5,7-dihydroxy-3-methoxy-6-C-methylflavone 8,4'-di-O-β-D-glucopyranoside | 1395087-18-9

• 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: 5,7-dihydroxy-3-methoxy-6-C-methylflavone 8,4'-di-O-β-D-glucopyranoside
• 英文别名: 5,7-dihydroxy-3-methoxy-6-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• CAS: 1395087-18-9
• 化学式: C₂₉H₃₄O₁₇
• 分子量: 654.579
• InChiKey: IMPLZIZVOPEGNS-ZPOJWXRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  46
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  275
• 氢给体数：
  10
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  5,7-dihydroxy-3-methoxy-6-C-methylflavone 8,4'-di-O-β-D-glucopyranoside 在 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 生成 葡萄糖
  参考文献：
  名称：

  A new antifungal and cytotoxic C-methylated flavone glycoside from Picea neoveitchii

  摘要：

  A new C-methylated flavone glycoside, 5,7-dihydroxy-3-methoxy-6-C-methylflavone 8,4'-di-O-beta-D-glucopyranoside (1), was isolated from the twigs and leaves of Picea neoveitchii Mast, together with eight known compounds, 5,7,8,4'-tetrahydroxy-3-methoxy-6-methylflavone 8-O-beta-D-glucopyranoside (2) kaempferol 3,4'-di-O-beta-D-glucopyranoside (3), apigenin 7-O-beta-D-glucopyranoside (4), tiliroside (5), massonianoside B (6), umbeliferone 7-O-beta-D-glucopyranoside (7), dihydroconiferin (8) and gleditschiaside A (9). Their structures were elucidated on the basis of analyses of spectroscopic data. Compound 1 showed moderate antifungal activity against tested plant pathogens (Pyricularia grisea (Cooke) Sacc., Sclerotium rocfsii Sacc. and Alternaria mali Roberts), however, compounds 2 and 5 had obvious inhibitory effect against S. rocfsii and A. mali, respectively. Compounds 1, 2, 3 and 9 also exhibited potent cytotoxicity against Spodoptera litura Fabricius cells. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.089