Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University, 401331 Chongqing, P. R. China.
Chemical Biology Research Center, School of Pharmaceutical Sciences, Chongqing University, 401331 Chongqing, P. R. China.
Org Lett. 2022 May 6;24(17):3291-3296. doi: 10.1021/acs.orglett.2c01187. Epub 2022 Apr 25.
Benzoheterocyclics have been widely adopted as drug-like core scaffolds that can be incorporated into DNA-encoded chemical library technology for high-throughput hit discovery. Here, we present a visible light-promoted divergent synthesis of on-DNA benzoheterocycles from aldehydes. Four types of DNA-conjugated benzoheterocyclics were obtained under mild conditions with a broad substrate scope. A cross substrate scope study, together with enzymatic ligation and subsequent chemical diversifications, were conducted, demonstrating the feasibility of this approach in DNA-encoded chemical library construction.
苯并杂环化合物被广泛用作类药性核心支架，可以被整合到 DNA 编码的化学库技术中，以进行高通量命中发现。在这里，我们展示了一种可见光促进的从醛到 DNA 键联苯并杂环化合物的发散合成方法。在温和的条件下，通过广泛的底物范围获得了四种类型的 DNA 键联苯并杂环化合物。进行了交叉底物范围研究，以及酶连接和随后的化学多样化，证明了这种方法在 DNA 编码化学库构建中的可行性。
