11-hydroxyvincadifformine | 80993-50-6

• 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: 11-hydroxyvincadifformine
• 英文别名: methyl (1R,12S,19S)-12-ethyl-5-hydroxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9-tetraene-10-carboxylate
• CAS: 80993-50-6
• 化学式: C₂₁H₂₆N₂O₃
• 分子量: 354.449
• InChiKey: TXNBTVSTYBKLBO-ACRUOGEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 11-hydroxyvincadifformine 以 乙醚 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
• 作为产物：
  描述：

  11-羟基他波宁 在 镍 氢气 作用下， 以 乙醇 为溶剂， 以30 mg的产率得到11-hydroxyvincadifformine
  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

• Jacquesy, Jean-Claude; Berrier, Christian; Gesson, Jean-Pierre, Bulletin de la Societe Chimique de France, 1994, vol. 131, # 6, p. 658 - 664
  作者：Jacquesy, Jean-Claude、Berrier, Christian、Gesson, Jean-Pierre、Jouannetaud, Marie-Paule

  DOI：——

  日期：——
• Direct bromination or hydroxylation at C-11 in vincadifformine and tabersonine derivatives in superacids
  作者：C. Berrier、J.C. Jacquesy、M.P. Jouannetaud、Y. Vidal

  DOI：10.1016/s0040-4020(01)81365-x

  日期：1990.1
• 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.