3-O-decanoyl-(+)-catechin

• 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: 3-O-decanoyl-(+)-catechin
• 英文别名: 3-Decanoyl-cianidanol；[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl] decanoate；[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] decanoate
• 化学式: C₂₅H₃₂O₇
• 分子量: 444.525
• InChiKey: MIEAEXDOVNYXAR-UKILVPOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  penta-O-decanoylcatechin 在 C.I.酸性橙108 作用下， 以 二氯甲烷 为溶剂， 生成 3-O-decanoyl-(+)-catechin
  参考文献：
  名称：

  EP1849779

  摘要：

  公开号：

文献信息

• Antimicrobial Activity of 3-<i>O</i>-Acyl-(-)-epicatechin and 3-<i>O</i>-Acyl-(+)-catechin derivatives
  作者：Park, Ki Duk、Park, Yoon Sun、Cho, Sung Jin、Sun, Won Suck、Kim, Sung Han、Jung, Do Hyun、Kim, Jung Han

  DOI：10.1055/s-2004-818923

  日期：2004.3

  compounds, 3- O-acyl-(-)-epicatechins and 3- O-acyl-(+)-catechins possessing various aromatic groups and aliphatic chains of varying length from C4 to C16 for increasing lipophilicity were synthesized and tested for antimicrobial activities against Gram-positive, Gram-negative bacteria and fungi. The (-)-epicatechin and (+)-catechin derivatives comprised of aromatic groups increased activity and derivatives

  作为抗菌促进化合物的探索性研究，3-O-酰基-（-）-表儿茶素和3-O-酰基-（+）-儿茶素具有不同的芳香族基团和从C4到C16的不同长度的脂族链，以增加亲脂性。合成并测试了对革兰氏阳性，革兰氏阴性细菌和真菌的抗菌活性。由芳族基团组成的（-）-表儿茶素和（+）-儿茶素衍生物的活性增强，并且在C8至C10的附近具有碳原子酰基链基的衍生物表现出很强的抗菌活性（MIC = 2-8 microg / ml）抵抗革兰氏阳性细菌，抗真菌活性弱。然而，当取代基的碳链长度太短（C4至C6）或太长（C16）时，活性降低。
• Inhibitory Effects of 3-O-Acyl-(+)-catechins on Epstein-Barr Virus Activation
  作者：Shinichi Uesato、Keisuke Taniuchi、Ayako Kumagai、Yasuo Nagaoka、Ryota Seto、Yukihiko Hara、Harukuni Tokuda、Hoyoku Nishino

  DOI：10.1248/cpb.51.1448

  日期：——

  exploratory investigation of antitumor-promoting catechins, 3-O-acyl-(+)-catechins of varying carbon lengths from C(4) to C(18) were assessed for inhibitory effects on the activation of the Epstein-Barr virus early antigen. Like 3-O-acyl-(-)-epigallocatechins, the (+)-catechin derivatives showed promising effects with the C-3 acyl chain of C(8)-C(11) carbon atoms.

  在对促进肿瘤的儿茶素进行探索性研究的过程中，评估了碳长度从C（4）到C（18）的3-O-酰基-（+）-儿茶素对Epstein-活化的抑制作用巴尔病毒早期抗原。像3-O-酰基-（-）-表没食子儿茶素一样，（+）-儿茶素衍生物在C（8）-C（11）碳原子的C-3酰基链上显示出可喜的效果。
• [EN] ANTIMICROBIAL COMPOSITIONS AND METHODS OF USE<br/>[FR] COMPOSITIONS ANTIMICROBIENNES ET PROCEDES D'UTILISATION
  申请人：STAPLETON PAUL

  公开号：WO2005034976A1

  公开（公告）日：2005-04-21

  A catechin is modified in at least one position (most preferably in the 3-position of the C-ring) to increase its lipophilicity. Contemplated catechins are demonstrated to have significantly improved antibacterial properties, likely due to catastrophic membrane damage.

  一种儿茶素至少在一个位置上进行改变（最好是在C环的3号位置）以增加其亲脂性。考虑到的儿茶素已被证明具有显著改善的抗菌性能，可能是由于破坏细胞膜所致。
• ESTERIFIED CATECHIN, PROCESS FOR PRODUCING THE SAME, FOOD AND DRINK OR COSMETIC CONTAINING THE SAME
  申请人：SUNTORY LIMITED

  公开号：EP1849779A1

  公开（公告）日：2007-10-31

  The present invention provides substances having sufficiently antibacterial activity against heat-resistant spore-forming bacteria that they can be used to improve the shelf life of beverages and processed foods, as well as to control the growth of microorganisms in cosmetics. The present invention provides a catechin ester in which at least one of the hydroxyl groups of a catechin is esterified with a medium-chain fatty acid. This medium-chain fatty acid ester of a catechin, which may be used either alone or as a composition, shows a strong growth suppressing effect on heat-resistant spore-forming bacteria and, if added to foods or beverages, can prevent them from rotting or deterioration and, if added to cosmetics, can prevent their rotting or deterioration.

  本发明提供的物质对耐热孢子形成菌具有足够的抗菌活性，可用于改善饮料和加工食品的保质期，以及控制化妆品中微生物的生长。 本发明提供了一种儿茶素酯，其中儿茶素的至少一个羟基与中链脂肪酸酯化。这种儿茶素的中链脂肪酸酯既可单独使用，也可作为组合物使用，对耐热孢子形成菌有很强的生长抑制作用，如果添加到食品或饮料中，可防止它们腐烂或变质，如果添加到化妆品中，可防止它们腐烂或变质。
• ANTIMICROBIAL COMPOSITIONS AND METHODS OF USE
  申请人：Stapleton, Paul

  公开号：EP1663124A1

  公开（公告）日：2006-06-07