1-O-caffeoylglycerol | 2179-24-0

• 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: 1-O-caffeoylglycerol
• 英文别名: caffeoyl glycerol；2,3-Dihydroxypropyl 3-(3,4-dihydroxyphenyl)prop-2-enoate；2,3-dihydroxypropyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• CAS: 2179-24-0
• 化学式: C₁₂H₁₄O₆
• 分子量: 254.24
• InChiKey: NOHROAYVCRHDHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 海关编码：
  2918290000

反应信息

• 作为产物：
  描述：

  咖啡酸乙酯 、 甘油 在 immobilized lipase from Candida Antarctica 作用下， 以 neat (no solvent) 为溶剂， 反应 9.0h， 生成 1-O-caffeoylglycerol
  参考文献：
  名称：

  超声波促进的天然相同酚酸甘油衍生物的酶促制备、鉴定和多活性研究

  摘要：

  酚酸甘油 (PAGs) 是从马铃薯外皮中发现的一组稀有植物化学物质，在食品、化妆品和制药行业中显示出巨大的潜力。在这项研究中，通过超声波促进酚乙酯 (EPs) 与甘油的酯交换酶促合成了七种 PAG 。88.1-98.5% 的转化率可以在 1-9 小时内获得。与传统搅拌方法相比，超声辅助催化效率显着提高了11.0-44.0倍。与母体酚酸 (PA) 相比，脂质过氧化抑制活性增加了 8.1 倍和 14.4 倍。此外，咖啡酰甘油和阿魏酰甘油对大肠杆菌表现出优异的抗菌活性与相应的 PA 相比，最小抑制浓度 (MIC) 降低了 4-16 倍。与相应的 PA 相比，PAG 还可以吸收更广泛和更高量的有害 UV-B 射线。目前用于简便合成多功能 PAG 的策略为天然植物化学物质和新型成分的开发和应用铺平了道路。

  DOI：

  10.1039/c9ra09830e

文献信息

• Selective Separation of Mono Glyceryl Ferulate Using Water from an Ionic Liquid Solution of Enzymatic Transesterification
  作者：Shangde Sun、Xiaowei Chen、Yanlan Bi、Guolong Yang

  DOI：10.1007/s11746-014-2491-5

  日期：2014.8

  AbstractMono glyceryl ferulate (MFG), an all‐natural derivative of ferulic acid, can be used as antioxidant and a UV filter in food and cosmetic formulations. However, the applications of MFG in these fields are limited due to its low availability in nature. In this work, a novel method for selective separation of MFG from a room temperature ionic liquid (RTIL) solution of enzymatic transesterification of ethyl ferulate with glycerol was investigated. The effects of different extractants and extraction conditions on the selective separation of MFG were also studied. High extraction yields of MFG (98.23 ± 1.09 %) and the relative content of MFG in the extracts (97.76 ± 1.25 %) were achieved using neutral deionized water as extractant under the following conditions: 0.5:1 volume ratio of water to RTIL solution, extraction time of 6 min, centrifugation time of 6 min, and extraction done eight times. The extraction thermodynamics showed that the extraction of MFG was an exothermic process. The purified MFG exhibited good UV adsorbing properties at 280–360 nm with a λmax at 322 nm.
• Ultrasonic-promoted enzymatic preparation, identification and multi-active studies of nature-identical phenolic acid glycerol derivatives
  作者：Teng Sun、Haiping Zhang、Zhe Dong、Zengshe Liu、Mingming Zheng

  DOI：10.1039/c9ra09830e

  日期：——

  Phenolic acid glycerols (PAGs) are a group of rare phytochemicals found from potato periderm, which show great potential in the food, cosmetic and pharmaceutical industries. In this study, seven PAGs were enzymatically synthesized via transesterification of ethyl phenates (EPs) with glycerol by ultrasonic promotion. The conversions of 88.1–98.5% could be obtained in 1–9 h. Compared with the conventional

  酚酸甘油 (PAGs) 是从马铃薯外皮中发现的一组稀有植物化学物质，在食品、化妆品和制药行业中显示出巨大的潜力。在这项研究中，通过超声波促进酚乙酯 (EPs) 与甘油的酯交换酶促合成了七种 PAG 。88.1-98.5% 的转化率可以在 1-9 小时内获得。与传统搅拌方法相比，超声辅助催化效率显着提高了11.0-44.0倍。与母体酚酸 (PA) 相比，脂质过氧化抑制活性增加了 8.1 倍和 14.4 倍。此外，咖啡酰甘油和阿魏酰甘油对大肠杆菌表现出优异的抗菌活性与相应的 PA 相比，最小抑制浓度 (MIC) 降低了 4-16 倍。与相应的 PA 相比，PAG 还可以吸收更广泛和更高量的有害 UV-B 射线。目前用于简便合成多功能 PAG 的策略为天然植物化学物质和新型成分的开发和应用铺平了道路。