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生物及药用活性喹啉及其类似物合成的最新进展:综述

Recent advances in the synthesis of biologically and pharmaceutically active quinoline and its analogues: a review.

作者信息

Weyesa Abdanne, Mulugeta Endale

机构信息

Department of Applied Chemistry, School of Applied Natural Science, Adama Science and Technology University P. O. Box: 1888 Adama Ethiopia

出版信息

RSC Adv. 2020 Jun 2;10(35):20784-20793. doi: 10.1039/d0ra03763j. eCollection 2020 May 27.

Abstract

Recently, quinoline has become an essential heterocyclic compound due to its versatile applications in the fields of industrial and synthetic organic chemistry. It is a vital scaffold for leads in drug discovery and plays a major role in the field of medicinal chemistry. Nowadays there are plenty of articles reporting syntheses of the main scaffold and its functionalization for biological and pharmaceutical activities. So far, a wide range of synthesis protocols have been reported in the literature for the construction of this scaffold. For example, Gould-Jacob, Friedländer, Pfitzinger, Skraup, Doebner-von Miller and Conrad-Limpach are well-known classical synthesis protocols used up to now for the construction of the principal quinoline scaffold. Transition metal catalysed reactions, metal-free ionic liquid mediated reactions, ultrasound irradiation reactions and green reaction protocols are also useful for the construction and functionalization of this compound. The main part of this review focuses on and highlights the above-mentioned synthesis procedures and findings to tackle the drawbacks of the syntheses and side effects on the environment. Furthermore, various selected quinolines and derivatives with potential biological and pharmaceutical activities will be presented.

摘要

近年来,喹啉因其在工业有机化学和合成有机化学领域的广泛应用,已成为一种重要的杂环化合物。它是药物研发中先导化合物的重要骨架,在药物化学领域发挥着重要作用。如今,有大量文章报道了喹啉主要骨架的合成及其用于生物和药物活性的官能化反应。迄今为止,文献中已报道了多种用于构建该骨架的合成方法。例如,古尔德-雅各布反应、弗里德兰德反应、菲茨inger反应、斯克劳普反应、德布纳-冯·米勒反应和康拉德-林帕赫反应是目前用于构建喹啉主要骨架的著名经典合成方法。过渡金属催化反应、无金属离子液体介导反应、超声辐射反应和绿色反应方案对于该化合物的构建和官能化也很有用。本综述的主要部分着重介绍并突出上述合成方法及研究结果,以解决合成过程中的缺点及其对环境的副作用。此外,还将介绍各种具有潜在生物和药物活性的喹啉及其衍生物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/df4a/9054321/78422be5455a/d0ra03763j-f1.jpg

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