corchorusoside E | 210637-19-7

• 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: corchorusoside E
• 英文别名: (3I(2),5I(2))-3-[(O-I(2)-D-Glucopyranosyl-(1a6)-O-I(2)-D-glucopyranosyl-(1a4)-O-2,6-dideoxy-I(2)-D-xylo-hexopyranosyl)oxy]-5,14,19-trihydroxycard-20(22)-enolide；3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-10-(hydroxymethyl)-3-[(2R,4S,5R,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
• CAS: 210637-19-7
• 化学式: C₄₁H₆₄O₁₉
• 分子量: 860.948
• InChiKey: ZEGXQALGZJKCGX-OWLQQNDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  60
• 可旋转键数：
  10
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  304
• 氢给体数：
  11
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  corchorusoside E 在 氢气 作用下， 生成 2,6-dideoxy-D-xylo-hexose 、 羊角拗醇
  参考文献：
  名称：

  Corchorusosides A, B, C, D, and E, New Cardiotonic Oligoglycosides from the Seed of Corchorus olitorius L. (Moroheiya)

  摘要：

  The methanolic extract of the seeds of Corchorus olitorius L. (Moroheiya) was found to show inhibitory effect against Na+-K+-ATPase and positive inotropic activity in the guinea pig isolated atria. Through bioassay-guided separation from the methanolic extract, new cardenolide oligoglycosides called corchorusosides A, B, C, D, and E were isolated together with six known cardenolide oligoglycosides. The structures of new corchorusosides were determined on the basis of chemical and physicochemical evidence. All cardenolide oligoglycosides from the seeds showed potent inhibitory activity against Na+,K+-ATPase, which was equivalent to those of digitoxin and ouabain. The methanolic extract, glycoside fraction, and principal glycoside showed potent acute toxicity by intraperitoneal administration, whereas they showed little acute toxicity by oral administration. Furthermore, by means of HPLC quantitative analysis of the cardiotonic oligoglycosides, it was found that the glycosides mainly distributed in the seeds, while the edible parts such as fresh young leaves and stems contained only trace amount.

  DOI：

  10.3987/com-98-8146

文献信息

• Corchorusosides A, B, C, D, and E, New Cardiotonic Oligoglycosides from the Seed of Corchorus olitorius L. (Moroheiya)
  作者：Masayuki Yoshikawa、Toshiyuki Murakami、Hiromi Shimada、Nobuyuki Fukada、Hisashi Matsuda、Yutaka Sashida、Johji Yamahara

  DOI：10.3987/com-98-8146

  日期：——

  The methanolic extract of the seeds of Corchorus olitorius L. (Moroheiya) was found to show inhibitory effect against Na+-K+-ATPase and positive inotropic activity in the guinea pig isolated atria. Through bioassay-guided separation from the methanolic extract, new cardenolide oligoglycosides called corchorusosides A, B, C, D, and E were isolated together with six known cardenolide oligoglycosides. The structures of new corchorusosides were determined on the basis of chemical and physicochemical evidence. All cardenolide oligoglycosides from the seeds showed potent inhibitory activity against Na+,K+-ATPase, which was equivalent to those of digitoxin and ouabain. The methanolic extract, glycoside fraction, and principal glycoside showed potent acute toxicity by intraperitoneal administration, whereas they showed little acute toxicity by oral administration. Furthermore, by means of HPLC quantitative analysis of the cardiotonic oligoglycosides, it was found that the glycosides mainly distributed in the seeds, while the edible parts such as fresh young leaves and stems contained only trace amount.