purpurone

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: purpurone
• 英文别名: Purpurone；10,14-bis(3,4-dihydroxyphenyl)-5,6,18,19-tetrahydroxy-12-[2-(4-hydroxyphenyl)ethyl]-12-azapentacyclo[11.8.0.02,11.03,8.016,21]henicosa-1,3,5,7,10,13,16,18,20-nonaene-9,15-dione
• 化学式: C₄₀H₂₇NO₁₁
• 分子量: 697.654
• InChiKey: USHRRYVVGLGHAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  52
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  219
• 氢给体数：
  9
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 purpurone 以 甲醇 、 乙醚 为溶剂， 反应 4.0h， 生成 Permethyl purpurone
  参考文献：
  名称：

  Purpurone, an inhibitor of ATP-citrate lyase: a novel alkaloid from the marine sponge Iotrochota sp

  摘要：

  A novel compound, purpurone (1), with ATP-citrate lyase inhibitory activity, was isolated from the marine sponge Iotrochota sp. Its structure was established mainly on the basis of NMR spectroscopic data. Purpurone represents the first example of a new class of marine products.

  DOI：

  10.1021/jo00061a031
• 作为产物：
  描述：

  Permethyl purpurone 在 三溴化硼 、 环己烯 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到purpurone
  参考文献：
  名称：

  海洋生物碱紫嘌呤和宁那林C的首次全合成

  摘要：

  从3-（3,4-二甲氧基苯基）丙酮酸，2-（4-甲氧基苯基）乙胺和2'，2'，2'-三氯乙基2-溴-2-（3,4-二甲氧基苯基）乙酸酯中获得紫酮七个步骤，总产率为11％。Ningalin C由1- [2-（3,4-二甲氧基苯基）乙基] -3,4-双-（3,4-二甲氧基苯基）-1 H-吡咯和甲基2-重氮-2-（3,4）合成分五个步骤合成乙酸-二甲氧基苯基酯），总产率为19％。

  DOI：

  10.1016/s0040-4039(00)01614-2

文献信息

• One-Pot AgOAc-Mediated Synthesis of Polysubstituted Pyrroles from Primary Amines and Aldehydes: Application to the Total Synthesis of Purpurone
  作者：Qingjiang Li、Aili Fan、Zhiyao Lu、Yuxin Cui、Wenhan Lin、Yanxing Jia

  DOI：10.1021/ol101644g

  日期：2010.9.17

  A simple and efficient method for the synthesis of 1,3,4-trisubstituted or 3,4-disubstituted pyrroles has been developed. The reaction represents the first time that pyrroles are synthesized directly from readily available aldehydes and amines (anilines) as starting materials. This method has been successfully applied to the rapid synthesis of purpurone.

  已经开发了一种简单有效的合成1,3,4-三取代或3,4-二取代的吡咯的方法。该反应代表首次从容易获得的醛和胺（苯胺）为原料直接合成吡咯。该方法已成功地应用于紫嘌呤的快速合成。
• Treatment of viral infections by modulation of host cell metabolic pathways
  申请人：THE TRUSTEES OF PRINCETON UNIVERSITY

  公开号：EP2581081A2

  公开（公告）日：2013-04-17

  Alterations of certain metabolite concentrations and fluxes that occur in response to viral infection are described. Host cell enzymes in the involved metabolic pathways are selected as targets for intervention; i.e., to restore metabolic flux to disadvantage viral replication, or to further derange metabolic flux resulting in "suicide" of viral-infected cells (but not uninfected cells) in order to limit viral propagation. While any of the enzymes in the relevant metabolic pathway can be selected, pivotal enzymes at key control points in these metabolic pathways are preferred as candidate antiviral drug targets. Inhibitors of these enzymes are used to reverse, or redirect, the effects of the viral infection. Drug candidates are tested for antiviral activity using screening assays in vitro and host cells, as well as in animal models.; Animal models are then used to test efficacy of candidate compounds in preventing and treating viral infections. The antiviral activity of enzyme inhibitors is demonstrated.

  描述了病毒感染时某些代谢物浓度和通量的变化。所涉及的代谢途径中的宿主细胞酶被选为干预目标；即恢复代谢通量以不利于病毒复制，或进一步改变代谢通量导致病毒感染细胞（而非未感染细胞）"自杀 "以限制病毒传播。虽然可以选择相关代谢途径中的任何一种酶，但这些代谢途径关键控制点上的关键酶更适合作为候选的抗病毒药物靶点。这些酶的抑制剂可用于逆转或重定向病毒感染的影响。候选药物通过体外和宿主细胞以及动物模型中的筛选试验进行抗病毒活性测试；然后用动物模型测试候选化合物在预防和治疗病毒感染方面的疗效。展示酶抑制剂的抗病毒活性。
• TREATMENT OF VIRAL INFECTIONS BY MODULATION OF HOST CELL METABOLIC PATHWAYS
  申请人：The Trustees of Princeton University

  公开号：US20160346309A1

  公开（公告）日：2016-12-01

  Alterations of certain metabolite concentrations and fluxes that occur in response to viral infection are described. Host cell enzymes in the involved metabolic pathways are selected as targets for intervention; i.e., to restore metabolic flux to disadvantage viral replication, or to further derange metabolic flux resulting in “suicide” of viral-infected cells (but not uninfected cells) in order to limit viral propagation. While any of the enzymes in the relevant metabolic pathway can be selected, pivotal enzymes at key control points in these metabolic pathways are preferred as candidate antiviral drug targets. Inhibitors of these enzymes are used to reverse, or redirect, the effects of the viral infection. Drug candidates are tested for antiviral activity using screening assays in vitro and host cells, as well as in animal models. Animal models are then used to test efficacy of candidate compounds in preventing and treating viral infections. The antiviral activity of enzyme inhibitors is demonstrated.
• US9029413B2
  申请人：——

  公开号：US9029413B2

  公开（公告）日：2015-05-12
• US9757407B2
  申请人：——

  公开号：US9757407B2

  公开（公告）日：2017-09-12