β-Glc-O-cadalene | 959126-63-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-Glc-O-cadalene
• 英文别名: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(6-methoxy-3,8-dimethyl-5-propan-2-ylnaphthalen-2-yl)oxyoxane-3,4,5-triol
• CAS: 959126-63-7
• 化学式: C₂₂H₃₀O₇
• 分子量: 406.476
• InChiKey: UMNVXZNODWAFBH-MIUGBVLSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  109
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  tetra-acylated-β-Glc-O-cadalene 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以100%的产率得到β-Glc-O-cadalene
  参考文献：
  名称：

  Enhanced efficacy of 7-hydroxy-3-methoxycadalene via glycosylation in in vivo xenograft study

  摘要：

  7-Hydroxy-3-methoxycadalene, isolated from Zelkova serrata Makino, was confirmed as a biologically active natural compound. In this study, the efficacy of cadalene as an anticancer agent was tested. In order to address the poor physicochemical properties of cadalene, we designed and synthesized glycosylated cadalene derivatives for improved solubility and efficient drug delivery as a potential prodrug. In vitro cell viability assays confirmed that glycosylated cadalenes were less toxic and more soluble than cadalene. In an in vivo xenograft study in mice, the oral administration of glycosylated cadalenes caused a significant reduction in tumor size. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.071