plakortide S | 1429332-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: plakortide S
• 英文别名: 2-[(3S,4S,6S)-6-[(E,2S,4R)-2,4-diethyloct-5-enyl]-4,6-diethyldioxan-3-yl]acetic acid
• CAS: 1429332-83-1
• 化学式: C₂₂H₄₀O₄
• 分子量: 368.557
• InChiKey: MRRHNAZUVJWYGY-OVGYYZRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  plakortide S 在 臭氧 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 2.19h， 生成 methyl 2-((3S,4S,6S)-4,6-diethyl-6-((2S,4R)-2-ethyl-4-(hydroxymethyl)hexyl)-1,2-dioxan-3-yl)acetate
  参考文献：
  名称：

  New antimalarial polyketide endoperoxides from the marine sponge Plakinastrella mamillaris collected at Fiji Islands

  摘要：

  Plakortides R-U, four new polyketide endoperoxides, have been isolated from the marine sponge Plakinastrella mamillaris. Their structures were elucidated on the basis of extensive NMR spectroscopic (H-1 and C-13, COSY, HSQC, HMBC, and ROESY) and MS analyses and by chemical methods. In addition, a new method for the unambiguous stereochemical elucidation of 3,6-disubstituted 1,2-dioxines, frequently isolated from Plakinidae sponges, is reported. Pharmacological analysis demonstrated that plakortide U is endowed with in vitro antiplasmodial activity against a chloroquine-resistant strain. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.03.006

文献信息

• New antimalarial polyketide endoperoxides from the marine sponge Plakinastrella mamillaris collected at Fiji Islands
  作者：Carmen Festa、Simona De Marino、Maria Valeria D’Auria、Orazio Taglialatela-Scafati、Eric Deharo、Sylvain Petek、Angela Zampella

  DOI：10.1016/j.tet.2013.03.006

  日期：2013.5

  Plakortides R-U, four new polyketide endoperoxides, have been isolated from the marine sponge Plakinastrella mamillaris. Their structures were elucidated on the basis of extensive NMR spectroscopic (H-1 and C-13, COSY, HSQC, HMBC, and ROESY) and MS analyses and by chemical methods. In addition, a new method for the unambiguous stereochemical elucidation of 3,6-disubstituted 1,2-dioxines, frequently isolated from Plakinidae sponges, is reported. Pharmacological analysis demonstrated that plakortide U is endowed with in vitro antiplasmodial activity against a chloroquine-resistant strain. (C) 2013 Published by Elsevier Ltd.