N-acylated-JB

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: N-acylated-JB
• 英文别名: N-[(3S,4S,5S)-4-hydroxy-5-tetradecyloxolan-3-yl]acetamide
• 化学式: C₂₀H₃₉NO₃
• 分子量: 341.535
• InChiKey: BAWZXWUNIYXMNF-UFYCRDLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2S,3S,4S)-4-acetamido-2-tetradecyltetrahydrofuran-3-yl acetate 在 甲醇 、 水 、 三乙胺 作用下， 生成 N-acylated-JB
  参考文献：
  名称：

  Jaspines A and B: two new cytotoxic sphingosine derivatives from the marine sponge Jaspis sp.

  摘要：

  The ethanolic extract of the sponge Jaspis sp. collected in Vanuatu showed cytotoxicity against KB tumour cells (IC95 = 10 mug/ml). A bioassay-guided fractionation led to the isolation of two new cytotoxic sphingosine derivatives, jaspine A and jaspine B. Structures were elucidated by spectroscopic methods, and absolute configuration by chemical derivatisation. The cytotoxicity of jaspine B hydrochloride was evaluated against the A549 lung tumour cell line (IC50 = 3.4 x 10(-7) M). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02541-8

文献信息

• Pachastrissamine, a Cytotoxic Anhydrophytosphingosine from a Marine Sponge, <i>Pachastrissa</i> sp.
  作者：Ikuma Kuroda、Musri Musman、Ikuko I. Ohtani、Toshio Ichiba、Junichi Tanaka、Dolores Garcia Gravalos、Tatsuo Higa

  DOI：10.1021/np010659y

  日期：2002.10.1

  An anhydrophytosphingosine named pachastrissamine (3) has been isolated as a cytotoxic principle of a sponge, Pachastrissa sp., and the structure including the absolute configuration determined by spectroscopic and chemical analysis.
• Jaspines A and B: two new cytotoxic sphingosine derivatives from the marine sponge Jaspis sp.
  作者：Véronique Ledroit、Cécile Debitus、Catherine Lavaud、Georges Massiot

  DOI：10.1016/s0040-4039(02)02541-8

  日期：2003.1

  The ethanolic extract of the sponge Jaspis sp. collected in Vanuatu showed cytotoxicity against KB tumour cells (IC95 = 10 mug/ml). A bioassay-guided fractionation led to the isolation of two new cytotoxic sphingosine derivatives, jaspine A and jaspine B. Structures were elucidated by spectroscopic methods, and absolute configuration by chemical derivatisation. The cytotoxicity of jaspine B hydrochloride was evaluated against the A549 lung tumour cell line (IC50 = 3.4 x 10(-7) M). (C) 2002 Elsevier Science Ltd. All rights reserved.