periplocoside A | 114828-46-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: periplocoside A
• 英文别名: [(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,6S)-6-[(2R,3R,4S,6S)-6-[(2R,3R,4S,6S)-6-[(2'R,3S,3'R,4'R,5aR,7S,9R,9aR)-7-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-17-hydroxy-3-[[(2R,6R)-4-methoxy-2-methyl-5-oxo-2H-pyran-6-yl]oxy]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4'-methoxy-2',9-dimethylspiro[4,5a,6,7,9,9a-hexahydropyrano[3,4-c][1,2,5]trioxepine-3,6'-oxane]-3'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-5-hydroxy-4-methoxy-6-methyloxan-3-yl] acetate
• CAS: 114828-46-5
• 化学式: C₇₂H₁₁₄O₂₇
• 分子量: 1411.68
• InChiKey: RTMAZVHPRZLMEU-KKAAHBECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  99
• 可旋转键数：
  21
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  287
• 氢给体数：
  2
• 氢受体数：
  27

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 periplocoside A 以 吡啶 为溶剂， 生成 periplocoside A'
  参考文献：
  名称：

  Studies on chemical constituents of antitumor fraction from Periploca sepium. II. Structures of new pregnane glycosides, periplocosides A, B and C.

  摘要：

  通过对 Periploca sepium 的 CHCl3 提取物在硅胶上进行柱层析，并以 CHCl3-MeOh (10 : 1) 进行洗脱，从抗肿瘤馏分中分离出了三种新的孕烷苷，分别命名为 Periplocosides A、B 和 C。通过各种核磁共振技术和化学证据确定了它们的结构。其主要成分 periplocoside A 对小鼠肉瘤 180 腹水具有显著的抗肿瘤活性。

  DOI：

  10.1248/cpb.36.982

文献信息

• Studies on chemical constituents of antitumor fraction from Periploca sepium. IV. Structures of new pregnane glycosides, periplocosides D,E,L, and M.
  作者：HIDEJI ITOKAWA、JUNPING XU、KOICHI TAKEYA

  DOI：10.1248/cpb.36.2084

  日期：——

  Four new pregnane glycosides and a known pregnane glycoside (named periplocoside D, E, L, M, and N, respectively), as well as a steroidal compound S-20, have been isolated from the antitumor fraction of Periploca sepium (Asclepiadaceae). Their structures were established by chemical and spectroscopic methods. S-20 was obtained from this plant for the first time.

  从 Periploca sepium（Asclepiadaceae）的抗肿瘤成分中分离出了四种新的孕烷苷和一种已知的孕烷苷（分别命名为 Periplocoside D、E、L、M 和 N），以及一种甾体化合物 S-20。通过化学和光谱方法确定了它们的结构。S-20 是首次从这种植物中获得。
• Studies on chemical constituents of antitumor fraction from Periploca sepium. II. Structures of new pregnane glycosides, periplocosides A, B and C.
  作者：HIDEJI ITOKAWA、JUNPING XU、KOICHI TAKEYA、KINZO WATANABE、JUNZO SHOJI

  DOI：10.1248/cpb.36.982

  日期：——

  Three new pregnane glycosides, named periplocosides A, B and C, have been isolated from the antitumor fraction, which was obtained by subjecting the CHCl3 extract of Periploca sepium to column chromatography over silica gel and eluting with CHCl3-MeOh (10 : 1). Their structures were established by various nuclear magnetic resonance techniques and chemical evidence. The major constituents, periplocoside A, showed significant antitumor activity against Sarcoma 180 ascites in mice.

  通过对 Periploca sepium 的 CHCl3 提取物在硅胶上进行柱层析，并以 CHCl3-MeOh (10 : 1) 进行洗脱，从抗肿瘤馏分中分离出了三种新的孕烷苷，分别命名为 Periplocosides A、B 和 C。通过各种核磁共振技术和化学证据确定了它们的结构。其主要成分 periplocoside A 对小鼠肉瘤 180 腹水具有显著的抗肿瘤活性。