22-epi-hippuristan-3,11-dione | 80442-86-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 22-epi-hippuristan-3,11-dione
• 英文别名: Epihippuristanol 3,11-Dione；(1S,2S,3'S,4S,6S,7R,8R,9S,12S,13S,18S)-7-hydroxy-2',2',3',7,9,13-hexamethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,5'-oxolane]-11,16-dione
• CAS: 80442-86-0
• 化学式: C₂₈H₄₂O₅
• 分子量: 458.638
• InChiKey: WLRBBKMWBNEBAR-RHEOOMQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  33
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  22-epi-hippuristan-3,11-dione 在 phenyltrimethylammonium tribromide 作用下， 以 四氢呋喃 为溶剂， 反应 3.25h， 以68%的产率得到2α-bromo-22-epi-hippuristan-3,11-dione
  参考文献：
  名称：

  Synthesis of a new cytotoxic cephalostatin/ritterazine analogue from hecogenin and 22-epi-hippuristanol

  摘要：

  A new cephalostatin/ritterazine analogue was prepared from the commercially available hecogenin acetate and the natural cytotoxic steroid 22-epi-hippuristanol. The method involved the reductive dimerization of enaminoketones (condensation of alpha-aminoketones) and condensation between an enaminoketone and an alpha-hydroxyketone. The new analogue showed higher cytotoxic activity than the cytotoxic 22-epi-hippuristanol against MDA-MB-231, A-549 and HT-29 cultured tumor cell lines. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.018
• 作为产物：
  描述：

  (3α,5α,11β,17ξ,22S,24S)-24-methyl-22,25-epoxyfurostan-3,11,20-triol 在 重铬酸吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以96%的产率得到22-epi-hippuristan-3,11-dione
  参考文献：
  名称：

  Synthesis of a new cytotoxic cephalostatin/ritterazine analogue from hecogenin and 22-epi-hippuristanol

  摘要：

  A new cephalostatin/ritterazine analogue was prepared from the commercially available hecogenin acetate and the natural cytotoxic steroid 22-epi-hippuristanol. The method involved the reductive dimerization of enaminoketones (condensation of alpha-aminoketones) and condensation between an enaminoketone and an alpha-hydroxyketone. The new analogue showed higher cytotoxic activity than the cytotoxic 22-epi-hippuristanol against MDA-MB-231, A-549 and HT-29 cultured tumor cell lines. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.018

文献信息

• CHEMOTHERAPEUTIC AGENTS FOR INHIBITION OF PROTEIN TRANSLATION
  申请人：Pelletier Jerry

  公开号：US20090118362A1

  公开（公告）日：2009-05-07

  The present invention relates to a anti-proliferative target for designing chemotherapeutic agents, which comprises a EIF4A protein having an amino acid sequence, as defined in claim 1.

  本发明涉及一种用于设计化疗药物的抗增殖靶点，该靶点包括具有在权利要求1中定义的氨基酸序列的EIF4A蛋白质。
• Chemotherapeutic agents for inhibition of protein translation
  申请人：The Royal University for the Advancement of Learning/McGill University

  公开号：US08008346B2

  公开（公告）日：2011-08-30

  The present invention relates to a anti-proliferative target for designing chemotherapeutic agents, which comprises a EIF4A protein having an amino acid sequence, as defined in claim 1.

  本发明涉及一种用于设计化疗药物的抗增殖靶标，该靶标包括具有在权利要求书1中定义的氨基酸序列的EIF4A蛋白质。
• Synthesis of a new cytotoxic cephalostatin/ritterazine analogue from hecogenin and 22-epi-hippuristanol
  作者：Javier Jesús Poza、Jaime Rodríguez、Carlos Jiménez

  DOI：10.1016/j.bmc.2009.11.018

  日期：2010.1

  A new cephalostatin/ritterazine analogue was prepared from the commercially available hecogenin acetate and the natural cytotoxic steroid 22-epi-hippuristanol. The method involved the reductive dimerization of enaminoketones (condensation of alpha-aminoketones) and condensation between an enaminoketone and an alpha-hydroxyketone. The new analogue showed higher cytotoxic activity than the cytotoxic 22-epi-hippuristanol against MDA-MB-231, A-549 and HT-29 cultured tumor cell lines. (C) 2009 Elsevier Ltd. All rights reserved.