worenine | 38763-54-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 原小檗碱生物碱及其衍生物
• 英文名称: worenine
• 英文别名: Worenine chloride；24-methyl-5,7,18,20-tetraoxa-13-azoniahexacyclo[11.11.0.02,10.04,8.015,23.017,21]tetracosa-1(24),2,4(8),9,13,15,17(21),22-octaene;chloride
• CAS: 38763-54-1
• 化学式: C₂₀H₁₆NO₄*Cl
• 分子量: 369.804
• InChiKey: NGZVWSRJFCTIMV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.12
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  40.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  worenine 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 tetrahydroworenine
  参考文献：
  名称：

  13-甲基原小檗碱和13-甲基四氢原小檗碱生物碱的简明合成

  摘要：

  八种 13-甲基原小檗碱 (13-MePB) 和八种对映体富集的 13-甲基四氢原小檗碱 (13-MeTHPB) 生物碱的简明合成已以战术模块化方式实现。这项合成工作的特点是一锅法无金属 Pictet-Spengler/Friedel-Crafts 羟烷基化/脱水/氧化序列和随后的高度对映选择性 Ir 催化氢化。鉴于这种简洁性和模块化，我们开发的合成路线将非常有利于有效合成现有天然产物和 13-MePB 和 13-MeTHPB 家族的新全合成变体。

  DOI：

  10.1016/j.cclet.2022.04.047
• 作为产物：
  描述：

  tetrahydroworenine 生成 worenine
  参考文献：
  名称：

  Govindachari,T.R. et al., Indian Journal of Chemistry, 1971, vol. 9, p. 1313 - 1315

  摘要：

  DOI：

文献信息

• An Efficient and Eco‐Friendly Synthesis of Protoberberine and 13‐Me Protoberberine Alkaloids via Electrochemical Acceptorless Dehydrogenation
  作者：Weijian Li、Shiqi Huang、Meifen Jiang、Yu Chen、Zhi Yang、Pei Tang、Fener Chen

  DOI：10.1002/cctc.202201553

  日期：——

  Natural product electrosynthesis: An eco-friendly protocol for the synthesis of protoberberine and 13-Me protoberberine alkaloids relies on electrochemical acceptorless dehydrogenation at the last stage, using 10 mol% I2 as redox mediator at room temperature under mild reaction conditions.

  天然产物电合成：用于合成原小檗碱和 13-Me 原小檗碱生物碱的环保方案依赖于最后阶段的电化学无受体脱氢，在温和的反应条件下在室温下使用 10 mol% I 2 作为氧化还原介质。
• PHARMACEUTICAL COMPOSITION COMPRISING EXTRACTS OF HUANGLIAN AND KU DING CHA EFFECTIVE FOR LOWERING BLOOD LIPID LEVELS
  申请人：Afexa Life Sciences Inc.

  公开号：EP2300028A1

  公开（公告）日：2011-03-30
• SYNERGISTIC PHARMACEUTICAL COMPOSITION, METHOD OF MAKING SAME AND USE OF SAME
  申请人：Shan Jacqueline Jie

  公开号：US20090285915A1

  公开（公告）日：2009-11-19

  A medicinal combination of herbs, herbal extracts, and their chemical constituents that is synergistically effective for promoting human and veterinary health. The combination is a blood lipid level lowering synergistic composition comprising Ku ding cha, berberine or a berberine-containing plant extract, and other optional active ingredients. Methods of extraction and combination in synergistic amounts are also disclosed. The compositions according to the present invention may be used to treat or reduce the chance of contracting or the progression of a number of diseases or conditions in a subject, particularly cardiovascular diseases.
• US8642094B2
  申请人：——

  公开号：US8642094B2

  公开（公告）日：2014-02-04
• [EN] PHARMACEUTICAL COMPOSITION COMPRISING EXTRACTS OF HUANGLIAN AND KU DING CHA EFFECTIVE FOR LOWERING BLOOD LIPID LEVELS<br/>[FR] COMPOSITION PHARMACEUTIQUE COMPRENANT DES EXTRAITS DE HUANGLIAN (COPTIS SINENSIS) ET KU DING CHA EFFICACES EN TANT QU'HYPOLIPÉMIANTS
  申请人：AFEXA LIFE SCIENCES INC

  公开号：WO2009133458A1

  公开（公告）日：2009-11-05

  A medicinal combination of herbs, herbal extracts, and their chemical constituents that is synergistically effective for promoting human and veterinary health. The combination is a blood lipid level lowering synergistic composition comprising Ku ding cha, berberine or a berberine-containing plant extract, and other optional active ingredients. Methods of extraction and combination in synergistic amounts are also disclosed. The compositions according to the present invention may be used to treat or reduce the chance of contracting or the progression of a number of diseases or conditions in a subject, particularly cardiovascular diseases.