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功能化喹啉支架及杂化物的最新进展——治疗医学中的特殊药效基团

Recent advances in functionalized quinoline scaffolds and hybrids-Exceptional pharmacophore in therapeutic medicine.

作者信息

Elebiju Oluwadunni F, Ajani Olayinka O, Oduselu Gbolahan O, Ogunnupebi Temitope A, Adebiyi Ezekiel

机构信息

Covenant University Bioinformatics Research (CUBRe), Covenant University, Ota, Nigeria.

Department of Chemistry, College of Science and Technology, Covenant University, Ota, Nigeria.

出版信息

Front Chem. 2023 Jan 6;10:1074331. doi: 10.3389/fchem.2022.1074331. eCollection 2022.

Abstract

Quinoline is one of the most common nitrogen-containing heterocycles owing to its fascinating pharmacological properties and synthetic value in organic and pharmaceutical chemistry. Functionalization of this moiety at different positions has allowed for varying pharmacological activities of its derivative. Several publications over the last few decades have specified various methods of synthesis. This includes classical methods of synthesizing the primary quinoline derivatives and efficient methods that reduce reaction time with increased yield employing procedures that fulfill one of the twelve green chemistry principles, "safer solvent". The metal nanoparticle-catalyzed reaction also serves as a potent and effective technique for the synthesis of quinoline with excellent atom efficiency. The primary focus of this review is to highlight the routes to synthesizing functionalized quinoline derivatives, including hybrids that have moieties with predetermined activities bound to the quinoline moiety which are of interest in synthesizing drug candidates with dual modes of action, overcoming toxicity, and resistance amongst others. This was achieved using updated literature, stating the biological activities and mechanisms through which these compounds administer relief. The ADMET studies and Structure-Activity Relationship (SAR) of novel derivatives were also highlighted to explore the drug-likeness of the quinoline-hybrids and the influence of substituent characteristics and position on the biological activity of the compounds.

摘要

喹啉是最常见的含氮杂环之一,因其在有机化学和药物化学中具有迷人的药理特性和合成价值。该部分在不同位置的官能化使其衍生物具有不同的药理活性。在过去几十年中,有几篇出版物阐述了各种合成方法。这包括合成喹啉初级衍生物的经典方法,以及采用符合绿色化学十二原则之一“更安全溶剂”的程序来减少反应时间并提高产率的高效方法。金属纳米颗粒催化反应也是一种高效有效的喹啉合成技术,具有出色的原子效率。本综述的主要重点是强调合成功能化喹啉衍生物的途径,包括具有与喹啉部分相连的具有预定活性部分的杂化物,这些杂化物在合成具有双重作用模式、克服毒性和耐药性等的候选药物方面具有重要意义。这是通过使用最新文献实现的,阐述了这些化合物发挥缓解作用的生物活性和机制。还强调了新型衍生物的ADMET研究和构效关系(SAR),以探索喹啉杂化物的类药性质以及取代基特征和位置对化合物生物活性的影响。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8838/9859673/96592085ff14/fchem-10-1074331-g001.jpg

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