4-formyl-3-(2-oxoethyl)-4-hexenoic acid 2-(3,4-dihydroxyphenyl)ethyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-formyl-3-(2-oxoethyl)-4-hexenoic acid 2-(3,4-dihydroxyphenyl)ethyl ester
• 英文别名: 3,4-dihydroxyphenylethyl 4-formyl-3-formylmethyl-4-hexenoate；Oleuropein (dialdehyde form)；2-(3,4-dihydroxyphenyl)ethyl (E)-4-formyl-3-(2-oxoethyl)hex-4-enoate
• 化学式: C₁₇H₂₀O₆
• 分子量: 320.342
• InChiKey: XLPXUPOZUYGVPD-SILLCRNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-formyl-3-(2-oxoethyl)-4-hexenoic acid 2-(3,4-dihydroxyphenyl)ethyl ester 在 盐酸 、 水 作用下， 反应 0.08h， 生成 羟基酪醇 、 decarboxymethyl elenoic acid dialdehydic form
  参考文献：
  名称：

  Main Antimicrobial Compounds in Table Olives

  摘要：

  The inhibitors involved in the lactic acid fermentation of table olives were investigated in aseptic olive brines of the Manzanilla and Gordal varieties. Phenolic and oleosidic compounds in these brines were identified by high-performance liquid chromatography with ultraviolet and electrospray ionization mass spectrometry detection, and several substances were also characterized by nuclear magnetic resonance. Among these compounds, the dialdehydic form of clecarboxymethyl elenolic acid linked to hydroxytyrosol showed the strongest antilactic acid bacteria activity, and its presence in brines could explain the growth inhibition of these microorganisms during olive fermentation. However, it was found that the dialclehydic form of decarboxymethyl elenolic acid, identified for the first time in table olives, and an isomer of oleoside 11-methyl ester were also effective against Lactobacillus pentosus and can, therefore, contribute to the antimicrobial activity of olive brines. It must also be stressed that the three new inhibitors discovered in table olive brines exerted a more potent antibacterial activity than the well-studied oleuropein and hydroxytyrosol.

  DOI：

  10.1021/jf0719757

文献信息

• Compounds and derivatives for the treatment of medical conditions by modulating hormone-sensitive lipase activity
  申请人：Sauniere Jean-Frederic

  公开号：US20070299129A1

  公开（公告）日：2007-12-27

  The present invention discloses compounds that are inhibitors of hormone-sensitive lipase. The present invention also discloses the use of the compounds and derivatives to inhibit hormone-sensitive lipase, various pharmaceutical compositions including the compounds, and methods of treatment using these compounds and compositions.
• Oleacein For Treating Or Preventing Diseases Resulting From Atherosclerotic Plaques
  申请人：Warszawski Uniwersytet Medyczny

  公开号：US20160008311A1

  公开（公告）日：2016-01-14

  A description and explanation is provided of the use of oleacein, especially this obtained from Ligustrum vulgare L., in the manufacturing of a preparation for the treatment and prevention of diseases that are consequences of the atherosclerotic plaque degradation. Such diseases include in particular those selected from the following group: ischemic brain stroke, heart attack and ischemic heart disease.
• US9682056B2
  申请人：——

  公开号：US9682056B2

  公开（公告）日：2017-06-20
• [EN] COMPOUNDS AND DERIVATIVES FOR THE TREATMENT OF MEDICAL CONDITIONS BY MODULATING HORMONE-SENSITIVE LIPASE ACTIVITY<br/>[FR] COMPOSES ET DERIVES POUR LE TRAITEMENT D'ETATS MEDICAUX PAR MODULATION DE L'ACTIVITE DE LA LIPASE HORMONO-SENSIBLE
  申请人：DEVIRIS INC

  公开号：WO2007081808A2

  公开（公告）日：2007-07-19

  [EN] The present invention discloses compounds that are inhibitors of hormone-sensitive lipase. The present invention also discloses the use of the compounds and derivatives to inhibit hormone-sensitive lipase, various pharmaceutical compositions including the compounds, and methods of treatment using these compounds and compositions.
  [FR] La présente invention concerne des composés constituant des inhibiteurs de la lipase hormono-sensible. La présente invention concerne également l'utilisation des composés et dérivés pour inhiber la lipase hormono-sensible, diverses compositions pharmaceutiques comprenant les composés et des procédés de traitement utilisant ces composés et compositions.
• Main Antimicrobial Compounds in Table Olives
  作者：Eduardo Medina、Manuel Brenes、Concepción Romero、Aranzazu García、Antonio de Castro

  DOI：10.1021/jf0719757

  日期：2007.11.1

  The inhibitors involved in the lactic acid fermentation of table olives were investigated in aseptic olive brines of the Manzanilla and Gordal varieties. Phenolic and oleosidic compounds in these brines were identified by high-performance liquid chromatography with ultraviolet and electrospray ionization mass spectrometry detection, and several substances were also characterized by nuclear magnetic resonance. Among these compounds, the dialdehydic form of clecarboxymethyl elenolic acid linked to hydroxytyrosol showed the strongest antilactic acid bacteria activity, and its presence in brines could explain the growth inhibition of these microorganisms during olive fermentation. However, it was found that the dialclehydic form of decarboxymethyl elenolic acid, identified for the first time in table olives, and an isomer of oleoside 11-methyl ester were also effective against Lactobacillus pentosus and can, therefore, contribute to the antimicrobial activity of olive brines. It must also be stressed that the three new inhibitors discovered in table olive brines exerted a more potent antibacterial activity than the well-studied oleuropein and hydroxytyrosol.