Chemical Methods for Construction of Spirocyclic β-Lactams and their Biological Importance

Synthesis Pub Date : 2024-07-18 DOI:10.1055/a-2368-8443
Pooja Yadav, Shiwani Berry, Aman Bhalla
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Abstract

Spirocyclic β-lactams are a family of natural and synthetic chemicals with different biological activity, including antibacterial properties and interaction with critical physiological targets such as T-type calcium channels and acetyl-CoA cholesterol acyltransferase. Their unique chemical structure, combining spiro ring system with β-lactam group, offers promising opportunities for targeted medication discovery in medicinal chemistry. Spirocyclic β-lactams have the potential to be adaptable frameworks for developing novel therapeutic medicines with particular three-dimensional pharmacophoric characteristics and increased biological efficacy. Numerous methods are employed in the synthesis of spirocyclic β-lactams, such as cyclization, functional group modifications, asymmetric synthesis utilizing chiral catalysts and biomimetic approaches. In this Short Review, two distinct approaches to recent synthesis of spirocyclic β-lactams are discussed: one is based on constructing the β-lactam ring, while the other entails transforming monocyclic β-lactams into spirocyclic structures (from 2021 to till date). These methods include detailed reaction processes and biological function descriptions of target spirocycles. The applications of spirocyclic β-lactams in medicinal chemistry highlight their role in synthesis of structurally diverse compounds with significant therapeutic potential, demonstrating creative chemical methods of building complex molecular structures. 1 Introduction 2 β-Lactam Ring Synthesis 3 Non-β-Lactam Ring Synthesis 4 Miscellaneous Examples 5 Conclusion and Outlook 6 References

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构建螺环β-内酰胺的化学方法及其生物学意义
螺环β-内酰胺是一系列天然和合成化学物质,具有不同的生物活性,包括抗菌特性以及与 T 型钙通道和乙酰-CoA 胆固醇酰基转移酶等关键生理靶点的相互作用。它们独特的化学结构结合了螺环系统和 β-内酰胺基团,为药物化学中的靶向药物发现提供了大好机会。螺环β-内酰胺有可能成为开发具有特殊三维药效学特征和更高生物有效性的新型治疗药物的适应性框架。合成螺环 β-内酰胺的方法有很多,如环化、官能团修饰、利用手性催化剂进行不对称合成以及仿生方法。在本短评中,讨论了近期合成螺环 β-内酰胺的两种不同方法:一种是基于构建 β-内酰胺环,另一种是将单环 β-内酰胺转化为螺环结构(从 2021 年至今)。这些方法包括目标螺环的详细反应过程和生物功能描述。螺环 β-内酰胺在药物化学中的应用突出了其在合成具有重大治疗潜力的结构多样的化合物中的作用,展示了构建复杂分子结构的创造性化学方法。1 引言 2 β-内酰胺环合成 3 非β-内酰胺环合成 4 其它实例 5 结论与展望 6 参考文献
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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