(-)-epicatechin

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (-)-epicatechin
• 英文别名: D-catechin；catechin；(epi)catechin；(2R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• 化学式: C₁₅H₁₄O₆
• 分子量: 290.273
• InChiKey: PFTAWBLQPZVEMU-AWKYBWMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  110
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  咖啡酸 、 (-)-epicatechin 在 Myceliophtora thermophila laccase 作用下， 反应 4.0h， 生成 、
  参考文献：
  名称：

  Enzymatic surface functionalisation of lignocellulosic materials with tannins for enhancing antibacterial properties

  摘要：

  Grafting natural antibacterial phenols onto lignocellulosic materials is an environmentally friendly way of imparting antibacterial properties to the substrates. In the present investigation, wood veneer and pulp were treated with tannins in the presence or absence of laccase. Treatments with hydrolysable tannins significantly improved the antibacterial resistance of veneers and paper made from tannin-treated pulp against a Gram-positive bacterium (Staphylococcus aureus) while a more modest protective effect was observed against a Gram-negative bacterium (Escherichia coli). Condensed tannin improved the antibacterial resistance against S. aureus, albeit less than hydrolysable tannin, but had little effect on E. coli. A cationic condensed tannin derivative bearing a quaternary amino group provided far better resistance to pulp against S. aureus and E. coli than the corresponding unmodified condensed tannin. These findings agree with the minimal inhibitory concentrations (MICs) of the tannins and their reactivities toward laccase as determined by O-2 consumption measurements. Due to a better retention of tannins via covalent bonding, treatments with laccase usually resulted in greater antibacterial effects than those without laccase. LC-MS investigations with monomeric tannin and lignin model compounds showed that covalent bonding of tannin to lignin via radical coupling occurred in the presence of laccase. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.procbio.2010.03.022

文献信息

• [EN] METHOD FOR THE PREPARATION OF C-4 COUPLED FLAVONOIDS, PROANTHOCYANIDINS AND ANALOGUES THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION DE FLAVONOÏDES COUPLÉS EN C-4, DE PROANTHOCYANIDINES ET D'ANALOGUES CORRESPONDANTS
  申请人：UNIV FREE STATE ZA

  公开号：WO2009147645A1

  公开（公告）日：2009-12-10

  The invention relates to a novel process for the preparation of C-4 coupled flavonoids, proanthocyanidins and analogues thereof. According to a specific application of the invention, there is provided a method for the preparation of proanthocyanidins and proanthocyanidin analogues.

  这项发明涉及一种新型的制备C-4偶联类黄酮、原花青素及其类似物的方法。根据该发明的一个具体应用，提供了一种制备原花青素和原花青素类似物的方法。
• The use of a polyphenol for the treatment of a cancerous or pre-cancerous lesion of the skin
  申请人：MediGene AG

  公开号：EP2292226A2

  公开（公告）日：2011-03-09

  The present invention refers to a method for treating cancerous or pre-cancerous lesions of the skin by administering a pharmaceutically effective amount of a polyphenol to a patient as well as to the production of a medicament thereto. The present invention refers to a method for treating cancerous or pre-cancerous lesions of the skin by administering a pharmaceutically effective amount of a polyphenol to a patient as well as to the production of a medicament thereto.

  本发明涉及一种通过向患者施用药学上有效量的多酚来治疗皮肤癌或癌前病变的方法，以及生产相关药物的方法。 本发明涉及一种通过向患者施用药学上有效量的多酚来治疗皮肤癌或癌前病变以及生产相关药物的方法。
• Cytochrome P450 3A inhibitors and enhancers
  申请人：——

  公开号：US20030166584A1

  公开（公告）日：2003-09-04

  The present invention provides cytochrome P450 3A (CYP3A) inhibitors and enhancers. Examples of the CYP3A inhibitors include free bases or pharmacologically acceptable salts of at least one of the following compounds: &agr;-naphthoflavone, &bgr;-naphthoflavone, apigenin, baicalein, &bgr;-myrcene, catechin, 3-phenylpropyl acetate, formononetin, gallic acid, hesperetin, hesperidin, isoquercitrin, lauryl alcohol, luteolin, luteolin-7-glycoside, narigin, nordihydroguaiaretic acid, quercitrin, swertiamarin, terpineol, and trans-cinnamaldehyde. Examples of the CYP3A enhancers include free bases or pharmacologically acceptable salts of at least one of the following compounds: apigenin, formononetin, and luteolin-7-glycoside. The CYP3A inhibitors can be used, alone or co-administered with a drug, to improve the drug bioavailability. The CYP3A inhibitors can also be used as chemopreventors to prevent biotransformation of procarcinogenic compounds into carcinogens via CYP3A activity or for treatment of intestinal or hepatic cancer by inhibit the CYP3A activity. The CYP3A enhancers can be used to improve the enzymatic activity of CYP3A so as to improve the biotransformation and degradation of active drugs or the sustrates of CYP3A from the body. The CYP3A inhibitors and enhancers of the present invention are natural substances extracted from herbs and non-toxic.

  本发明提供细胞色素 P450 3A（CYP3A）抑制剂和增强剂。CYP3A 抑制剂的例子包括下列化合物中至少一种的游离碱或药理学上可接受的盐：萘黄酮、芹菜甙、黄芩甙、儿茶甙、黄芩甙、黄芩苷、黄芩素、黄芩苷、黄芩萜、黄芩萜、黄芩萜、黄芩萜、黄芩萜、黄芩萜、黄芩萜、黄芩萜-月桂烯、儿茶素、3-苯基丙基乙酸酯、甲ononetin、没食子酸、橙皮素、橙皮甙、异槲皮素、月桂醇、木犀草素、木犀草素-7-糖苷、水芹素、去甲二氢愈创木脂酸、槲皮素、獐牙菜素、松油醇和反式肉桂醛。CYP3A 增强剂的例子包括以下至少一种化合物的游离碱或药理学上可接受的盐：芹菜素、甲萘素和叶黄素-7-糖苷。CYP3A 抑制剂可单独使用或与药物联合使用，以提高药物的生物利用度。CYP3A 抑制剂还可用作化学预防剂，防止致癌化合物通过 CYP3A 活性发生生物转化成为致癌物质，或通过抑制 CYP3A 活性治疗肠癌或肝癌。CYP3A 增强剂可用于提高 CYP3A 的酶活性，从而改善体内活性药物或 CYP3A 助剂的生物转化和降解。本发明的 CYP3A 抑制剂和增强剂是从草药中提取的天然物质，无毒。
• PROCESS FOR EXTRACTING COMPOUNDS FROM PLANTS
  申请人：REGENTS OF THE UNIVERSITY OF MINNESOTA

  公开号：EP1355708B1

  公开（公告）日：2008-04-30
• APPLICATIONS OF THE BINDING INTERACTION OF PROANTHOCYANIDINS WITH BACTERIA AND BACTERIAL COMPONENTS
  申请人：Delehanty James B.

  公开号：US20080064050A1

  公开（公告）日：2008-03-13

  A composition having: a proanthocyanidin; and a macromolecule, an assembly of macromolecules, a semi-solid, or a solid surface to which the proanthocyanidini is immobilized.