硫代乙内酰脲骨架在 DNA 上的合成及其在聚焦 DNA 编码文库构建中的应用。

Synthesis of Thiohydantoin Scaffolds on DNA for Focused DNA-Encoded Library Construction.

机构信息

Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China.

Pharmaceutical Department, Chongqing University Three Gorges Hospital, Chongqing University, Chongqing 404100, China.

出版信息

Org Lett. 2024 Oct 18;26(41):8916-8921. doi: 10.1021/acs.orglett.4c03369. Epub 2024 Oct 3.

DOI:10.1021/acs.orglett.4c03369

Abstract

Thiohydantoin represents a significant class of biologically active privileged heterocyclic scaffolds. Herein, we present a convenient and robust DNA-compatible method for constructing a thiohydantoin-focused DNA-encoded library. This reaction can be applied to a wide variety of isothiocyanate partners, arylamine feedstocks, and diverse α-amine acid derivatives, exhibiting excellent conversions, high functional group tolerance, and preservation of DNA tag integrity. Our method allows for easy access to a valuable three-cycle thiohydantoin-focused DNA-encoded library.

摘要

硫代海因代表了一大类具有生物活性的特权杂环支架。本文介绍了一种方便、稳健的适用于构建硫代海因为中心的 DNA 编码文库的方法。该反应可以与多种异硫氰酸酯试剂、芳基胺原料以及各种α-胺酸衍生物兼容，表现出优异的转化率、高官能团容忍度和 DNA 标签完整性的保持。我们的方法可以方便地获得有价值的三环硫代海因为中心的 DNA 编码文库。

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