(S)-2-Methyl-butyric acid (2R,3R)-5,7-dihydroxy-4-oxo-2-phenyl-chroman-3-yl ester | 437717-44-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (S)-2-Methyl-butyric acid (2R,3R)-5,7-dihydroxy-4-oxo-2-phenyl-chroman-3-yl ester
• 英文别名: (2R,3R)-3,4-Dihydro-5,7-dihydroxy-4-oxo-2-phenyl-2H-1-benzopyran-3-yl (2S)-2-methylbutanoate；[(2R,3R)-5,7-dihydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl] (2S)-2-methylbutanoate
• CAS: 437717-44-7
• 化学式: C₂₀H₂₀O₆
• 分子量: 356.375
• InChiKey: ZDDSHWOLTYMTJG-SYURPWHHSA-N

物化性质

• 沸点：
  559.9±50.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-2-Methyl-butyric acid (2R,3R)-5,7-dihydroxy-4-oxo-2-phenyl-chroman-3-yl ester 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 以0.2 mg的产率得到短叶松素
  参考文献：
  名称：

  Constituents of Chinese Propolis and Their Antiproliferative Activities

  摘要：

  Two new flavonoids, 3-O-[(S)-2-methylbutyroyl]pinobanksin (1) and 6-cinnamylehrysin (2), were isolated from the EtOAc-soluble fraction of the MeOH extract of Chinese propolis, along with 12 known compounds (3-14). The structures of the isolated compounds were elucidated on the basis of spectroscopic and chemical analyses. The isolated compounds were tested for their antiproliferative activity toward five different cancer cell lines. Benzyl caffeate (13) and phenethyl caffeate (14) showed potent antiproliferative activity toward tested cell lines with a selective activity toward colon 26-L5 carcinoma cell line (EC50 values: 13, 1.01; 14, 0.30 muM).

  DOI：

  10.1021/np010486c

表征谱图