perrottetin E | 89911-97-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: perrottetin E
• 英文别名: 4-[2-(3-Hydroxyphenyl)ethyl]-2-[4-[2-(3-hydroxyphenyl)ethyl]phenoxy]phenol
• CAS: 89911-97-7
• 化学式: C₂₈H₂₆O₄
• 分子量: 426.512
• InChiKey: OCZHVLYTYFWOAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  perrottetin E 在 氨 、 sodium 、 potassium carbonate 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 3.0h， 生成 3-ethoxy-4'-hydroxydihydrostilbene
  参考文献：
  名称：

  来自 Pellia endiviifolia 的双（联苄基）醚

  摘要：

  摘要 两种新的双（联苄基）醚，perrottetin E-11'-甲基醚和 14-羟基 perrottetin E-11'-甲基醚与先前已知的双（联苄基）醚一起从苔藓 Pellia endiviifolia 的乙酸乙酯提取物中分离出来。 ，perrottetin E 及其结构特征的光谱方法，化学证据和全合成。目前的结果强烈支持舒斯特对 Metzgeriales 和 Jungermanniales 的系统发育分类。

  DOI：

  10.1016/0031-9422(91)84201-3
• 作为产物：
  描述：

  3-[2-(4-羟基苯基)乙基]苯酚 在 37-kDA peroxidase from Marchantia polymorpha 、 双氧水 作用下， 以 phosphate buffer 为溶剂， 反应 0.17h， 生成 perrottetin E
  参考文献：
  名称：

  A 37-kDa peroxidase secreted from liverworts in response to chemical stress

  摘要：

  A peroxidase was purified from the culture medium of a suspension culture of Marchantia polymorpha (liverwort) after treatment with bornyl acetate, which acts as a chemical stress agent to the cells. The peroxidase was characterised as a glycoprotein of molecular mass 37-kDa having a pl of about 10 and an optimal pH of 6.5. The peroxidase was thermally stable at 50 degreesC for up to 60 min. The partial amino acid sequence of the peroxidase was determined and found to be dissimilar to the amino acid sequences of other higher plant peroxidases. The oxidative polymerization of lunularin by this peroxidase was examined and the formation of a dimer, a trimer. and a tetramer was demonstrated by negative ion Fast Atom Bombardment (FAB)-mass spectroscopy of the reaction products. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(00)00262-4

文献信息

• Synthese von Bryophyten-Inhaltsstoffen 3. Neue Synthesen der Perrottetine E, F und G
  作者：Theophil Eicher、Madeleine Walter

  DOI：10.1055/s-1991-26496

  日期：——

  Synthesis of Bryophyte Components 3. New Syntheses of Perrottetines E, F and G Efficient and expeditious syntheses of the Perrottetines E, F and G (4′,5-bis(m-hydroxyphenethyl)diphenyl ether derivatives) are developed, which give rise to these biologically active linear bis(bibenzyl) derivatives on a preparative scale.

  苔藓成分的合成 3. Perrottetines E, F 和 G 的新合成方法 开发了有效且迅速的 Perrottetines E, F 和 G（4′,5-二(m-羟基苯乙基)二苯醚衍生物）的合成方法，可在准备规模上产生这些具有生物活性的线性双(bibenzyl)衍生物。
• Total synthesis of polymorphatin A, a macrocyclic bisbibenzyl with boat configured arenes
  作者：Faisal A. Almalki、Wei Sun、Mark E. Light、David C. Harrowven

  DOI：10.1016/j.tet.2020.131521

  日期：2020.10

  as to its likely existence as a natural product. Interest was rekindled when a claimed total synthesis revealed inconsistencies in spectral data between the synthetic sample and those reported for the natural product. Herein we describe a total synthesis of polymorphatin A, supported by an X-ray crystal structure of its trimethyl ether, that adds further intrigue as our synthetic sample displays physical

  据报道，多形蛋白A是多形花March的成分，此前人们猜测它可能作为天然产物存在。当要求保护的总合成显示合成样品与天然产物报告的光谱数据不一致时，人们重新燃起了兴趣。在这里，我们描述了由其三甲醚的X射线晶体结构支持的多形变体A的全合成，由于我们的合成样品显示的物理和光谱特性与上述报告中提供的数据不同，因此进一步增加了人们的兴趣。
• Perrottetins E, F, and G from (liverwort)--isolation, structure determination, and synthesis of perrottetin e
  作者：Masao Toyota、Motoo Tori、Keiko Takikawa、Yoshinori Shiobara、Mitsuaki Kodama、Yoshinori Asakawa

  DOI：10.1016/s0040-4039(00)95135-9

  日期：1985.1

  Perrottetin E, a cytotoxic bis(bibenzyl) ether, was isolated from and its structure determined by spectroscopic methods and total synthesis. Perrottetins F and G were also isolated from the same source and fully characterized.

  从其中分离出具有细胞毒性的双（联苄基）醚Perrottetin E，并通过光谱法和全合成确定其结构。Perrottetins F和G也从同一来源中分离出来并进行了充分表征。
• HASHIMOTO, TOSHIHIRO;SUZUKI, HAZIMU;TORI, MOTOO;ASAKAWA, YOSHINORI, PHYTOCHEMISTRY, 30,(1991) N, C. 1523-1530
  作者：HASHIMOTO, TOSHIHIRO、SUZUKI, HAZIMU、TORI, MOTOO、ASAKAWA, YOSHINORI

  DOI：——

  日期：——
• Diterpenoid constituents of the liverwort Nardia subclavata
  作者：Masao Toyota、Yoshinori Asakawa

  DOI：10.1016/0031-9422(93)85353-s

  日期：1993.10

  The liverwort, Nardia subclavata, afforded two new diterpene esters, bis-[ent-16-kauren-14R-yl] malonate and a bisditerpene derived from the esterification of malonic acid by phytol and ent-16-kauren-14R-ol, in addition to perrottetin E, beta-barbatene, (-)-kolavelool and ent-16-kauren-14R-yl hydrogen malonate. Their structures were established by chemical and spectral means. Perrottetin E and ent-16-kauren-14R-yl hydrogen malonate were the major constituents of this species.