cistanoside E | 97400-08-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cistanoside E
• 英文别名: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]-6-(hydroxymethyl)oxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• CAS: 97400-08-3
• 化学式: C₂₁H₃₂O₁₂
• 分子量: 476.478
• InChiKey: KNVLNWLGXNQJNJ-MGXJDOAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  188
• 氢给体数：
  7
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 cistanoside E 以 吡啶 为溶剂， 以125 mg的产率得到cistanoside E heptaacetate
  参考文献：
  名称：

  Studies on the constituents of Cistanchis Herba. V. Isolation and structures of two new phenylpropanoid glycosides, cistanosides E and F.

  摘要：

  从列当科肉苁蓉 (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (列当科) 的全草中分离得到两种新的苯丙素苷，命名为肉苁蓉苷 E (III) 和 F (IV)。 I) 和 (+)-丁香树脂醇 O-β-D-吡喃葡萄糖苷 (II)。 III和IV的结构确定为2-(4-羟基-3-甲氧基苯基)乙基O-α-L-吡喃鼠李糖基-(1→3)-O-β-D-吡喃葡萄糖苷和α-L-吡喃鼠李糖基( 1→3)-O-(4-O-咖啡酰基)-D-吡喃葡萄糖，分别基于化学和光谱数据。

  DOI：

  10.1248/cpb.33.1452
• 作为产物：
  描述：

  肉苁蓉苷 C 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以35 mg的产率得到cistanoside E
  参考文献：
  名称：

  Studies on the constituents of Cistanchis Herba. V. Isolation and structures of two new phenylpropanoid glycosides, cistanosides E and F.

  摘要：

  从列当科肉苁蓉 (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (列当科) 的全草中分离得到两种新的苯丙素苷，命名为肉苁蓉苷 E (III) 和 F (IV)。 I) 和 (+)-丁香树脂醇 O-β-D-吡喃葡萄糖苷 (II)。 III和IV的结构确定为2-(4-羟基-3-甲氧基苯基)乙基O-α-L-吡喃鼠李糖基-(1→3)-O-β-D-吡喃葡萄糖苷和α-L-吡喃鼠李糖基( 1→3)-O-(4-O-咖啡酰基)-D-吡喃葡萄糖，分别基于化学和光谱数据。

  DOI：

  10.1248/cpb.33.1452

文献信息

• Synthesis of Carbohydrate-based Natural Products from Leonurus japonicus and their Biological Evaluation as Anti-oxidants
  作者：Evette Clayton、Mitchell Hattie、Aleksandra W. Debowski、Keith A. Stubbs

  DOI：10.1071/ch13621

  日期：——

  Natural products are important materials that have found a wide variety of uses, especially in medicine. Traditional Chinese medicine (TCM) has especially taken advantage of natural products and compounds found in Leonurus, a species of herb used extensively in TCM to treat various ailments. Herein we describe the synthesis of three natural products from Leonurus japonicus and our investigation of their hepatoprotective properties.

  天然产品是用途广泛的重要材料，尤其是在医药方面。中药广泛用于治疗各种疾病，尤其是利用了日本琉璃草中的天然产物和化合物。在此，我们介绍了从日本雷公藤中合成的三种天然产物及其保肝特性的研究。
• Collective syntheses of phenylethanoid glycosides by interrupted Pummerer reaction mediated glycosylations
  作者：Yueqi Zhao、Jing Zeng、Yan Liu、Xiong Xiao、Guangfei Sun、Jiuchang Sun、Penghua Shu、Dengxian Fu、Lingkui Meng、Qian Wan

  DOI：10.1080/07328303.2018.1541997

  日期：2018.10.13

  The collective total syntheses of nine natural phenylethanoid glycosides (PhEGs) together with proposed Incanoside B in a divergent mode were described. By using a core disaccharide as common intermediate, our developed interrupted Pummerer reaction mediated (IPRm) glycosylations adopting latent-active strategy enables the efficient, concise and divergent syntheses of these bioactive PhEGs. Among them, five natural PhEGs, Darendoside B (1), Cistanoside G (3), Decaffeoyl acteoside (4), Kankanoside F (5) and 4 '''-epi-Leonoside F (7) were the first time being synthesized. According to the synthesis of 4 '''-epi-Leonoside F (7), we also elucidated the real structure of carbohydrate component of the PhEG isolated from Rehmannia glutinosa which was misled as "Leonoside F".[GRAPHICS].
• Studies on the constituents of Cistanchis Herba. V. Isolation and structures of two new phenylpropanoid glycosides, cistanosides E and F.
  作者：HIROMI KOBAYASHI、HIROKO KARASAWA、TOSHIO MIYASE、SEIGO FUKUSHIMA

  DOI：10.1248/cpb.33.1452

  日期：——

  Two new phenylpropanoid glycosides, named cistanosides E (III) and F (IV), were isolated from Cistanchis Herba, the whole plant of Cistanche salsa (C. A. MEY.) G. BECK (Orobanchaceae), together with two known lignan glycosides, liriodendrin (I) and (+)-syringaresinol O-β-D-glucopyranoside (II). The structures of III and IV were determined to be 2-(4-hydroxy-3-methoxyphenyl) ethyl O-α-L-rhamnopyranosyl-(1→3)-O-β-D-glucopyranoside and α-L-rhamnopyranosyl (1→3)-O-(4-O-caffeoyl)-D-glucopyranose, respectively, on the basis of chemical and spectral data.

  从列当科肉苁蓉 (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (C. A. MEY.) G. BECK (列当科) 的全草中分离得到两种新的苯丙素苷，命名为肉苁蓉苷 E (III) 和 F (IV)。 I) 和 (+)-丁香树脂醇 O-β-D-吡喃葡萄糖苷 (II)。 III和IV的结构确定为2-(4-羟基-3-甲氧基苯基)乙基O-α-L-吡喃鼠李糖基-(1→3)-O-β-D-吡喃葡萄糖苷和α-L-吡喃鼠李糖基( 1→3)-O-(4-O-咖啡酰基)-D-吡喃葡萄糖，分别基于化学和光谱数据。