N-(1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-galactopyranosyl)-3-(3,4-dichlorophenyl)-2-propenamide | 1205625-17-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-galactopyranosyl)-3-(3,4-dichlorophenyl)-2-propenamide
• CAS: 1205625-17-7
• 化学式: C₂₃H₂₅Cl₂NO₁₀
• 分子量: 546.358
• InChiKey: UAYGCOBOZUXTMQ-DODNOZFWSA-N

反应信息

• 作为产物：
  描述：

  反式-2,4-二氯苯乙烯酸 、 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-β-D-galactopyranose hydrochloride 在 三乙胺 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 37.0h， 以53.5%的产率得到N-(1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-galactopyranosyl)-3-(3,4-dichlorophenyl)-2-propenamide
  参考文献：
  名称：

  Synthesis and anti-angiogenetic activity evaluation of N-(3-aryl acryloyl)aminosaccharide derivatives

  摘要：

  In order to find novel potent inhibitors for signal pathways of FGF/FGFR, nineteen N-(3-aryl acryloyl)aminosaccharide derivatives were designed and synthesized based on the binding sites of FGF and oligosaccharides of heparin. Their structures were confirmed by IR, H-1 NMR, C-13 NMR, MS and elemental analysis. The nineteen target compounds were evaluated for biological activity against HUVEC cell. In vitro assays showed that compound 10s (IC50 = 5.3 mu M) exhibited comparable inhibitory effects on endothelial cell growth with topotecan (IC50 = 2.7 mu M). Compound 10s (10 mu g/egg) also showed obvious anti-angiogenetic activity in the in vivo chicken chorio allantoic membrane (CAM) assay, and the potency was similar to topotecan (10 mu g/egg). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.08.022