cyclo-(-N-Me-Leu1-Leu1-N-Me-Leu2-Leu2-Leu3-) | 1069132-31-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: cyclo-(-N-Me-Leu1-Leu1-N-Me-Leu2-Leu2-Leu3-)
• 英文别名: galaxamide；cyclo[Leu-N(Me)Leu-Leu-N(Me)Leu-Leu]；(3S,6S,9S,12S,15S)-1,7-dimethyl-3,6,9,12,15-pentakis(2-methylpropyl)-1,4,7,10,13-pentazacyclopentadecane-2,5,8,11,14-pentone
• CAS: 1069132-31-5
• 化学式: C₃₂H₅₉N₅O₅
• 分子量: 593.851
• InChiKey: INHIVBOKYRGIRE-IRGGMKSGSA-N

物化性质

• 熔点：
  208-210 °C
• 沸点：
  818.4±65.0 °C(Predicted)
• 密度：
  0.967±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  42
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  128
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  cyclo-(-N-Me-Leu1-Leu1-N-Me-Leu2-Leu2-Leu3-) 在 盐酸 、 水 作用下， 反应 24.0h， 生成 L-亮氨酸
  参考文献：
  名称：

  Isolation, Structure Determination, and Synthesis of Galaxamide, A Rare Cytotoxic Cyclic Pentapeptide from a Marine Algae Galaxaura filamentosa

  摘要：

  Galaxamide (1), a rare cyclic pentapeptide, was isolated from the marine algae Galaxaura filamentosa. A preliminary bioassay of Galaxamide showed remarkable in vitro antiproliferative activities against GRC-1 and HepG(2) cell lines. The first total synthesis of the cyclic peptide was achieved for further biological evaluation.

  DOI：

  10.1021/ol801799d
• 作为产物：
  描述：

  Boc-Leu-N(Me)Leu-Leu-Leu-N(Me)Leu-OBn 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 3-(二乙氧基邻酰氧基)-1,2,3-苯并三嗪-4-酮 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 96.0h， 生成 cyclo-(-N-Me-Leu1-Leu1-N-Me-Leu2-Leu2-Leu3-)
  参考文献：
  名称：

  Isolation, Structure Determination, and Synthesis of Galaxamide, A Rare Cytotoxic Cyclic Pentapeptide from a Marine Algae Galaxaura filamentosa

  摘要：

  Galaxamide (1), a rare cyclic pentapeptide, was isolated from the marine algae Galaxaura filamentosa. A preliminary bioassay of Galaxamide showed remarkable in vitro antiproliferative activities against GRC-1 and HepG(2) cell lines. The first total synthesis of the cyclic peptide was achieved for further biological evaluation.

  DOI：

  10.1021/ol801799d

文献信息

• Isolation, Structure Determination, and Synthesis of Galaxamide, A Rare Cytotoxic Cyclic Pentapeptide from a Marine Algae <i>Galaxaura filamentosa</i>
  作者：Wen-Jie Xu、Xiao-Jian Liao、Shi-Hai Xu、Jian-Zhong Diao、Bin Du、Xu-Long Zhou、Shan-Shan Pan

  DOI：10.1021/ol801799d

  日期：2008.10.16

  Galaxamide (1), a rare cyclic pentapeptide, was isolated from the marine algae Galaxaura filamentosa. A preliminary bioassay of Galaxamide showed remarkable in vitro antiproliferative activities against GRC-1 and HepG(2) cell lines. The first total synthesis of the cyclic peptide was achieved for further biological evaluation.