5-((E)-1-Hydroxy-tetradec-12-enylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione | 1052107-46-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-((E)-1-Hydroxy-tetradec-12-enylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione
• CAS: 1052107-46-6
• 化学式: C₂₀H₃₂O₅
• 分子量: 352.471
• InChiKey: LNYPDEDEJXOBLK-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.11
• 重原子数：
  25.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-((E)-1-Hydroxy-tetradec-12-enylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 (S)-1-methyl-3-oxobutyl (E)-3-oxohexadec-14-enoate
  参考文献：
  名称：

  Structural requirements of dictyopyrones isolated from Dictyostelium spp. in the regulation of Dictyostelium development and in anti-leukemic activity

  摘要：

  Cellular slime molds are fascinating to the field of developmental biology, and have long been used as excellent model organisms for the study of various aspects of multicellular development. We have recently isolated alpha-pyronoids, named dictyopyrones A-D (1-4), from various species of Dictyostelium cellular slime molds, and it was shown that compound 3 may regulate Dictyostelium development. In this study, we synthesized dictyopyrones A-D (1-4) and their analogues, investigated the physiological role of the molecules in cell growth and morphogenesis in D. discoideum, and further verified their effects on human leukemia K562 cells. Nitrogen-containing compounds 22 and 37 strongly inhibited cell growth in K562 leukemia cells, indicating that these compounds may be utilized as novel lead compounds for anti-leukemic agents. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.04.001
• 作为产物：
  描述：

  (E)-14-methoxymethoxytetradec-2-en-1-ol 在 盐酸 、 4-二甲氨基吡啶 、 重铬酸吡啶 、 pyridine-SO3 complex 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-((E)-1-Hydroxy-tetradec-12-enylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione
  参考文献：
  名称：

  Structural requirements of dictyopyrones isolated from Dictyostelium spp. in the regulation of Dictyostelium development and in anti-leukemic activity

  摘要：

  Cellular slime molds are fascinating to the field of developmental biology, and have long been used as excellent model organisms for the study of various aspects of multicellular development. We have recently isolated alpha-pyronoids, named dictyopyrones A-D (1-4), from various species of Dictyostelium cellular slime molds, and it was shown that compound 3 may regulate Dictyostelium development. In this study, we synthesized dictyopyrones A-D (1-4) and their analogues, investigated the physiological role of the molecules in cell growth and morphogenesis in D. discoideum, and further verified their effects on human leukemia K562 cells. Nitrogen-containing compounds 22 and 37 strongly inhibited cell growth in K562 leukemia cells, indicating that these compounds may be utilized as novel lead compounds for anti-leukemic agents. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.04.001

文献信息

• Production of novel bispyrone metabolites in the cellular slime mold Dictyostelium giganteum induced by zinc(II) ion
  作者：Van Hai Nguyen、Haruhisa Kikuchi、Hiraku Sasaki、Kyoichi Iizumi、Yuzuru Kubohara、Yoshiteru Oshima

  DOI：10.1016/j.tet.2016.12.040

  日期：2017.2

  study, Zn2+ induced the production of two new bispyrone-type metabolites, dictyobispyrone B and E, in the cellular slime mold Dictyostelium giganteum. Their structures were proposed on the basis of spectroscopic analysis and confirmed by chemical synthesis. They possess a novel α,α-bispyrone skeleton modified with long carbon chains. Both could be formed from two different polyketide chains through a

  在这项研究中，Zn 2+诱导了细胞粘液霉菌Dictyostelium giganteum中两种新的双吡喃酮类代谢产物dictyobispyrone B和E的产生。它们的结构是在光谱分析的基础上提出并通过化学合成证实的。它们具有经长碳链修饰的新型α，α-双吡喃酮骨架。两者都可以通过一条新颖的生物合成途径由两条不同的聚酮链形成。我们的结果表明，在存在Zn 2+的情况下培养细胞粘液霉菌是发现其他结构独特化合物的有用技术。