9,10-dehydrobromopalisadin A | 1206799-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 9,10-dehydrobromopalisadin A
• 英文别名: (5aS,9aS,10aR)-6,6,9a-trimethyl-1,3,5,5a,9,10a-hexahydrofuro[3,4-b][1]benzoxepine
• CAS: 1206799-25-8
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: VSXJRQBXANALRR-YDHLFZDLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (3aR,4aS,7S,8aS)-7-溴-1,3,3a,4a,5,6,7,8,8a,9-十氢-4a,8,8-三甲基呋喃并[3,4-b][1]苯并氧杂卓 在 Rhinocladiella sp. K-001 作用下， 反应 504.0h， 以17.7%的产率得到9,10-dehydrobromopalisadin A
  参考文献：
  名称：

  Biotransformation of bromosesquiterpenes by marine fungi

  摘要：

  Biotransformation of bromosesquiterpenes was investigated with two types of fungi, Rhinocladiella atrovirens NRBC 32362 and also Rhinocladiella sp. K-001, isolated from the Okinawan brown alga Stypopodium zonale. R. atrovirens NRBC 32362 converted aplysistatin 1 into three compounds 5 alpha-hydroxyaplysistatin 4, 5 alpha-hydroxyisoaplysistatin 5 and 9 beta-hydroxyaplysistatin 6. Transformation of 1, palisadin A 2 and 12-hydroxypalisadin B 3 by Rhinocladiella sp. K-001 gave two compounds, 3,4-dihydroaplysistatin 7 and 9,10-dehydrobromopalisadin A 8. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2009.08.021

文献信息

• Biotransformation of bromosesquiterpenes by marine fungi
  作者：Masahiro Koshimura、Takamitsu Utsukihara、Mai Kawamoto、Michihiko Saito、C. Akira Horiuchi、Masayuki Kuniyoshi

  DOI：10.1016/j.phytochem.2009.08.021

  日期：2009.12

  Biotransformation of bromosesquiterpenes was investigated with two types of fungi, Rhinocladiella atrovirens NRBC 32362 and also Rhinocladiella sp. K-001, isolated from the Okinawan brown alga Stypopodium zonale. R. atrovirens NRBC 32362 converted aplysistatin 1 into three compounds 5 alpha-hydroxyaplysistatin 4, 5 alpha-hydroxyisoaplysistatin 5 and 9 beta-hydroxyaplysistatin 6. Transformation of 1, palisadin A 2 and 12-hydroxypalisadin B 3 by Rhinocladiella sp. K-001 gave two compounds, 3,4-dihydroaplysistatin 7 and 9,10-dehydrobromopalisadin A 8. (C) 2009 Elsevier Ltd. All rights reserved.