(5-nitrofuran-2-yl)methyl-(2E)-3-phenylprop-2-enoate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (5-nitrofuran-2-yl)methyl-(2E)-3-phenylprop-2-enoate
• 英文别名: (5-nitro-2-furyl)methyl (E)-3-phenylprop-2-enoate；(5-nitrofuran-2-yl)methyl (E)-3-phenylprop-2-enoate
• 化学式: C₁₄H₁₁NO₅
• 分子量: 273.245
• InChiKey: AVTLERVPYQTGGQ-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  85.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  肉桂酸 、 2-(溴甲基)-5-硝基呋喃 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.17h， 以40%的产率得到(5-nitrofuran-2-yl)methyl-(2E)-3-phenylprop-2-enoate
  参考文献：
  名称：

  Activity of caffeic acid derivatives against Candida albicans biofilm

  摘要：

  The aim of this study was to evaluate the caffeic acid (1) and ester derivatives (2-10) against Candida albicans biofilm and to investigate whether these compounds are able to inhibit the biofilm formation or destroy pre-formed biofilm. Caffeic acid ester 7, cinnamic acid ester 8 and 3,4-dihydroxybenzoic acid ester 10 are more active than fluconazole, used as reference drug, both on biofilm in formation with MIC50 values of 32, 32 and 16 mu g/mL, respectively, and in the early stage of biofilm formation (4 h) with MIC50 values of 64, 32 and 64 mu g/mL, respectively. These esters result also more active than fluconazole on mature biofilm (24 h), especially 8 and 10 with MIC50 values of 64 mu g/mL. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.005

文献信息

• Activity of caffeic acid derivatives against Candida albicans biofilm
  作者：Daniela De Vita、Laura Friggeri、Felicia Diodata D’Auria、Fabiana Pandolfi、Francesco Piccoli、Simona Panella、Anna Teresa Palamara、Giovanna Simonetti、Luigi Scipione、Roberto Di Santo、Roberta Costi、Silvano Tortorella

  DOI：10.1016/j.bmcl.2014.02.005

  日期：2014.3

  The aim of this study was to evaluate the caffeic acid (1) and ester derivatives (2-10) against Candida albicans biofilm and to investigate whether these compounds are able to inhibit the biofilm formation or destroy pre-formed biofilm. Caffeic acid ester 7, cinnamic acid ester 8 and 3,4-dihydroxybenzoic acid ester 10 are more active than fluconazole, used as reference drug, both on biofilm in formation with MIC50 values of 32, 32 and 16 mu g/mL, respectively, and in the early stage of biofilm formation (4 h) with MIC50 values of 64, 32 and 64 mu g/mL, respectively. These esters result also more active than fluconazole on mature biofilm (24 h), especially 8 and 10 with MIC50 values of 64 mu g/mL. (C) 2014 Elsevier Ltd. All rights reserved.