<3-Brom-propyl>- | 18405-05-5

• 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: <3-Brom-propyl>-
• 英文别名: (3-Brom-propyl)-(tri-O-acetyl-β-D-xylopyranosid)
• CAS: 18405-05-5
• 化学式: C₁₄H₂₁BrO₈
• 分子量: 397.22
• InChiKey: RMNUMKCCPCVUEU-XJFOESAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.94
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  97.36
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  <3-Brom-propyl>- 、 4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-7-methoxyquinazolin-6-ol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.33h， 以47%的产率得到3-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-7-methoxyquinazolin-6-yloxy)propyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside
  参考文献：
  名称：

  Cytotoxic and glycosaminoglycan priming activities of novel 4-anilinequinazoline β-D-xylosides

  摘要：

  beta-D-xylosides with cytotoxic aglycones have augmented cytotoxicity towards animal cells because beta-D-xylosideprimed glycosaminoglycans further enhance the aglycone's cytotoxicity. In this study, we designed and synthesized different 4-anilinequinazoline beta-D-xylosides and found that compounds 7-10 possessing 3-chloro-4-((3-fluorobenzyl)oxy) aniline group as in anticancer drug lapatinib also primed glycosaminoglycans and were highly cytotoxic to cancer cells.

  DOI：

  10.1016/j.carres.2018.04.007

文献信息

• Design of antitumor agents containing carbohydrate based on GLUT1, and evaluation of antiproliferative activity
  作者：Renshuai Zhang、Lairong Song、Bo Jiang、Lijun Wang、Ning Wu、Shuju Guo、Dayong Shi

  DOI：10.1016/j.bmcl.2017.03.094

  日期：2017.6

  A series of novel carbohydrate-modified antitumor compounds were designed based on glucose transporter 1 (GLUT1), and evaluated for their anticancer activities against four cancer cell lines. The ribose derivatives (compound 9 and 10) exhibited modest inhibitory activity. The compound 9 significantly inhibited the migration of A549 cell and induced A549 cell apoptosis in a concentration-dependent manner

  基于葡萄糖转运蛋白1（GLUT1）设计了一系列新型的碳水化合物修饰的抗肿瘤化合物，并评估了它们对四种癌细胞系的抗癌活性。核糖衍生物（化合物9和10）表现出适度的抑制活性。化合物9以浓度依赖性方式显着抑制A549细胞的迁移并诱导A549细胞凋亡。此外，化合物9在G0 / G1期阻断了A549细胞。细胞摄取研究表明，核糖修饰的化合物9可通过GLUT1进入A549细胞系。