2,3-acetonide-2α,3β,28-trihydroxyolean-12-ene | 1351696-64-4

• 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: 2,3-acetonide-2α,3β,28-trihydroxyolean-12-ene
• 英文别名: [(1R,2S,5S,10S,14R,15R,17R,21R,23R)-1,2,8,8,15,19,19,22,22-nonamethyl-18,20-dioxahexacyclo[12.11.0.02,11.05,10.015,23.017,21]pentacos-11-en-5-yl]methanol
• CAS: 1351696-64-4
• 化学式: C₃₃H₅₄O₃
• 分子量: 498.79
• InChiKey: IONSYCTXCGCPDP-ZSYGMLCOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  36
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-acetonide-2α,3β,28-trihydroxyolean-12-ene 在 吡啶 、 sodium azide 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 28.5h， 生成 2α,3β-dihydroxyolean-12-en-28-azide
  参考文献：
  名称：

  Maslinic acid derivatives induce significant apoptosis in b16f10 murine melanoma cells

  摘要：

  Maslinic acid (2 alpha,3 beta-dihydroxyolean-12-en-28-oic acid), a natural dihydroxylated pentacyclic triterpene acid isolated from olive-pressing residues, has been investigated together with some of its derivatives regarding the induction of apoptosis in B16F10 melanoma cells. Some of the compounds tested are described in this work, but others come from previous studies. Ten of these derivatives induce over 80% of apoptosis, clearly promoting cell death in B16F10 melanoma. By contrast, the induction cell death through necrosis was very slightly significant with these compounds. These results indicate that maslinic acid derivatives are promising chemopreventive and chemotherapeutic agents. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.10.011
• 作为产物：
  描述：

  山楂酸 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 生成 2,3-acetonide-2α,3β,28-trihydroxyolean-12-ene
  参考文献：
  名称：

  Maslinic acid derivatives induce significant apoptosis in b16f10 murine melanoma cells

  摘要：

  Maslinic acid (2 alpha,3 beta-dihydroxyolean-12-en-28-oic acid), a natural dihydroxylated pentacyclic triterpene acid isolated from olive-pressing residues, has been investigated together with some of its derivatives regarding the induction of apoptosis in B16F10 melanoma cells. Some of the compounds tested are described in this work, but others come from previous studies. Ten of these derivatives induce over 80% of apoptosis, clearly promoting cell death in B16F10 melanoma. By contrast, the induction cell death through necrosis was very slightly significant with these compounds. These results indicate that maslinic acid derivatives are promising chemopreventive and chemotherapeutic agents. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.10.011

文献信息

• Maslinic acid derivatives induce significant apoptosis in b16f10 murine melanoma cells
  作者：Andres Parra、Francisco Rivas、Samuel Martin-Fonseca、Andres Garcia-Granados、Antonio Martinez

  DOI：10.1016/j.ejmech.2011.10.011

  日期：2011.12

  Maslinic acid (2 alpha,3 beta-dihydroxyolean-12-en-28-oic acid), a natural dihydroxylated pentacyclic triterpene acid isolated from olive-pressing residues, has been investigated together with some of its derivatives regarding the induction of apoptosis in B16F10 melanoma cells. Some of the compounds tested are described in this work, but others come from previous studies. Ten of these derivatives induce over 80% of apoptosis, clearly promoting cell death in B16F10 melanoma. By contrast, the induction cell death through necrosis was very slightly significant with these compounds. These results indicate that maslinic acid derivatives are promising chemopreventive and chemotherapeutic agents. (C) 2011 Elsevier Masson SAS. All rights reserved.