1-O-Galloylglycerol | 87087-60-3

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-O-Galloylglycerol
• 英文别名: O-galloylglycerol；2,3-dihydroxypropyl 3,4,5-trihydroxybenzoate；3,4,5-trihydroxy-benzoic acid-(2,3-dihydroxy-propyl ester)；3,4,5-Trihydroxy-benzoesaeure-(2,3-dihydroxy-propylester)；O¹-Galloyl-glycerin；glycerol-1-gallate
• CAS: 87087-60-3
• 化学式: C₁₀H₁₂O₇
• 分子量: 244.201
• InChiKey: PDEQYQCQYAQJPN-UHFFFAOYSA-N

物化性质

• 沸点：
  596.1±50.0 °C(Predicted)
• 密度：
  1.617±0.06 g/cm3(Predicted)
• 物理描述：
  Solid
• 熔点：
  188-190°C

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  127
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 四氢呋喃 、 Pd-BaSO₄ 作用下， 生成 1-O-Galloylglycerol
  参考文献：
  名称：

  Schmidt; Blank, Chemische Berichte, 1956, vol. 89, p. 283,287

  摘要：

  DOI：

文献信息

• LIGHT INDUCED DRUG RELEASE
  申请人：Bonnet Sylvestre

  公开号：US20140148425A1

  公开（公告）日：2014-05-29

  Photosensitive compounds for use in a method of treating a disease or condition are described. The photosensitive compounds have the formula R—Y, wherein R is a ruthenium complex and Y is at least one sulphur-containing photoreleasable group, and the compounds comprise at least one ruthenium-sulphur bond; or a pharmaceutically acceptable salt, solvate, ester or amide, such that upon influence of visible or near infra-red light (400-1400 nm) in vivo, said at least one ruthenium-sulphur bond is broken, thereby generating a pharmacologically active compound.

  描述了用于治疗疾病或症状的一种方法中使用的光敏化合物。这些光敏化合物具有R—Y的化学式，其中R是一个钌配合物，Y是至少一个含硫光释放基团，这些化合物包括至少一个钌-硫键；或者是药用可接受的盐、溶剂合物、酯或酰胺，因此，在体内受到可见光或近红外光（400-1400纳米）的影响时，所述至少一个钌-硫键被断裂，从而产生一种药理活性化合物。
• Solvent‐Free Enzymatic Synthesis of 1‐ <i>o</i> ‐Galloylglycerol Optimized by the Taguchi Method
  作者：Siyu Zhang、Casimir C. Akoh

  DOI：10.1002/aocs.12229

  日期：2019.8

  safety concerns. The glycerol ester of GA, 1‐o‐galloylglycerol (GG), has not been reported to cause adverse health effects. Owing to the steric and electron‐donating effects of GA, lipase‐catalyzed synthesis of GG has not been successfully achieved. In this work, glycerol ester of GA, GG, was successfully synthesized for the first time by the enzymatic transesterification of glycerol and n‐propyl gallate

  没食子酸（GA）及其亲脂形式，没食子酸烷基酯已在多个工业领域中广泛用作抗氧化剂。但是，没食子酸烷基酯的潜在有害作用，例如雌激素作用，限制了它们的应用并引起安全隐患。尚未报道GA的甘油酯1- o-半乳糖基甘油（GG）对健康有不利影响。由于GA的空间和给电子作用，尚未成功实现脂肪酶催化的GG合成。在这项工作中，GA和GG的甘油酯是通过甘油和n的酶促酯交换反应首次成功合成的没食子酸丙酯（PG）。在无溶剂（无额外溶剂）的条件下，在大气压和氮气流下，用一种固定的可商购的食品级脂肪酶（Lipozyme®435）合成GG。使用Taguchi方法和回归分析优化了反应条件的影响，包括反应温度，底物摩尔比，反应时间和酶载量。使用傅立叶变换红外光谱（FT-IR），电喷雾电离高分辨率精确质量串联质谱（ESI-HRAM-MS / MS）以及一维和二维核磁共振波谱（NMR）阐明了产品的结构）。在最佳条件下，GG在50
• Enzymatic synthesis of 1-o-galloylglycerol: Characterization and determination of its antioxidant properties
  作者：Siyu Zhang、Casimir C. Akoh

  DOI：10.1016/j.foodchem.2019.125479

  日期：2020.2

  hydrophilicity of GG were significantly higher than those of gallic acid (GA) and PG. The antioxidant properties, measured by the ferric reducing antioxidant power (FRAP) and hydrogen peroxide (H2O2) scavenging assays, showed that GG exhibited the highest scavenging capacity (GG > GA > PG). From the results of the 1,1-diphenyl-2-picrylhydrazyl (DPPH•) and 2,2'-azinobis (3-ethylbenzthiazoline-6-sulfonic acid)

  通过使用食品级脂肪酶（435）对没食子酸丙酯（PG）进行酶促糖解作用，合成了1-o-丙二酰甘油（GG）。优化了影响GG收率的反应条件，收率为76.9％±1.2％。在使用液-液萃取从反应混合物中分离出GG之后，通过各种技术对其进行表征。GG的水溶性和亲水性显着高于没食子酸（GA）和PG。通过还原性三氧化二铁（FRAP）和过氧化氢（H2O2）清除测定法测定的抗氧化性能表明，GG表现出最高的清除能力（GG> GA> PG）。从1,1-二苯基-2-吡啶基肼基（DPPH•）和2,2'-叠氮双（3-乙基苯并噻唑啉-6-磺酸）（ABTS•+）分析的结果来看，GG和GA的清除能力比PG高（GG = GA> PG）。这些结果表明，GG可用作食品和化妆品应用中GA的水溶性抗氧化剂替代品。
• Drug delivery system for use in the treatment of vascular and vessel-related pathologies
  申请人：Academisch Medisch Centrum

  公开号：EP2210590A1

  公开（公告）日：2010-07-28

  The present invention relates to a drug delivery system for use in the treatment of vascular and vessel-related pathologies, comprising a drug delivery platform that comprises at least one compound capable of exerting an effect on the formation and/or maintenance of a thrombus in the vessel to be treated. The platform is preferably formed by liposomes that are sterically stabilized by grafting of poly(ethylene glycol) onto the liposome surface. The liposomes may further comprise photosensitizers and targeting molecules. The liposomes may be thermosensitive. The compound is suitably tranexamic acid. The drug delivery system is preferably used for the treatment of port wine stains.

  本发明涉及一种用于治疗血管和血管相关病症的给药系统，该系统包括一个给药平台，该平台包含至少一种能够对待治疗血管中血栓的形成和/或维持产生影响的化合物。该平台最好由脂质体形成，脂质体表面接枝聚乙二醇使其立体稳定。脂质体可进一步包含光敏剂和靶向分子。脂质体可具有热敏性。化合物宜为氨甲环酸。该给药系统最好用于治疗波特酒渍。
• Synthesis of α-monoglycerides of aromatic acids
  作者：A. F. Artamonov、F. S. Nigmatullina、M. T. Aldabergenova、B. Zh. Dzhiembaev

  DOI：10.1007/bf02282504

  日期：1999.7

  The synthesis of alpha-monoglycerides of aromatic acids has been performed by the transesterification of the methyl esters of the corresponding acids with glycerol. The structures of the compounds obtained have been confirmed by their IR, UV, and H-1 and C-13 NMR spectra.