achyranthoside A methyl ester | 158329-08-9

• 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: achyranthoside A methyl ester
• 英文别名: dimethyl (2S,3R,4aS,5S,7R,8R,8aR)-7-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-8-hydroxy-3-methoxy-2-(2-methoxy-2-oxoethoxy)-2,4a,5,7,8,8a-hexahydropyrano[3,4-b][1,4]dioxine-3,5-dicarboxylate
• CAS: 158329-08-9
• 化学式: C₅₁H₇₈O₂₀
• 分子量: 1011.17
• InChiKey: OMBHJLPJZVIIAE-AICZOFJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  71
• 可旋转键数：
  15
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  271
• 氢给体数：
  5
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  achyranthoside A methyl ester 生成 (3β)-oleanolic acid 3-β-D-glucopyranosiduronic acid 6-methyl ester
  参考文献：
  名称：

  Achyranthosides A和B，从细胞毒性新颖皂苷牛膝fauriei根

  摘要：

  从牛膝草的根中分离出两种新的皂苷，牛膝甙A和B，并根据化学和物理证据阐明了它们的结构。发现牛膝苦苷A甲酯对人结肠癌和鼠黑素瘤细胞具有显着的细胞毒性活性。

  DOI：

  10.1016/0040-4039(94)85032-1
• 作为产物：
  描述：

  betavulgaroside I 1'''-methyl ester 在 potassium carbonate 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 achyranthoside A methyl ester
  参考文献：
  名称：

  Betavulgarosides I, II, III, IV, and V, Hypoglycemic Glucuronide Saponins from the Roots and Leaves of Beta vulgaris L. (Sugar Beet)

  摘要：

  Five glucuronide saponins named betavulgarosides I, II, III, IV, and V were isolated from the roots and leaves of Beta vulgaris L. (Sugar beet). Their structures were elucidated on the basis of chemical and physicochemical evidence. Betavulgarosides II, III, and IV and the prosapogenol (6) were found to exhibit hypoglycemic effect on oral glucose tolerance test in rats.

  DOI：

  10.3987/com-95-7111

文献信息

• Medicinal Foodstuffs. III. Sugar Beet. (1): Hypoglycemic Oleanolic Acid Oligoglycosides, Betavulgarosides I,II,III, and IV, from the Root of Beta vulgaris L.(Chenopodiaceae).
  作者：Masayuki YOSHIKAWA、Toshiyuki MURAKAMI、Masashi KADOYA、Hisashi MATSUDA、Osamu MURAOKA、Johji YAMAHARA、Nobutoshi MURAKAMI

  DOI：10.1248/cpb.44.1212

  日期：——

  Betavulgarosides I, II, III, and IV, oleanolic acid oligoglycosides having an unique acidic substituent, were isolated from the root of Beta vulgaris L. (sugar beet) together with betavulgarosides VI, VII, and VIII. The chemical structures of betavulgarosides I, II, III, and IV were identified from chemical and physicochemical evidence. Betavulgarosides II, III and IV were found to exhibit hypoglycemic activity in an oral glucose tolerance test in rats.

  从甜菜（Beta vulgaris L.）的根中分离出了具有独特酸性取代基的齐墩果酸低聚糖苷I、II、III和IV，以及齐墩果酸低聚糖苷VI、VII和VIII。通过化学和物理化学证据确定了齐墩果酸低聚糖苷I、II、III和IV的化学结构。在老鼠的口服葡萄糖耐量测试中，齐墩果酸低聚糖苷II、III和IV表现出降糖活性。
• Achyranthosides A and B, novel cytotoxic saponins from Achyranthes fauriei root
  作者：Yoshiteru Ida、Yohko Satoh、Mariko Katoh、Masumi Katsumata (nee Ohtsuka)、Miki Nagasao、Kentaro Yamaguchi、Hideo Kamei、Junzo Shoji

  DOI：10.1016/0040-4039(94)85032-1

  日期：1994.9

  Two new saponins, achyranthosides A and B, were isolated from Achyranthes fauriei root, and their structures were elucidated on the basis of chemical and physical evidences. Achyranthoside A methyl ester was found to have significant cytotoxic activity against human colon carcinoma and murine melanoma cells.

  从牛膝草的根中分离出两种新的皂苷，牛膝甙A和B，并根据化学和物理证据阐明了它们的结构。发现牛膝苦苷A甲酯对人结肠癌和鼠黑素瘤细胞具有显着的细胞毒性活性。
• Betavulgarosides I, II, III, IV, and V, Hypoglycemic Glucuronide Saponins from the Roots and Leaves of Beta vulgaris L. (Sugar Beet)
  作者：Masayuki Yoshikawa、Toshiyuki Murakami、Masashi Kadoya、Hisashi Matsuda、Johji Yamahara、Osamu Muraoka、Nobutoshi Murakami

  DOI：10.3987/com-95-7111

  日期：——

  Five glucuronide saponins named betavulgarosides I, II, III, IV, and V were isolated from the roots and leaves of Beta vulgaris L. (Sugar beet). Their structures were elucidated on the basis of chemical and physicochemical evidence. Betavulgarosides II, III, and IV and the prosapogenol (6) were found to exhibit hypoglycemic effect on oral glucose tolerance test in rats.