从海洋海绵中分离和合成抗抑郁先导化合物——veranamine
Isolation and Synthesis of Veranamine, an Antidepressant Lead from the Marine Sponge .
机构信息
Departments of Pharmacognosy and Pharmacology, National Center for Natural Products Research, University of Mississippi, University Park, Mississippi 38677, United States.
Department of Pharmaceutical Sciences, School of Pharmacy, Texas Tech University HSC, Amarillo, Texas 79106, United States.
出版信息
J Nat Prod. 2020 Apr 24;83(4):1092-1098. doi: 10.1021/acs.jnatprod.9b01107. Epub 2020 Mar 31.
Abstract
The natural product veranamine was isolated from the marine sponge . It contains a unique heterocyclic scaffold and demonstrates in vivo antidepressant activity and selective affinity for 5HT2B and sigma-1 receptors. The first total synthesis of veranamine is reported. Our scalable synthesis offers veranamine in six steps and 25% yield via an unprecedented vinylogous Pictet-Gams pyridine formation strategy. Veranamine is a promising new lead compound for antidepressant drug development.
摘要
天然产物韦拉纳明从海洋海绵中分离得到。它含有独特的杂环支架，具有体内抗抑郁活性和对 5-HT2B 和 sigma-1 受体的选择性亲和力。首次报道了韦拉纳明的全合成。我们的可扩展合成通过前所未有的 vinylogous Pictet-Gams 吡啶形成策略，以六步和 25%的收率提供韦拉纳明。韦拉纳明是一种很有前途的新型抗抑郁药物先导化合物。
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