S)-12-ethyl-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9-tetraene-10-carboxylate
• CAS: 25858-80-4
• 化学式: C₂₂H₂₈N₂O₃
• 分子量: 368.476
• InChiKey: NAMSIRMSFVGAKD-FKBYEOEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三甲基氰硅烷 、 vincadifformine 在 1,4-二甲基萘1,4-内过氧化物 作用下， 以 二氯甲烷 为溶剂， 生成 3α-cyanovincadifformine 、 5α-cyanovincadifformine
  参考文献：
  名称：

  单线态氧介导的生物碱叔胺的单电子转移氧化

  摘要：

  提出了通过单电子转移氧化叔胺和生物碱的化学研究，它使我们能够在氧化过程中为单重态氧赋予新的行为作为电子受体。

  DOI：

  10.1016/s0040-4039(98)02184-4
• 作为产物：
  描述：

  11-羟基他波宁 在 镍 氢气 作用下， 以 乙醚 、 乙醇 为溶剂， 生成 vincadifformine
  参考文献：
  名称：

  Alkaloids from Melodinus hemsleyanus

  摘要：

  Twenty alkaloids were isolated from the aerial parts of Melodinus hemsleyanus Diels. Fifteen of them were known, viz., tabersonine, 11-methoxytabersonine, 11-hydroxytabersonine, 11,19R-dihydroxytabersonine, 11-hydroxy-14,15-alpha-epoxytabersonine, scandine, 10-hydroxyscandine, meloscine, meloscandonine, venalstonine, venalstonidine, vindolinine, picralinal, picrinine and akuammidine. The other five alkaloids were new. Their structures were established as 11-hydroxyvincadifformine, 14,15-epoxyscandine, 19-epimeloscandonine, 16beta-hydroxy-19R-vindolinine and 16beta-hydroxy-19S-vindolinine by means of spectroscopic and chemical methods. A pharmacological test revealed that 11-hydroxyvincadifformine has significant antifertility activity.

  DOI：

  10.1016/0031-9422(93)80046-u

文献信息

• Singlet oxygen mediated alkaloid tertiary amines oxidation by single electron transfer
  作者：Clotilde Ferroud、Patrice Rool、Jean Santamaria

  DOI：10.1016/s0040-4039(98)02184-4

  日期：1998.12

  A chemical study of the oxidation of tertiary amines and alkaloids through monoelectronic transfer is presented and allows us to assign to singlet oxygen a new behavior as electron acceptor during the oxidation process.

  提出了通过单电子转移氧化叔胺和生物碱的化学研究，它使我们能够在氧化过程中为单重态氧赋予新的行为作为电子受体。
• Alkaloids from Melodinus hemsleyanus
  作者：Li-Wei Guo、Yun-Li Zhou

  DOI：10.1016/0031-9422(93)80046-u

  日期：1993.9

  Twenty alkaloids were isolated from the aerial parts of Melodinus hemsleyanus Diels. Fifteen of them were known, viz., tabersonine, 11-methoxytabersonine, 11-hydroxytabersonine, 11,19R-dihydroxytabersonine, 11-hydroxy-14,15-alpha-epoxytabersonine, scandine, 10-hydroxyscandine, meloscine, meloscandonine, venalstonine, venalstonidine, vindolinine, picralinal, picrinine and akuammidine. The other five alkaloids were new. Their structures were established as 11-hydroxyvincadifformine, 14,15-epoxyscandine, 19-epimeloscandonine, 16beta-hydroxy-19R-vindolinine and 16beta-hydroxy-19S-vindolinine by means of spectroscopic and chemical methods. A pharmacological test revealed that 11-hydroxyvincadifformine has significant antifertility activity.