brassicanal A sulfoxide | 181363-36-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: brassicanal A sulfoxide
• 英文别名: 2-methylsulfinyl-1H-indole-3-carbaldehyde
• CAS: 181363-36-0
• 化学式: C₁₀H₉NO₂S
• 分子量: 207.253
• InChiKey: PVEIKIKHAGDXJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  69.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  brassicanal A sulfoxide 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 3-(hydroxymethyl)indole 2-methylsulfoxide
  参考文献：
  名称：

  Biotransformation of the Brassica Phytoalexin Brassicanal A by the Blackleg Fungus

  摘要：

  The biotransformation of the brassica phytoalexin brassicanal A by the blackleg fungus [Leptosphaeria maculans (Desm.) Ces. et de Not., asexual stage Phoma lingam (Tode ex Fr.) Desm] was investigated. Three main biotransformation products were detected and isolated; their chemical structures were determined by spectroscopic methods and concomitant synthesis. Additionally, the antifungal activities of brassicanal A and its biotransformation products were compared. Overall, the biotransformation pathway suggests that the blackleg fungus has enzymes to carry out this biotransformation different from those involved in the biotransformation of the brassica phytoalexin brassinin.

  DOI：

  10.1021/jf960098u
• 作为产物：
  描述：

  1,3-二氢-2H-吲哚-2-硫酮 在 sodium carbonate 、 间氯过氧苯甲酸 、 三氯氧磷 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 5.25h， 生成 brassicanal A sulfoxide
  参考文献：
  名称：

  Biotransformation of the Brassica Phytoalexin Brassicanal A by the Blackleg Fungus

  摘要：

  The biotransformation of the brassica phytoalexin brassicanal A by the blackleg fungus [Leptosphaeria maculans (Desm.) Ces. et de Not., asexual stage Phoma lingam (Tode ex Fr.) Desm] was investigated. Three main biotransformation products were detected and isolated; their chemical structures were determined by spectroscopic methods and concomitant synthesis. Additionally, the antifungal activities of brassicanal A and its biotransformation products were compared. Overall, the biotransformation pathway suggests that the blackleg fungus has enzymes to carry out this biotransformation different from those involved in the biotransformation of the brassica phytoalexin brassinin.

  DOI：

  10.1021/jf960098u

文献信息

• Biotransformation of the Brassica Phytoalexin Brassicanal A by the Blackleg Fungus
  作者：M. Soledade C. Pedras、Abdul Q. Khan

  DOI：10.1021/jf960098u

  日期：1996.1.1

  The biotransformation of the brassica phytoalexin brassicanal A by the blackleg fungus [Leptosphaeria maculans (Desm.) Ces. et de Not., asexual stage Phoma lingam (Tode ex Fr.) Desm] was investigated. Three main biotransformation products were detected and isolated; their chemical structures were determined by spectroscopic methods and concomitant synthesis. Additionally, the antifungal activities of brassicanal A and its biotransformation products were compared. Overall, the biotransformation pathway suggests that the blackleg fungus has enzymes to carry out this biotransformation different from those involved in the biotransformation of the brassica phytoalexin brassinin.