Amide bioisosteric replacement in the design and synthesis of quorum sensing modulators,European Journal of Medicinal Chemistry

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Amide bioisosteric replacement in the design and synthesis of quorum sensing modulators
European Journal of Medicinal Chemistry ( IF 6.0 ) Pub Date : 2024-05-21 , DOI: 10.1016/j.ejmech.2024.116525
Qiang Zhang ₁ , Laurent Soulère ₂ , Yves Queneau ₂

Affiliation

The prevention or control of bacterial infections requires continuous search for novel approaches among which bacterial quorum sensing inhibition is considered as a complementary antibacterial strategy. Quorum sensing, used by many different bacteria, functions through a cell-to-cell communication mechanism relying on chemical signals, referred to as autoinducers, such as -acyl homoserine lactones (AHLs) which are the most common chemical signals in this system. Designing analogs of these autoinducers is one of the possible ways to interfere with quorum sensing. Since bioisosteres are powerful tools in medicinal chemistry, targeting analogs of AHLs or other signal molecules and mimics of known QS modulators built on amide bond bioisosteres is a relevant strategy in molecular design and synthetic routes. This review highlights the application of amide bond bioisosteric replacement in the design and synthesis of novel quorum sensing inhibitors.

中文翻译：

群体感应调节剂设计和合成中的酰胺生物等排替代

预防或控制细菌感染需要不断寻找新方法，其中细菌群体感应抑制被认为是一种补充抗菌策略。许多不同细菌使用的群体感应通过依赖于化学信号的细胞间通讯机制发挥作用，称为自诱导剂，例如β-酰基高丝氨酸内酯（AHL），它是该系统中最常见的化学信号。设计这些自诱导剂的类似物是干扰群体感应的可能方法之一。由于生物电子等排体是药物化学中的强大工具，因此针对 AHL 或其他信号分子的类似物以及基于酰胺键生物电子等排体构建的已知 QS 调节剂的模拟物是分子设计和合成路线中的相关策略。本综述重点介绍了酰胺键生物等排取代在新型群体感应抑制剂的设计和合成中的应用。

更新日期：2024-05-21

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