17-hydroxyltriptolide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: 17-hydroxyltriptolide
• 英文别名: 16-hydroxytriptolide；(1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-7-(1-hydroxypropan-2-yl)-1-methyl-3,6,10,16-tetraoxaheptacyclo[11.7.0.02,4.02,9.05,7.09,11.014,18]icos-14(18)-en-17-one
• 化学式: C₂₀H₂₄O₇
• 分子量: 376.406
• InChiKey: HPTCYMNPHWXVLA-YSLHNSBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  雷公藤甲素 在 Cunninghamella blakesleana 、 potato medium 作用下， 以 丙酮 为溶剂， 反应 120.0h， 以2%的产率得到15-hydroxyltriptolide
  参考文献：
  名称：

  Biotransformation of triptolide by Cunninghamella blakesleana

  摘要：

  Biotransformation of triptolide 1 by Cunninghamella blakesleana (AS 3.970) was carried out. Seven biotransformation products were obtained and four of them were characterized as new compounds. On the basis of their NMR and mass spectral data, their structures were characterized as 5alpha-hydroxytriptolide 2, 1beta-hydroxytriptolide 3, triptodiolide 4, 16-hydroxytriptolide 5, triptolidenol 6, 19alpha-hydroxytriptolide 7 and 19beta-hydroxytriptolide 8. All the new transformed products (2, 3, 7 and 8) were found to exhibit potent in vitro cytotoxicity against some human tumor cell lines. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00605-7

文献信息

• [EN] GLUCOSE CONJUGATES OF TRIPTOLIDE, ANALOGS AND USES THEREOF<br/>[FR] CONJUGUÉS GLUCOSE DE TRIPTOLIDE, ANALOGUES ET UTILISATIONS CORRESPONDANTS
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2017136739A1

  公开（公告）日：2017-08-10

  Provided are compounds generated by conjugation of triptolide with glucose to form glucose-triptolide conjugates, provides compounds with effective anti -proliferative activity and improved tolerability as compared to naturally occurring triptolide compounds.

  提供了由三尖杉酯与葡萄糖结合形成的葡萄糖-三尖杉酯共轭物，这些化合物具有有效的抗增殖活性，并且相比自然存在的三尖杉酯化合物具有更好的耐受性。
• US7417069B2
  申请人：——

  公开号：US7417069B2

  公开（公告）日：2008-08-26
• Biotransformation of triptolide by Cunninghamella blakesleana
  作者：Lili Ning、Jixun Zhan、Guiqin Qu、Lei Zhong、Hongzhu Guo、Kaishun Bi、Dean Guo

  DOI：10.1016/s0040-4020(03)00605-7

  日期：2003.6

  Biotransformation of triptolide 1 by Cunninghamella blakesleana (AS 3.970) was carried out. Seven biotransformation products were obtained and four of them were characterized as new compounds. On the basis of their NMR and mass spectral data, their structures were characterized as 5alpha-hydroxytriptolide 2, 1beta-hydroxytriptolide 3, triptodiolide 4, 16-hydroxytriptolide 5, triptolidenol 6, 19alpha-hydroxytriptolide 7 and 19beta-hydroxytriptolide 8. All the new transformed products (2, 3, 7 and 8) were found to exhibit potent in vitro cytotoxicity against some human tumor cell lines. (C) 2003 Elsevier Science Ltd. All rights reserved.