Quinoline analogs: multifaceted heterocyclic compounds with varied synthetic strategies and potent antitubercular properties

IF 4.6 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY RSC Advances Pub Date : 2025-02-05 DOI:10.1039/D4RA08362H
Rajendra Prasad Pakhariya, Ayushi Bhatnagar and Gangotri Pemawat
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Abstract

Tuberculosis cases have continuously increased by 64% over the last nine years, from 2014 to 2023. Approximately 33% of the global population is affected by TB. It is a bacterial disease, and Mycobacterium tuberculosis is the most common bacteria that affects the lungs of human beings during the infection. Other hazardous bacterial species causing tuberculosis are M. pinnipedii, M. canettii, M. caprae, M. bovis, M. africanum, and M. microti. TB symptoms in TB-infected patients include fever, chest pain, weight loss, and fatigue. Depending on the stage of infection, the treatment for TB can take approximately six months to two years. Quinoline comprises a pyridine ring fused with a benzene ring, and both these rings share two adjacent carbon atoms and can take part in electrophilic substitution reactions. Quinoline-based heterocyclic compounds are attracting substantial interest owing to their vital role as a class of synthetic and natural molecules. Quinoline and its derivatives display various biological activities, including anti-TB, anticonvulsant, antibiotic, antifungal, antimalarial, antipsychotic, antihypertensive, antileishmanial, antioxidant, tyrosine kinase inhibitory, anti-inflammatory, anticancer, anti-asthmatic, cardiotonic, anthelmintic, antiprotozoal, anti-HIV, and anti-Alzheimer effects. Some fused analogs of quinoline, such as graveolinine, ciprofloxacin, kokusaginine, bedaquiline, levofloxacin, moxifloxacin, and mefloquine, are commercially available as antitubercular drugs. There are various methods available to synthesize quinoline-containing antitubercular drugs. In this review paper, we present three types of synthetic methods in which substituted quinolines, substituted anilines, and miscellaneous starting materials are used and outline MIC values for all the synthesized compounds to signify their anti-TB activity.

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喹啉类似物:具有多种合成策略和强效抗结核特性的多面杂环化合物
在2014年至2023年的过去9年中,结核病病例持续增加64%。全球约有33%的人口受到结核病的影响。它是一种细菌性疾病,结核分枝杆菌是感染期间影响人类肺部的最常见细菌。其他引起结核病的危险细菌种类有平尼蒂支原体、卡奈蒂支原体、卡普拉支原体、牛支原体、非洲支原体和微支原体。结核感染患者的结核症状包括发热、胸痛、体重减轻和疲劳。根据感染阶段的不同,结核病的治疗可能需要大约6个月到两年的时间。喹啉由一个吡啶环与一个苯环融合组成,这两个环共用两个相邻的碳原子,可以参与亲电取代反应。喹啉类杂环化合物由于其作为一类合成分子和天然分子的重要作用而引起了人们的极大兴趣。喹啉及其衍生物具有多种生物活性,包括抗结核、抗惊厥、抗生素、抗真菌、抗疟疾、抗精神病、抗高血压、抗利什曼原虫、抗氧化、酪氨酸激酶抑制、抗炎、抗癌、抗哮喘、强心、驱虫药、抗原虫、抗艾滋病毒和抗阿尔茨海默病作用。喹啉的一些融合类似物,如格雷韦喹啉、环丙沙星、kokusaginine、贝达喹啉、左氧氟沙星、莫西沙星和甲氟喹,作为抗结核药物在市售。合成含喹啉类抗结核药物的方法多种多样。在这篇综述中,我们介绍了三种类型的合成方法,其中取代喹啉,取代苯胺和杂项起始材料的使用,并概述了所有合成化合物的MIC值,以表示其抗结核活性。
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来源期刊
RSC Advances
RSC Advances chemical sciences-
CiteScore
7.50
自引率
2.60%
发文量
3116
审稿时长
1.6 months
期刊介绍: An international, peer-reviewed journal covering all of the chemical sciences, including multidisciplinary and emerging areas. RSC Advances is a gold open access journal allowing researchers free access to research articles, and offering an affordable open access publishing option for authors around the world.
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