castochrin

• 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: castochrin
• 英文别名: Castochrin；methyl 2-(3,8-dihydroxy-1-methoxycarbonyl-6-methyl-9-oxoxanthen-2-yl)sulfanyl-3,8-dihydroxy-6-methyl-9-oxoxanthene-1-carboxylate
• 化学式: C₃₂H₂₂O₁₂S
• 分子量: 630.585
• InChiKey: IOGVVQBWHVFMKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  45
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  211
• 氢给体数：
  4
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  polluxochrin 以 甲醇 、 水 为溶剂， 反应 6.0h， 以3.5 mg的产率得到castochrin
  参考文献：
  名称：

  Bioactive Sulfur-Containing Sulochrin Dimers and Other Metabolites from an Alternaria sp. Isolate from a Hawaiian Soil Sample

  摘要：

  Polluxochrin (1) and dioschrin (2), two new dimers of sulochrin linked by thioether bonds, were purified from an Alternaria sp. isolate obtained from a Hawaiian soil sample. The structures of the two metabolites were established by NMR, mass spectrometry data, and X-ray analysis. Metabolite 1 was determined to be susceptible to intramolecular cyclization under aqueous conditions, resulting in the generation of 2 as well as another dimeric compound, castochrin (3). An additional nine new metabolites were also obtained, including four new pyrenochaetic acid derivatives (8-11), one new asterric acid analogue (13), and four new secalonic acid analogues (14-17). Bioassay analysis of these compounds revealed 1-3 displayed antimicrobial and weak cytotoxic activities.

  DOI：

  10.1021/np5005449

文献信息

• Bioactive Sulfur-Containing Sulochrin Dimers and Other Metabolites from an <i>Alternaria</i> sp. Isolate from a Hawaiian Soil Sample
  作者：Shengxin Cai、Jarrod B. King、Lin Du、Douglas R. Powell、Robert H. Cichewicz

  DOI：10.1021/np5005449

  日期：2014.10.24

  Polluxochrin (1) and dioschrin (2), two new dimers of sulochrin linked by thioether bonds, were purified from an Alternaria sp. isolate obtained from a Hawaiian soil sample. The structures of the two metabolites were established by NMR, mass spectrometry data, and X-ray analysis. Metabolite 1 was determined to be susceptible to intramolecular cyclization under aqueous conditions, resulting in the generation of 2 as well as another dimeric compound, castochrin (3). An additional nine new metabolites were also obtained, including four new pyrenochaetic acid derivatives (8-11), one new asterric acid analogue (13), and four new secalonic acid analogues (14-17). Bioassay analysis of these compounds revealed 1-3 displayed antimicrobial and weak cytotoxic activities.