4'-acetyloleandrin | 51008-91-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 4'-acetyloleandrin
• 英文别名: Acetyloleandrin
• CAS: 51008-91-4；107983-54-0
• 化学式: C₃₄H₅₀O₁₀
• 分子量: 618.765
• InChiKey: LVBKNIDTHCKOMF-APCJWLBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  44.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  126.82
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  欧夹竹桃甙丙 、 溶剂黄146 在 吡啶 、 4-二甲氨基吡啶 、 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 2.0h， 以47%的产率得到4'-acetyloleandrin
  参考文献：
  名称：

  Synthesis of oleandrin derivatives and their cytotoxic activity

  摘要：

  A series of oleandrin-4'-yl ester derivatives were designed, synthesized, and evaluated for their proliferation inhibition activities against tumor cell lines. Cytotoxicity data revealed that the C4' moiety had an important influence on cytotoxic activity. Several compounds that we designed and synthesized exhibit significant in vitro antiproliferative activity against the tested tumor cell lines. Among the derivatives of OL, 4b-HCl not only had good anti-tumor activity but also had good water solubility. Furthermore, 4b-HCl can significantly inhibit tumor growth by 96.4% at a dose of 6 mg/kg/d by ip.

  DOI：

  10.1016/j.steroids.2020.108650

文献信息

• Synthesis and cytotoxicity evaluation of 4′-amino-4′-dehydroxyloleandrin derivatives
  作者：Hu Chen、Min Lei、Biao Ma、Miao Liu、Dean Guo、Xuan Liu、Lihong Hu

  DOI：10.1016/j.fitote.2016.07.002

  日期：2016.9

  this paper, and 4'-α-amino-4'-dehydroxyloleandrin 4a (IC50=21.7nM) and 4'-β-amino-4'-dehydroxyloleandrin 4b (IC50=10.9nM) exhibited stronger cytotoxicity compared with oleandrin (IC50=33.3nM). Furthermore, the cytotoxicity of these two compounds towards another five human cancer cell lines (NCI-H266, A549, Jurkat, HL-60 and PC-3) was also evaluated and the IC50 values of β-amino derivative 4b were approximately

  设计，合成和评估了一系列C4'-取代的夹竹桃苷类似物对人宫颈癌细胞系（HeLa）的细胞毒性。本文总结了这些化合物的结构活性关系（SAR），以及4'-α-氨基-4'-脱羟基叶绿素4a（IC50 = 21.7nM）和4'-β-氨基-4'-脱羟基叶绿素4b（IC50 = 21.7nM）。与夹竹桃苷（IC50 = 33.3nM）相比，IC50 = 10.9nM）表现出更强的细胞毒性。此外，还评估了这两种化合物对另外五种人类癌细胞系（NCI-H266，A549，Jurkat，HL-60和PC-3）的细胞毒性，β-氨基衍生物4b的IC50值约为2-3。折叠比夹竹桃苷低。