5α-hydroxyaplysistatin | 1206799-14-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 5α-hydroxyaplysistatin
• 英文别名: (5S,5aR,7S,9aS,10aR)-7-bromo-5-hydroxy-6,6,9a-trimethyl-5,5a,7,8,9,10a-hexahydro-1H-furo[3,4-b][1]benzoxepin-3-one
• CAS: 1206799-14-5
• 化学式: C₁₅H₂₁BrO₄
• 分子量: 345.233
• InChiKey: YGUXFWBBYGJSHK-VSBZFQJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (3aR,4aS,7S,8aS)-7-溴-3a,4a,5,6,7,8,8a,9-八氢-4a,8,8-三甲基呋喃并[3,4-b][1]苯并氧杂卓-1(3H)-酮 在 Rhinocladiella atrovirens NRBC 32362 作用下， 以7.3%的产率得到5α-hydroxyaplysistatin
  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.