daldinolide A

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: daldinolide A
• 英文别名: Daldinolide A；3-(2,3-dimethoxy-5-methylphenyl)-3,5-dihydroxy-7-methoxy-2-benzofuran-1-one
• 化学式: C₁₈H₁₈O₇
• 分子量: 346.337
• InChiKey: RMNOGZNNJGVWOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-(2,3-Dimethoxy-5-methyl-benzoyl)-4-hydroxy-6-methoxy-benzaldehyde 在 sodium chlorite 、 sodium dihydrogenphosphate 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 1.08h， 以8.2 mg的产率得到daldinolide A
  参考文献：
  名称：

  Isoindolinones, Phthalides, and a Naphthoquinone from the Fruiting Body of Daldinia concentrica

  摘要：

  A chemical investigation of the ascomycetes of Daldinia concentrica was performed using silica gel column chromatography, ODS column chromatography, and preparative HPLC. Two new isoindolinone compounds, daldinans B (1) and C (2), two new phthalide compounds, daldinolides A (3) and B (4), and a new naphthoquinone, daldiquinone (5), were isolated together with two known compounds (6 and 7). The structures of 1, 2, and 5 were established using NMR, MS, and IR methods, and the structures of 3 and 4 were determined by derivatization from known compounds (6 and 7). 5 exhibited antiangiogenesis activity against HUVECs (IC50 = 7.5 mu M).

  DOI：

  10.1021/acs.jnatprod.7b00976

文献信息

• Isoindolinones, Phthalides, and a Naphthoquinone from the Fruiting Body of <i>Daldinia concentrica</i>
  作者：Hitoshi Kamauchi、Yuki Shiraishi、Akiyo Kojima、Naoki Kawazoe、Kaoru Kinoshita、Kiyotaka Koyama

  DOI：10.1021/acs.jnatprod.7b00976

  日期：2018.5.25

  A chemical investigation of the ascomycetes of Daldinia concentrica was performed using silica gel column chromatography, ODS column chromatography, and preparative HPLC. Two new isoindolinone compounds, daldinans B (1) and C (2), two new phthalide compounds, daldinolides A (3) and B (4), and a new naphthoquinone, daldiquinone (5), were isolated together with two known compounds (6 and 7). The structures of 1, 2, and 5 were established using NMR, MS, and IR methods, and the structures of 3 and 4 were determined by derivatization from known compounds (6 and 7). 5 exhibited antiangiogenesis activity against HUVECs (IC50 = 7.5 mu M).