(+/-)-verbacine | 174393-34-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: (+/-)-verbacine
• 英文别名: 8-phenyl-1-[(E)-3-phenylprop-2-enoyl]-1,5,9,13-tetrazacycloheptadecan-6-one
• CAS: 174393-34-1
• 化学式: C₂₈H₃₈N₄O₂
• 分子量: 462.635
• InChiKey: ASBBGSDFHKCHMP-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  73.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+/-)-verbacine 生成 9,13-Diacetyl-8-phenyl-1-[(E)-(3-phenyl-acryloyl)]-1,5,9,13-tetraaza-cycloheptadecan-6-one
  参考文献：
  名称：

  Verballoscenine, the Z isomer of verbascenine from Verbascum phoeniceum

  摘要：

  The Z isomer (13-acetyl-1-(Z)-cinnamoyl-6-oxo-8-phenyl-1,5,9,13-tetraazacycloheptadecane; verballoscenine) of the 17-membered macrocyclic lactam alkaloid verbascenine was isolated from Verbascum phoeniceum and structurally characterized. The presence in the same plant material of the analogous N-13 non-acetyl alkaloids verbacine and verballocine as precursors in the biogenesis of verbascenine and verballoscenine is reported. Copyright (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0031-9422(96)00623-1
• 作为产物：
  描述：

  苯丙炔酸乙酯 在 platinum(IV) oxide 氯仿 、 triethoxyantimony 、 氢气 、 3,5-双(三氟甲基)苯硼酸 作用下， 以 苯 为溶剂， 反应 9.0h， 生成 (+/-)-verbacine
  参考文献：
  名称：

  Antimony-Templated Macrolactamization of Tetraamino Esters. Facile Synthesis of Macrocyclic Spermine Alkaloids, (±)-Buchnerine, (±)-Verbacine, (±)-Verbaskine, and (±)-Verbascenine

  摘要：

  DOI：

  10.1021/ja953541a

文献信息

• Metal-Templated Macrolactamization of Triamino and Tetramino Esters. Facile Synthesis of Macrocyclic Spermidine and Spermine Alkaloids, (<i>S</i>)-(+)-Dihydroperiphylline, (±)-Buchnerine, (±)-Verbacine, (±)-Verbaskine, and (±)-Verbascenine
  作者：Yoshichika Kuroki、Kazuaki Ishihara、Naoyuki Hanaki、Suguru Ohara、Hisashi Yamamoto

  DOI：10.1246/bcsj.71.1221

  日期：1998.5

  The total synthesis of spermidine and spermine alkaloids, (S)-(+)-dihydroperiphylline (1), (±)-buchnerine (2), (±)-verbacine (3), (±)-verbaskine (4), and (±)-verbascenine (5), is described. The construction of macrocyclic lactams has been efficiently accomplished by the metal-templated cyclization of triamino esters and tetraamino esters. It was also found that the antimony(III) ethoxide is useful

  亚精胺和精胺生物碱、(S)-(+)-dihydroperiphylline (1)、(±)-buchnerine (2)、(±)-verbacine (3)、(±)-verbaskine (4) 和(±)-verbascenine (5)，描述。大环内酰胺的构建已通过三氨基酯和四氨基酯的金属模板环化有效完成。还发现乙氧基锑(III)可用作分子间酰胺化催化剂。
• Natural preservatives and antimicrobial agents, including compositions thereof
  申请人：Unigen, Inc.

  公开号：US10780173B2

  公开（公告）日：2020-09-22

  Compositions are disclosed herein that comprise a mixture of at least one Albizia extract and a Magnolia extract. In some embodiments, the composition comprises a mixture of at least one Albizia extract enriched for one or more macrocyclic alkaloids and at least one Magnolia extract enrich for one or more lignans.

  本文公开的组合物包括至少一种白花蛇舌草提取物和一种厚朴提取物的混合物。在某些实施方案中，组合物包括至少一种富含一种或多种大环生物碱的白花蛇舌草提取物和至少一种富含一种或多种木脂素的厚朴提取物的混合物。
• NATURAL PRESERVATIVES AND ANTIMICROBIAL AGENTS, INCLUDING COMPOSITIONS THEREOF
  申请人：Unigen, Inc.

  公开号：EP3373946A1

  公开（公告）日：2018-09-19
• Natural Preservatives and Antimicrobial Agents, Including Compositions Thereof
  申请人：Unigen, Inc.

  公开号：US20170173162A1

  公开（公告）日：2017-06-22

  Compositions are disclosed herein that comprise a mixture of at least one Albizia extract and a Magnolia extract. In some embodiments, the composition comprises a mixture of at least one Albizia extract enriched for one or more macrocyclic alkaloids and at least one Magnolia extract enrich for one or more lignans.
• [EN] NATURAL PRESERVATIVES AND ANTIMICROBIAL AGENTS, INCLUDING COMPOSITIONS THEREOF<br/>[FR] CONSERVATEURS NATURELS ET AGENTS ANTIMICROBIENS, COMPRENANT DES COMPOSITIONS ASSOCIÉES
  申请人：UNIGEN INC

  公开号：WO2017083363A1

  公开（公告）日：2017-05-18

  Compositions are disclosed herein that comprise a mixture of at least one Albizia extract and a Magnolia extract. In some embodiments, the composition comprises a mixture of at least one Albizia extract enriched for one or more macrocyclic alkaloids and at least one Magnolia extract enrich for one or more lignans.