betulinic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: betulinic acid
• 英文别名: (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
• 化学式: C₃₀H₄₈O₃
• 分子量: 456.709
• InChiKey: QGJZLNKBHJESQX-KLSVAQHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  33
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  betulinic acid 在 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 139.5h， 生成
  参考文献：
  名称：

  Sulfamates of methyl triterpenoates are effective and competitive inhibitors of carbonic anhydrase II

  摘要：

  Carbonic anhydrase II, belonging to one of the most important enzyme groups of the human body, is a well-studied isozyme from the family of the carbonic anhydrases. Since it is involved in several physiological processes, it has been a pharmaceutical target for many years. In this study we synthesized a number of sulfamates derived from pentacyclic methyl triterpenoates, and we demonstrate their potential as carbonic anhydrase II inhibitors using the well-established photometric 4-nitrophenyl acetate assay. Inhibition constants, as an indicator of their inhibition strength, were in the micromolar range; one compound (10, methyl (3 beta) 3-(aminosulfonyloxy)-oleanoate) showed a K-i value as low as 0.3 mu M. This K-i value is comparable to that of acetazolamide which is a potent carbonic anhydrase inhibitor and a drug for the treatment of glaucoma. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.08.051

文献信息

• NOVEL INHIBITORS OF BACTERIAL BIOFILMS AND RELATED METHODS
  申请人：Sequoia Sciences, Inc.

  公开号：US20130274256A1

  公开（公告）日：2013-10-17

  Certain multi-cyclic compounds and compositions thereof are useful for reducing or inhibiting the growth of bacterial biofilms and for controlling bacterial biofilm infections. Such compounds and compositions are also useful in methods for reducing or inhibiting the growth of biofilms and for controlling bacterial biofilm infections involving biofilms.

  某些多环化合物及其组合物可用于减少或抑制细菌生物膜的生长并控制细菌生物膜感染。这些化合物和组合物还可用于减少或抑制生物膜的生长并控制涉及生物膜的细菌生物膜感染的方法。
• Preparation containing betulinic acid, obtained from a plant of the family Marcgraviaceae
  申请人：UNIVERSITY OF OTTAWA

  公开号：EP2567625A1

  公开（公告）日：2013-03-13

  Pharmaceutical compositions for preventing or treating anxiety, comprising betulinic acid or derivatives thereof are provided. Methods for preventing or treating anxiety with betulinic acid or derivatives thereof are also provided. The invention further provides betulinic-acid containing preparations of plants of the family Marcgraviaceae having anxiolytic activity and methods for making such extracts and using them to prevent or treat anxiety in a subject.

  提供了包含白桦脂酸或其衍生物的预防或治疗焦虑症的药物组合物。本发明还提供了用白桦脂酸或其衍生物预防或治疗焦虑症的方法。本发明进一步提供了具有抗焦虑活性的马钱子科植物中含有白桦脂酸的制剂，以及制造这种提取物并用其预防或治疗受试者焦虑症的方法。
• Plant compositions and methods and uses thereof for treating elevated glucocorticoid related disorders, and anxiety
  申请人：University of Ottawa

  公开号：US10004773B2

  公开（公告）日：2018-06-26

  The disclosure provides compositions containing preparations from plants of the family Marcgraviaceae and from plants of the family Platanaceae. The disclosure also provides methods and uses of plant preparations for treating anxiety, stress and glucocorticoid related disorders.

  本公开提供了含有马钱子科植物和桔梗科植物制剂的组合物。本发明还提供了植物制剂治疗焦虑、压力和糖皮质激素相关疾病的方法和用途。
• C-28 AMIDES OF MODIFIED C-3 BETULINIC ACID DERIVATIVES AS HIV MATURATION INHIBITORS
  申请人：Bristol-Myers Squibb Company

  公开号：EP2576586B1

  公开（公告）日：2015-08-12
• Novel inhibitors of bacterial biofilms and related methods
  申请人：Sequoia Sciences, Inc.

  公开号：EP2712863B1

  公开（公告）日：2014-10-22