CAS: 18423-69-3; Cubebin

该化合物是一种化学化合物,其独特结构包括一个呋喃环和两个管状体组,通常具有与呋喃和管状体功能有关的特性,例如潜在的芳香特性和因存在氢氧基体而具有的回活动;经常研究其生物活动,特别是在药理学和有机合成方面;呋喃环的存在可能有助于其参与各种化学反应的能力,包括电药替代和环状体. 此外,该化合物可能显示有机溶剂中的溶解性,这对许多呋喃衍生物很常见,其在生物系统中的具体应用和行为可能各有不同,使其成为医药化学和相关领域感兴趣的一个主题.与任何化学物质一样,在与四氟水-34-二氟基呋喃-2-醇合作时,应当考虑安全数据和处理预防措施.

结构式图片

MSDS等安全信息

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    合成工艺路线路线简述

      📜荜澄茄内酯置于二异丁基氢化铝体系中,用 二氯甲烷,环己烷 用作溶剂,化学反应 0.33H,以20%的收率获得
      参考文献:(-)-的全合成bicubebin A,B,(+)-Bicubebin C和结构重新分配(-)-顺式-Cubebin
      标题:(-)-的全合成bicubebin A,B,(+)-Bicubebin C和结构重新分配(-)-顺式-Cubebin
      摘要:通过(-)-立方二聚体的二聚化,实现了(-)-立方双聚体a的首次全合成以及两个以前未报道的双木脂素(-)-立方双聚体b和(+)-立方双聚体c,从而确认了结构和绝对立体化学(-)-Bicubebin A的数据分析.结果表明,该化合物与报道的化合物(-)-顺式-Cubinbin匹配.随后合成的顺式立方结构的NMR数据证实其原始结构是错误的.
      Doi:10.1021/acs.Orglett.7B02644

      海关参考信息

      专利信息


      专利号:US-2008194678-A1
      优先权日:2005-07-15
      标 题:Process To Obtain Synthetic And Semi-Synthetic Lignan Derivatives, Their Antiparasitic Activities And Corresponding Pharmaceutical Formulations, Including The Therapeutic Method Using Said Lignan For The Treatment Of Parasitosis
      发明人:SILVA MARCIO LUIS ANDRADE E; SILVA ROSANGELA DA; RODRIGUES VANDERLEI; PEREIRA OLAVO DOS SANTOS; SILVA FILHO ADEMAR ALVES DA; DONATE PAULO MARCOS; ALBUQUERQUE SERGIO; BASTOS JAIRO KENUPP
      权利人:FUNDACAO DE AMPARO A PESQUISSA
      摘要:A process to obtain synthetic and semi-synthetic derivatives of lignans, especially dibenzylbutyrolactonic, tetrahydrofuranic, aryltetralynic, furofuranic and dibenzocyclooctanic lignans obtained by means of partial synthesis and/or full synthesis or also by isolation from plant extracts. It refers to a process to obtain synthetic and semi-synthetic derivatives of (−)-cubebin, such as: (−)-O-acetylcubebin; (−)-O-methylcubebin; (−)-O—N,N-(dimethylamino-ethyl)-cubebin; (−)-hinokinin; (−)-6,6′-dinitroinokinine; (−)-O-benzylcubebin; (−)-6,6′-diaminoinokinin, (−)-6,6′-dinitroinokinin, as well as to obtain dibenzocyclooctanic lignans from dibenzylbutyrolactoinic lignans by means of structural modifications in the positions 7, 7′, 8, 8′, 9′ and in the aromatic rings (introduction and/or substitution of functional groups such as: —OH, —CO 2 H, —CO 2 CH 3 , —NO 2 , —NH 2 , —OCH 3 , —OAc, —SO 2 CH 3 , —SO 2 NH 2 , prenyl and halogens) is provided. A therapeutic method using the derivatives is also provided.

      供应商参考报价(招募中)

      品牌试剂参考报价(招募中)

      📌 第三方产品分析报告

      ✅ COA系统入驻 | 共享模式

      主要参考文献


      1: Somani GS, Nahire MS, Parikh AD, Mulik MB, Ghumatkar PJ, Laddha KS, Sathaye S. Neuroprotective effect of Cubebin: A dibenzylbutyrolactone lignan on scopolamine-induced amnesia in mice. Indian J Med Res. 2017 Aug;146(2):255-259. doi: 10.4103/ijmr.IJMR_156_14.
      2: Lima TC, Lucarini R, Volpe AC, de Andrade CQJ, Souza AMP, Pauletti PM, Januário AH, Símaro GV, Bastos JK, Cunha WR, Borges A, da Silva Laurentiz R, Conforti VA, Parreira RLT, Borges CHG, Caramori GF, Andriani KF, E Silva MLA. In vivo and in silico anti-inflammatory mechanism of action of the semisynthetic (-)-cubebin derivatives (-)-hinokinin and (-)-O-benzylcubebin. Bioorg Med Chem Lett. 2017 Jan 15;27(2):176-179. doi: 10.1016/j.bmcl.2016.11.081. Epub 2016 Nov 29.

      合成参考文献


      参考文献:10.1515/znc-2009-11-1204
      摘要:Silva ML, Martins CH, Lucarini R, Sato DN, Pavanb FR, Freitas NH, Andrade LN, Pereira AC, Bianco TN, Vinholis AH, Cunha WR, Bastos JK, Silva R, Da Silva Filho AA. Antimycobacterial activity of natural and semi-synthetic lignans. Z Naturforsch C J Biosci. 2009 Nov;64(11-12):779–84. doi: 10.1515/znc-2009-11-1204.
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