2β,3β,16α,23,24-pentahydroxyolean-12-en-28-oic acid | 22327-82-8

• 物质功能分类: 生物化工 - 提取物
• 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: 2β,3β,16α,23,24-pentahydroxyolean-12-en-28-oic acid
• 英文别名: platycodigenin；2β.3β.16α.23.24-pentahydroxy-oleanen-(12)-oic acid-(28)；2β.3β.16α.23.24-Pentahydroxy-oleanen-(12)-saeure-(28)；(4aR,5R,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-5,10,11-trihydroxy-9,9-bis(hydroxymethyl)-2,2,6a,6b,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• CAS: 22327-82-8
• 化学式: C₃₀H₄₈O₇
• 分子量: 520.707
• InChiKey: APTNOIWSCDBIAS-PCHRGASXSA-N

物化性质

• 熔点：
  242-243℃
• 密度：
  1.28±0.1 g/cm3 (20 ºC 760 Torr)
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  37
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  138
• 氢给体数：
  6
• 氢受体数：
  7

安全信息

• 海关编码：
  2934999090

制备方法与用途

概述

桔梗皂苷是一种典型的双糖链皂苷，水溶性高且不易分离。主要包含两种皂苷元：一种是桔梗皂苷元（Platycodigenin），另一种是远志酸型皂苷元（Polygalacic acid）。目前，大部分分离得到的皂苷都属于这两种皂苷元，包括桔梗皂苷D、桔梗皂苷E、桔梗皂苷D3以及远志皂苷D等。

用途

桔梗皂苷元作为治疗高血脂和高血糖的药物或保健品及食品添加剂，具有显著疗效且毒副作用较小的特点。

生物活性

Platicodigenin 分离自桔梗。

反应信息

• 作为产物：
  描述：

  platycoside E 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.0h， 生成 2β,3β,16α,23,24-pentahydroxyolean-12-en-28-oic acid
  参考文献：
  名称：

  桔梗根中的新三萜皂苷

  摘要：

  生物测定指导的根部的抗病毒活性级分的分馏桔梗通向三个新的三萜皂甙，platycosides G1-G3（的隔离1 - 3），以及两个公知的皂甙，桔梗D3（4），和platycoside E（5）。根据新化合物的光谱数据和化学证据对它们的结构进行了阐明。测试了分离出的皂苷对呼吸道合胞病毒（RSV），单纯疱疹1型病毒（HSV-1）和A型流感病毒（Flu A）的抗病毒活性。化合物4显示弱的抗RSV活性。

  DOI：

  10.1016/j.tet.2004.12.032

文献信息

• Platycosides P and Q, two new triterpene saponins from <i>Platycodon grandiflorum</i>
  作者：Lu Qiu、Yu Xiao、Yao-Qi Liu、Lian-xin Peng、Wan Liao、Qiang Fu

  DOI：10.1080/10286020.2018.1488835

  日期：2019.5.4

  The EtOH extract of the roots of Platycodon grandiflorum afforded two new triterpene saponins platycoside P (1) and platycoside Q (2). Their structures were elucidated based on spectroscopic means and hydrolysis products. These compounds were evaluated for inhibitory activity against LPS-induced TNF-α production in RAW 246.7 macrophages. Compounds 1 and 2 showed inhibitory activity with the inhibition

  桔梗根的EtOH提取物提供了两个新的三萜皂苷Plateycoside P（1）和Ptycocoside Q（2）。根据光谱学手段和水解产物阐明了它们的结构。评估了这些化合物对RAW 246.7巨噬细胞中LPS诱导的TNF-α产生的抑制活性。化合物1和2在50μM时显示抑制活性，抑制率（％）分别为38.6和44.1。
• ACCELERATOR FOR INITIAL INSULIN SECRETION
  申请人：Use-Techno Corporation

  公开号：EP1674089A1

  公开（公告）日：2006-06-28

  The present invention provides an early insulin secretion stimulator consisting of a triterpene represented by the following general formula (1) and/or a triterpene represented by the following general formula (2). [where R1 represents COOH, etc., R11 and R12 represent CH2OH, etc., X1 represents hydrogen or OH and X11, X12, X21 and X22 represent OH, etc.]

  本发明提供了一种早期胰岛素分泌刺激剂，由以下通式（1）代表的三萜和/或以下通式（2）代表的三萜组成。 [其中 R1 代表 COOH 等，R11 和 R12 代表 CH2OH 等，X1 代表氢或 OH，X11、X12、X21 和 X22 代表 OH 等。］
• A METHOD, FORMULATION AND USE THEREOR WITH IMPROVED ORAL ABSORPTION OF DRUGS OR NUTRIENTS
  申请人：Shanghai Tianbo Biotechnology Co., Ltd.

