7-desmethylherbarin | 1234574-49-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异色满醌
• 英文名称: 7-desmethylherbarin
• 英文别名: 3,7-dihydroxy-9-methoxy-3-methyl-1,4-dihydrobenzo[g]isochromene-5,10-dione
• CAS: 1234574-49-2
• 化学式: C₁₅H₁₄O₆
• 分子量: 290.273
• InChiKey: OHQMZDGELJCFFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-desmethylherbarin 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以0.5 mg的产率得到3,4-二氢-3-羟基-7,9-二甲氧基-3-甲基-1H-萘并[2,3-c]吡喃-5,10-二酮
  参考文献：
  名称：

  Maximizing Chemical Diversity of Fungal Metabolites: Biogenetically Related Heptaketides of the Endolichenic Fungus Corynespora sp.

  摘要：

  In an attempt to explore the biosynthetic potential of the endolichenic fungus Corynespora sp. BA-10763, its metabolite profiles under several culture conditions were investigated. When cultured in potato dextrose agar, it produced three new heptaketides, 9-O-methylscytalol A (1), 7-desmethylherbarin (2), and 8-hydroxyherbarin (3), together with biogenetically related metabolites scytalol A (4), 8-O-methylfusarubin (5), scorpinone (6), and 8-O-methylbostrycoidin (7), which are new to this organism, and herbarin (8), it metabolite previously encountered in this fungal strain. The use of malt extract agar as the culture medium led to the isolation of 6, 8, 1-hydroxydehydroherbarin (9), and 1-methoxydehydroherbarin (10), which was found to be in artifact formed during the extraction of the culture medium with methanol. The structures of all new compounds were determined by interpretation of their spectroscopic data and chemical interconversions.

  DOI：

  10.1021/np900684v

文献信息

• Maximizing Chemical Diversity of Fungal Metabolites: Biogenetically Related Heptaketides of the Endolichenic Fungus <i>Corynespora</i> sp.
  作者：E. M. Kithsiri Wijeratne、Bharat P. Bashyal、Malkanthi K. Gunatilaka、A. Elizabeth Arnold、A. A. Leslie Gunatilaka

  DOI：10.1021/np900684v

  日期：2010.6.25

  In an attempt to explore the biosynthetic potential of the endolichenic fungus Corynespora sp. BA-10763, its metabolite profiles under several culture conditions were investigated. When cultured in potato dextrose agar, it produced three new heptaketides, 9-O-methylscytalol A (1), 7-desmethylherbarin (2), and 8-hydroxyherbarin (3), together with biogenetically related metabolites scytalol A (4), 8-O-methylfusarubin (5), scorpinone (6), and 8-O-methylbostrycoidin (7), which are new to this organism, and herbarin (8), it metabolite previously encountered in this fungal strain. The use of malt extract agar as the culture medium led to the isolation of 6, 8, 1-hydroxydehydroherbarin (9), and 1-methoxydehydroherbarin (10), which was found to be in artifact formed during the extraction of the culture medium with methanol. The structures of all new compounds were determined by interpretation of their spectroscopic data and chemical interconversions.