7-O-(4-O-methyl-β-glucopyranosyl)isoeugenitol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-O-(4-O-methyl-β-glucopyranosyl)isoeugenitol
• 英文别名: 7-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-5-hydroxy-2,8-dimethylchromen-4-one
• 化学式: C₁₈H₂₂O₉
• 分子量: 382.367
• InChiKey: QPNDNFSYAFXRNM-MDOOTNJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  7-O-(4-O-methyl-β-glucopyranosyl)isoeugenitol 在 盐酸 、 水 作用下， 反应 15.0h， 以9.5 mg的产率得到4-O-methyl-D-glucopyranose
  参考文献：
  名称：

  N-Hydroxypyridone alkaloids, chromone derivatives, and tetrahydroxanthones from the scale-insect pathogenic fungus Orbiocrella sp. BCC 33248

  摘要：

  Six new compounds, an N-hydroxypyridone glucoside, orbiocrellin A (1), its aglycone orbiocrellin B (2), chromone glucosides 3 and 4, a dihydrochromone 5a/5b, and a chromone 6, were isolated from the scale-insect pathogenic fungus Orbiocrella sp. BCC 33248. Orbiocrellin A (1) exhibited antimalarial activity against Plasmodium falciparum K1 (IC50 3.1 mu g/mL) while it was non-cytotoxic. In contrast, orbiocrellin B (2) showed both antimalarial (IC50 2.1 mu g/mL) and cytotoxic (NCI-H187 cells, IC50 0.70 mu g/mL) activities. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.10.029

文献信息

• N-Hydroxypyridone alkaloids, chromone derivatives, and tetrahydroxanthones from the scale-insect pathogenic fungus Orbiocrella sp. BCC 33248
  作者：Masahiko Isaka、Rachada Haritakun、Sumalee Supothina、Wilunda Choowong、Suchada Mongkolsamrit

  DOI：10.1016/j.tet.2014.10.029

  日期：2014.12

  Six new compounds, an N-hydroxypyridone glucoside, orbiocrellin A (1), its aglycone orbiocrellin B (2), chromone glucosides 3 and 4, a dihydrochromone 5a/5b, and a chromone 6, were isolated from the scale-insect pathogenic fungus Orbiocrella sp. BCC 33248. Orbiocrellin A (1) exhibited antimalarial activity against Plasmodium falciparum K1 (IC50 3.1 mu g/mL) while it was non-cytotoxic. In contrast, orbiocrellin B (2) showed both antimalarial (IC50 2.1 mu g/mL) and cytotoxic (NCI-H187 cells, IC50 0.70 mu g/mL) activities. (C) 2014 Elsevier Ltd. All rights reserved.