VPC 22051

• 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: VPC 22051
• 英文别名: [(2S)-2-azaniumyl-3-oxo-3-(tetradecylamino)propyl] hydrogen phosphate
• 化学式: C₁₇H₃₇N₂O₅P
• 分子量: 380.465
• InChiKey: MBCYDVXEMDWKEJ-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  25
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  十四胺 在 palladium on activated charcoal 四氮唑 、 氢气 、 双氧水 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 9.0h， 生成 VPC 22051
  参考文献：
  名称：

  Synthesis and biological evaluation of novel cytotoxic phospholipids for prostate cancer

  摘要：

  We describe herein synthesis, SAR, and biological evaluation of a novel series of cytotoxic serine amide phosphates (SAPs) for prostate cancer. These compounds were tested for their cytotoxicity in five human prostate cancer cell lines (DU-145, PC-3, LNCaP, PPC-1, and TSU), and in CHO and RH7777 cells (negative controls). Comparison of anticancer effects of these compounds with a standard chemotherapeutic agent 5-fluorouracil shows that they are very effective in killing prostate cancer cells with low micromolar cytotoxicity and provide us a new lead for the development of drugs for prostate cancer. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.026

文献信息

• Syntheses of sphingosine-1-phosphate stereoisomers and analogues and Their interaction with EDG receptors
  作者：Hyun-Suk Lim、Yong-Seok Oh、Pann-Ghill Suh、Sung-Kee Chung

  DOI：10.1016/s0960-894x(02)00893-4

  日期：2003.1

  Sphingosine-1-phosphate (S1P) is considered to be an important regulator of diverse biological processes acting as a natural ligand to EDG receptors. As a preliminary study to develop potent and selective agonist and antagonist for EDG receptors, we report synthesis of S1P stereoisomers and analogues and their binding affinities to EDG-1, -3, and -5. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Synthesis and biological evaluation of novel cytotoxic phospholipids for prostate cancer
  作者：Veeresa Gududuru、Eunju Hurh、Gangadhar G. Durgam、Seoung Soo Hong、Vineet M. Sardar、Huiping Xu、James T. Dalton、Duane D. Miller

  DOI：10.1016/j.bmcl.2004.07.026

  日期：2004.10

  We describe herein synthesis, SAR, and biological evaluation of a novel series of cytotoxic serine amide phosphates (SAPs) for prostate cancer. These compounds were tested for their cytotoxicity in five human prostate cancer cell lines (DU-145, PC-3, LNCaP, PPC-1, and TSU), and in CHO and RH7777 cells (negative controls). Comparison of anticancer effects of these compounds with a standard chemotherapeutic agent 5-fluorouracil shows that they are very effective in killing prostate cancer cells with low micromolar cytotoxicity and provide us a new lead for the development of drugs for prostate cancer. (C) 2004 Elsevier Ltd. All rights reserved.