3-O-α-L-rhamnopyranosyl-(1<*>2)-α-L-arabinopyranosyl hederagenin methyl ester | 29613-07-8

• 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: 3-O-α-L-rhamnopyranosyl-(1<*>2)-α-L-arabinopyranosyl hederagenin methyl ester
• 英文别名: α-hederin methyl ester；23-hydroxy-3β-(O²-α-L-rhamnopyranosyl-α-L-arabinopyranosyloxy)-olean-12-en-28-oic acid methyl ester；23-Hydroxy-3β-(O²-α-L-rhamnopyranosyl-α-L-arabinopyranosyloxy)-olean-12-en-28-saeure-methylester；Kalopanaxsaponin A methyl ester；methyl (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• CAS: 29613-07-8
• 化学式: C₄₂H₆₈O₁₂
• 分子量: 764.995
• InChiKey: HDZQGJKVLNNGHP-VWBSJHKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  54
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  185
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 Alpha-常春藤苷 以 甲醇 为溶剂， 反应 20.0h， 生成 3-O-α-L-rhamnopyranosyl-(1<*>2)-α-L-arabinopyranosyl hederagenin methyl ester
  参考文献：
  名称：

  [EN] COMPOSITION CONTAINING AN ETHYL ACETATE SOLUBLE EXTRACT FROM KALOPANAX PICTUS NAKAI AND KALOPANAXSAPONIN A DERIVATIVES ISOLATED THEREIN FOR PROTECTING AND TREATING INFLAMMATORY AND RHEUMATIC DISEASE
  [FR] COMPOSITION CONTENANT UN EXTRAIT SOLUBLE D'ACETATE D'ETHYLE PRODUIT A PARTIR DE KALOPANAX PICTUS NAKAI, ET DERIVES DE KALOPANAXSAPONIN A ISOLES DUDIT EXTRAIT POUR PREVENIR OU TRAITER UNE MALADIE INFLAMMATOIRE OU RHUMATISMALE

  摘要：

  本发明涉及一种可溶于乙酸乙酯的刺五加（Kalopanax pictus Nakai）提取物，该提取物具有抗炎和抗风湿活性。本发明提供了一种药物组合物，包括上述从刺五加（Kalopanax pictus Nakai）中提取的乙酸乙酯提取物和分离其中的刺五加皂苷A衍生物，用于治疗和预防炎症和风湿性疾病。

  公开号：

  WO2003099305A1

文献信息

• [EN] COMPOSITION CONTAINING AN ETHYL ACETATE SOLUBLE EXTRACT FROM KALOPANAX PICTUS NAKAI AND KALOPANAXSAPONIN A DERIVATIVES ISOLATED THEREIN FOR PROTECTING AND TREATING INFLAMMATORY AND RHEUMATIC DISEASE<br/>[FR] COMPOSITION CONTENANT UN EXTRAIT SOLUBLE D'ACETATE D'ETHYLE PRODUIT A PARTIR DE KALOPANAX PICTUS NAKAI, ET DERIVES DE KALOPANAXSAPONIN A ISOLES DUDIT EXTRAIT POUR PREVENIR OU TRAITER UNE MALADIE INFLAMMATOIRE OU RHUMATISMALE
  申请人：LEE EUN-BANG

  公开号：WO2003099305A1

  公开（公告）日：2003-12-04

  The present invention is related to an ethyl acetate soluble extract from Kalopanax pictus Nakai, which shows anti-inflammatory and anti-rheumatic activities.The present invention provides a pharmaceutical composition comprising above ethyl acetate extract from Kalopanax pictus Nakai and kalopanaxsaponin A derivatves isolated therein for treating and preventing inflammatory and rheumatic diseases.

  本发明涉及一种可溶于乙酸乙酯的刺五加（Kalopanax pictus Nakai）提取物，该提取物具有抗炎和抗风湿活性。本发明提供了一种药物组合物，包括上述从刺五加（Kalopanax pictus Nakai）中提取的乙酸乙酯提取物和分离其中的刺五加皂苷A衍生物，用于治疗和预防炎症和风湿性疾病。
• van der Haar, Chemische Berichte, 1921, vol. 54, p. 3142,3147
  作者：van der Haar

  DOI：——

  日期：——
• Synthesis, cytotoxicity and haemolytic activity of Pulsatilla saponin A, D derivatives
  作者：Zhong Chen、Huaqing Duan、Minglei Wang、Li Han、Yanli Liu、Yongming Zhu、Shilin Yang

  DOI：10.1016/j.bmcl.2015.04.049

  日期：2015.6

  The strong haemolytic activity of Pulsatilla saponin A (PSA), D (PSD) hampered their clinical development of antitumor agents. In order to solve this problem, C-28 position modification derivatives of PSA/PSD were synthesized. The cytotoxicity and haemolytic activity of these compounds were evaluated. Structure-activity relationship and structure-toxicity relationship had been observed. The mice acute toxicity of compound 11 was reduced greatly than that of PSA. This study indicates that compound 11 may represent an interesting class of potent antitumor agents from triterpenoid saponins avoiding the haemolysis problem. The present study has important significance for the development of antitumor saponins. (C) 2015 Elsevier Ltd. All rights reserved.