  公开号：EP1878445A1

  公开（公告）日：2008-01-16

  This invention relates to the development of a composition formulation and method employed to alter the absorption site of orally administrated drugs, to promote the absorption of bioactive lipophilic and/or hydrophilic compounds from the gastrointestinal tract, and as a result to increase drug bioavailability. Applications of the methods and formulations according to the invention are also described. The composition formulation comprises pharmaceuticals or nutraceuticals (hydrophilic and/or lipophilic compounds) in combination with one or more organic solvents and one or more acid protectants. The composition formulation is formulated into a dosage form, which is in conformity with pharmaceutical or nutraceutical requirements, is administrated orally to facilitate the absorption, and can avoid undesired degradation and metabolism of pharmaceuticals and nutraceuticals in the gastrointestinal tract thereby increasing their overall bioavailability.

  本发明涉及一种用于改变口服药物吸收部位、促进生物活性亲脂和/或亲水化合物从胃肠道吸收、从而提高药物生物利用度的组合物配方和方法的开发。此外，还描述了根据本发明的方法和制剂的应用。组合配方由药物或营养保健品（亲水性和/或亲脂性化合物）与一种或多种有机溶剂和一种或多种酸保护剂组合而成。组合物配方配制成的剂型符合药品或营养保健品的要求，口服给药有利于吸收，并可避免药品和营养保健品在胃肠道中发生不希望发生的降解和代谢，从而提高其总体生物利用率。
• Polynucleotide binding complexes comprising sterols and saponin
  申请人：Nordic Vaccine Technology A/S

  公开号：EP2011517A1

  公开（公告）日：2009-01-07

  The present invention pertains to complexes comprising sterols and saponins. The complexes are capable of binding a genetic determinant including a polynucleotide. The complexes may further comprise a lipophilic moiety, optionally a lipophilic moiety comprising a contacting group and/or a targeting ligand, and/or a saccharide moiety. The complexes may further comprise an immunogenic determinant and/or an antigenic determinant and/or a medicament and/or a diagnostic compound. The complexes may in even further embodiments be encapsulated by an encapsulation agent including a biodegradable microsphere. The present invention also pertains to pharmaceutical compositions and methods of treatment of an individual by therapy and/or surgery, methods of cosmetic treatment, and diagnostic methods practised on the human or animal body.

  本发明涉及由甾醇和皂甙组成的复合物。这些复合物能够结合包括多核苷酸在内的遗传决定因子。复合物可进一步包含亲脂分子，可选择包含接触基团和/或靶向配体的亲脂分子和/或糖分子。复合物可进一步包括免疫原决定簇和/或抗原决定簇和/或药物和/或诊断化合物。在更进一步的实施方案中，复合物可被包括生物可降解微球在内的封装剂封装。本发明还涉及通过治疗和/或手术对个体进行治疗的药物组合物和方法、美容治疗方法以及对人体或动物体进行诊断的方法。
• Composition for preventing, alleviating or treating stress diseases, containing Platycodon grandiflorum extract as active ingredient
  申请人：SUNG KYUN BIOTECH CO., LTD.

  公开号：US11058740B2

  公开（公告）日：2021-07-13

  The present disclosure relates to a composition for preventing, alleviating or treating stress diseases, containing a Platycodon grandiflorum extract as an active ingredient, and, more specifically, to a food composition for preventing or alleviating stress diseases or a pharmaceutical composition for preventing and treating stress diseases, both of which contain a Platycodon grandiflorum extract and a Citrus aurantium extract as active ingredients. A method of the present disclosure can be used for the preparation of an agent for treating depression and anxiety, which are stress diseases, with few side effects because of the use of a natural material, and a health functional food having effects of alleviating depression, anxiety and fatigue, which are stress diseases.

  本公开涉及一种用于预防、缓解或治疗应激性疾病的组合物，其中含有桔梗提取物作为活性成分，更具体地说，涉及一种用于预防或缓解应激性疾病的食品组合物或一种用于预防和治疗应激性疾病的药物组合物，这两种组合物都含有桔梗提取物和枳实提取物作为活性成分。本公开的方法可用于制备一种治疗抑郁症和焦虑症（属于应激性疾病）的药剂，由于使用天然材料，副作用很小，还可用于制备一种具有缓解抑郁症、焦虑症和疲劳症（属于应激性疾病）功效的保健功能食品。