2-(3,4-dihydroxy-5-methoxyphenyll)acetic acid methyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(3,4-dihydroxy-5-methoxyphenyll)acetic acid methyl ester
• 英文别名: Methyl 2-(3,4-dihydroxy-5-methoxyphenyl)acetate；methyl 2-(3,4-dihydroxy-5-methoxyphenyl)acetate
• 化学式: C₁₀H₁₂O₅
• 分子量: 212.202
• InChiKey: ATQCNDKAEUKRKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  高香草酸 在 三甲基氯硅烷 、 Agaricus bisporus 、 氧气 作用下， 以 aq. phosphate buffer 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 2-(3,4-dihydroxy-5-methoxyphenyll)acetic acid methyl ester
  参考文献：
  名称：

  Tyrosinase and Layer-by-Layer supported tyrosinases in the synthesis of lipophilic catechols with antiinfluenza activity

  摘要：

  Catechol derivatives with lipophilic properties have been selectively synthesized by tyrosinase in high yield avoiding long and tedious protection/deprotection steps usually required in traditional procedures. The synthesis was effective also with immobilized tyrosinase able to perform for more runs. The novel catechols were evaluated against influenza A virus, that continue to represent a severe threat worldwide. A significant antiviral activity was observed in derivatives characterized by antioxidant activity and long carbon alkyl side-chains, suggesting the possibility of a new inhibition mechanism based on both redox and lipophilic properties. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.10.026

文献信息

• Tyrosinase and Layer-by-Layer supported tyrosinases in the synthesis of lipophilic catechols with antiinfluenza activity
  作者：Tiziana Bozzini、Giorgia Botta、Michela Delfino、Silvano Onofri、Raffaele Saladino、Donatella Amatore、Rossella Sgarbanti、Lucia Nencioni、Anna Teresa Palamara

  DOI：10.1016/j.bmc.2013.10.026

  日期：2013.12

  Catechol derivatives with lipophilic properties have been selectively synthesized by tyrosinase in high yield avoiding long and tedious protection/deprotection steps usually required in traditional procedures. The synthesis was effective also with immobilized tyrosinase able to perform for more runs. The novel catechols were evaluated against influenza A virus, that continue to represent a severe threat worldwide. A significant antiviral activity was observed in derivatives characterized by antioxidant activity and long carbon alkyl side-chains, suggesting the possibility of a new inhibition mechanism based on both redox and lipophilic properties. (C) 2013 Elsevier Ltd. All rights reserved.