frondhyperin D

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: frondhyperin D
• 英文别名: 2,2-Dimethyl-3-(3-oxo-3-phenylpropanoyl)oxybutanoic acid；2,2-dimethyl-3-(3-oxo-3-phenylpropanoyl)oxybutanoic acid
• 化学式: C₁₅H₁₈O₅
• 分子量: 278.305
• InChiKey: YDMYEWKBCIEBHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-(-)- α-甲基苄胺 、 frondhyperin D 在 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 甲醇 为溶剂， 反应 10.0h， 以2.5 mg的产率得到
  参考文献：
  名称：

  Frondhyperins A–D, short ketide–phenylketide conjugates from Hypericum frondosum cv. Sunburst

  摘要：

  Four new ketides, frondhyperins A-D (1-4), were isolated from the aerial parts of Hypericum frondosum cv. Sunburst. The structures of 1-4 were elucidated on the basis of spectroscopic analyses and chemical conversions. The absolute configuration of 2 was assigned by comparison of the experimental ECD spectrum with TDDFT calculated spectrum, while those of 1 and 3 were revealed by their chemical correlation of 2. In contrast, 4 was shown to be a racemate. Frondhyperins A-D (1-4) had novel chemical structures comprising short ketide and phenylketide moieties in common. Possible biogenetic pathway of 1-4 was presented. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2017.02.089

文献信息

• Frondhyperins A–D, short ketide–phenylketide conjugates from Hypericum frondosum cv. Sunburst
  作者：Kanji Niwa、Naonobu Tanaka、Yoshiki Kashiwada

  DOI：10.1016/j.tetlet.2017.02.089

  日期：2017.4

  Four new ketides, frondhyperins A-D (1-4), were isolated from the aerial parts of Hypericum frondosum cv. Sunburst. The structures of 1-4 were elucidated on the basis of spectroscopic analyses and chemical conversions. The absolute configuration of 2 was assigned by comparison of the experimental ECD spectrum with TDDFT calculated spectrum, while those of 1 and 3 were revealed by their chemical correlation of 2. In contrast, 4 was shown to be a racemate. Frondhyperins A-D (1-4) had novel chemical structures comprising short ketide and phenylketide moieties in common. Possible biogenetic pathway of 1-4 was presented. (C) 2017 Elsevier Ltd. All rights reserved.