2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',3''-di-O-(4-fluorophenylacetyl)]glucosyl-4H-chromen-4-one | 1246840-68-5

• 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: 2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',3''-di-O-(4-fluorophenylacetyl)]glucosyl-4H-chromen-4-one
• 英文别名: 2-(3',4'-dihydroxy)-5,7-dihydroxy-3-β-D-(2'',3''-di-p-flurobenzyloxy)glucosyl-4H-chromen-4-one；[(2S,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3-[2-(4-fluorophenyl)acetyl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl] 2-(4-fluorophenyl)acetate
• CAS: 1246840-68-5
• 化学式: C₃₇H₃₀F₂O₁₄
• 分子量: 736.634
• InChiKey: DLYDIMUSYNYEFI-MHOKQYMYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  53
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  219
• 氢给体数：
  6
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-[2'',3''-di-O-(4-fluorophenylacetyl)]glucosyl-4H-chromen-4-one 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 以78%的产率得到2-(3',4'-dihydroxyphenyl)-5,7-dihydroxy-3-β-D-[2'',3''-di-O-(4-fluorophenylacetyl)]glucosyl-4H-chromen-4-one
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of a novel series of quercetin diacylglucosides as potent anti-MRSA and anti-VRE agents

  摘要：

  A series of novel quercetin diacylglucosides were designed and first synthesized by Steglich esterification on the basis of MRSA strains inhibiting natural compound A. The in vitro inhibition of different multidrug resistant bacterial strains and Escherichia coli DNA gyrase B was investigated. In the series, compound 10h was up to 128-fold more potent against vancomycin-resistant enterococci and more effective than A, which represents a promising new candidate as a potent anti-MRSA and anti-VRE agent. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.02.060