kaempferol 3-O-[β-D-glucopyranosyl(1-3)][β-D-glucopyranosyl(1-3)-α-L-rhamnopyranosyl(1-6)]-(2-O-trans-p-coumaroyl)-β-D-glucopyranoside | 1063877-20-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: kaempferol 3-O-[β-D-glucopyranosyl(1-3)][β-D-glucopyranosyl(1-3)-α-L-rhamnopyranosyl(1-6)]-(2-O-trans-p-coumaroyl)-β-D-glucopyranoside
• 英文别名: kaempferol 3-O-[2G-(E)-coumaroyl-3G-O-β-D-glucosyl-3R-O-β-D-glucosylrutinoside]；kaempferol-3-O-[2'-trans-coumaryl-3'-O-β-D-glucosyl-3'-O-β-D-glucoside]；chakaflavonoside A；[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• CAS: 1063877-20-2
• 化学式: C₄₈H₅₆O₂₇
• 分子量: 1064.96
• InChiKey: APENTRZXTIDHBH-MBCHPONESA-N

物化性质

• 沸点：
  1319.9±65.0 °C(Predicted)
• 密度：
  1.76±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  75
• 可旋转键数：
  16
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  430
• 氢给体数：
  15
• 氢受体数：
  27

反应信息

• 作为反应物：
  描述：

  kaempferol 3-O-[β-D-glucopyranosyl(1-3)][β-D-glucopyranosyl(1-3)-α-L-rhamnopyranosyl(1-6)]-(2-O-trans-p-coumaroyl)-β-D-glucopyranoside 在 氢氧化钾 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以10.2 mg的产率得到desacyl-chakaflavonoside A
  参考文献：
  名称：

  药用花。二十二。中国茶树（茶树）花蕾中查卡皂苷V和VI，查卡诺糖苷I和查卡夫黄皂苷A的结构。

  摘要：

  从中国茶树[Camellia sinensis（L.）O. KUNTZE]的花蕾中分离出两种酰化的齐墩果烷型三萜寡糖苷，chakasaponins V和VI，一种芳香族糖苷，chakanoside I，一种酰化的黄酮寡糖苷，chakaflavonosideA。 。在化学和物理化学证据的基础上阐明了这些新糖苷的化学结构。

  DOI：

  10.1248/cpb.56.1297

文献信息

• Structural Determination and DPPH Radical-Scavenging Activity of Two Acylated Flavonoid Tetraglycosides in Oolong Tea (Camellia sinensis)
  作者：Viola Szu-Yuan Lee、Chiy-Rong Chen、Yun-Wen Liao、Jason Tze-Cheng Tzen、Chi-I Chang

  DOI：10.1248/cpb.56.851

  日期：——

  Two major acylated flavonoid tetraglycosides were isolated from the methanol extract of oolong tea. Their structures were elucidated by spectroscopic methods as quercetin 3-O-[2G-(E)-coumaroyl-3G-O-β-D-glucosyl-3R-O-β-D-glucosylrutinoside] (1) and kaempferol 3-O-[2G-(E)-coumaroyl-3G-O-β-D-glucosyl-3R-O-β-D-glucosylrutinoside] (2). Compounds 1 and 2 exhibited scavenging activity against DPPH radical with EC50 values of 30.5 and 487.2 μM, respectively.

  从乌龙茶的甲醇提取物中分离出两种主要的酰化黄酮四糖苷。通过光谱方法阐明其结构为槲皮素 3-O-[2G-(E)-香豆酰基-3G-O-β-D-glucosyl-3R-O-β-D< /小>-葡萄糖基芦丁苷] (1) 和山奈酚 3-O-[2G-(E)-香豆酰-3G-O-β-<小>D-葡萄糖基-3R-O-β-<小> D-葡萄糖基芦丁苷](2)。化合物1和2表现出对DPPH自由基的清除活性，EC50值分别为30.5和487.2 μM。
• Medicinal Flowers. XXII. Structures of Chakasaponins V and VI, Chakanoside I, and Chakaflavonoside A from Flower Buds of Chinese Tea Plant (Camellia sinensis)
  作者：Masayuki Yoshikawa、Sachiko Sugimoto、Seikou Nakamura、Hisashi Matsuda

  DOI：10.1248/cpb.56.1297

  日期：——

  Two acylated oleanane-type triterpene oligoglycosides, chakasaponins V and VI, an aromatic glycoside, chakanoside I, and an acylated flavonol oligoglycoside, chakaflavonoside A, were isolated from the flower buds of Chinese tea plant [Camellia sinensis (L.) O. KUNTZE]. The chemical structures of those new glycosides were elucidated on the basis of chemical and physicochemical evidence.

  从中国茶树[Camellia sinensis（L.）O. KUNTZE]的花蕾中分离出两种酰化的齐墩果烷型三萜寡糖苷，chakasaponins V和VI，一种芳香族糖苷，chakanoside I，一种酰化的黄酮寡糖苷，chakaflavonosideA。 。在化学和物理化学证据的基础上阐明了这些新糖苷的化学结构。