chrysoarticulin A | 1434954-85-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: chrysoarticulin A
• 英文别名: (3R,4S)-3-[(2R)-butan-2-yl]-4,8-dihydroxy-5,7-dimethyl-3,4-dihydroisochromen-1-one
• CAS: 1434954-85-4
• 化学式: C₁₅H₂₀O₄
• 分子量: 264.321
• InChiKey: GFNHLBAMMYVPFE-IYCUSSIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  chrysoarticulin A 在 potassium hydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 生成 chrysoarticulin C
  参考文献：
  名称：

  Stereochemistry of hydroxy-bearing benzolactones: isolation and structural determination of chrysoarticulins A–C from a marine-derived fungus Chrysosporium articulatum

  摘要：

  Three new benzolactone metabolites, chrysoarticulins A-C (1-3), were isolated from the culture broth of Cluysosporium articulatum, a marine-derived fungus collected from an unidentified dictyoceratid sponge collected off the coast of Gagu-do, Korea. Structurally, these novel compounds were determined to be benzolactones possessing a branched side chain based on combined spectroscopic analyses. The absolute configurations of the asymmetric carbon centers were determined by extensive chemical and spectroscopic analyses that provided more insights into the stereochemistry of hydroxy-bearing benzolactones. The new compounds exhibited weak cytotoxicity against the K562 and A549 cell lines, and 3 was more active than the other compounds. Compound 3 was also moderately active against sortase A, a bacterial transpeptidase. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.006