trans-dihydrowaol A | 1446702-37-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: trans-dihydrowaol A
• 英文别名: (2R,3R,4aR,7S,7aR)-3-hydroxy-2,7-bis[(E)-prop-1-enyl]-2,3,4,4a,7,7a-hexahydrofuro[3,4-b]pyran-5-one
• CAS: 1446702-37-9
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: HYIOVPCFUNFYCR-AMEDQPCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  trans-dihydrowaol A 、 (R)-methoxytrifluoromethylphenylacetyl chloride 以 氘代吡啶 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Waol A, trans-dihydrowaol A, and cis-dihydrowaol A: polyketide-derived γ-lactones from a Volutella species

  摘要：

  An organic extract of a filamentous fungus (MSX 58801), identified as a Volutella sp. (Hypocreales, Ascomycota), displayed moderate cytotoxic activity against NCI-H460 human large cell lung carcinoma. Bioactivity-directed fractionation led to the isolation of three gamma-lactones having the furo[3,4-b]pyran-5-one bicyclic ring system [waol A (1), trans-dihydrowaol A (2), and cis-dihydrowaol A (3)]. The structures were elucidated using a set of spectroscopic and spectrometric techniques; the absolute configuration of 2 was established via a modified Mosher's ester method. Compounds 1 and 2 were evaluated for cytotoxicity against a human cancer cell panel. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.008