Thomas Neethu Mariam, Alharbi Majed, Muripiti Venkanna, Banothu Janardhan
Department of Chemistry, National Institute of Technology Calicut, Kozhikode, 673601, Kerala, India.
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, King Abdulaziz University, Jeddah, 21589, Saudi Arabia.
Mol Divers. 2025 Jan 28. doi: 10.1007/s11030-024-11092-4.
Quinoline is a highly privileged scaffold with significant pharmacological potential. Introducing a carbonyl group into the quinoline ring generates a quinolone ring, which exhibits promising biological properties. Incorporating a carboxamide linkage at different positions within the quinoline and quinolone frameworks has proven an effective strategy for enhancing pharmacological properties, particularly anticancer potency. Consequently, various scientific communities have explored quinoline and quinolone carboxamides for their anticancer activities, introducing modifications at key positions. This review article aims to compile the anticancer activity of various quinoline and quinolone carboxamide derivatives, accompanied by a detailed structure-activity relationship (SAR) analysis. It also categorizes the data into activities of isolated/fused quinoline and quinolone carboxamide derivatives, which were further subclassified based on the mechanisms of anticancer action. Among the numerous derivatives studied, compounds 8, 19, 31, 34, 40, 68, 108, 116, and 132 have emerged as the most potent anticancer agents, making them strong candidates for further drug design and development. The mechanisms underlying the anticancer activity of these potent compounds have been identified as inhibitors of topoisomerase (8, 19, 31, and 34), protein kinase (40, 108, and 116), human dihydroorotate dehydrogenase (68), and as a cannabinoid receptor 2 agonist (132). We anticipate this review will be valuable to researchers engaged in the structural design and development of quinoline and quinolone carboxamide-based anticancer drugs with high efficacy.
喹啉是一种具有显著药理潜力的高度优势骨架。将羰基引入喹啉环可生成喹诺酮环,该环具有良好的生物学特性。在喹啉和喹诺酮骨架的不同位置引入羧酰胺键已被证明是增强药理特性(特别是抗癌效力)的有效策略。因此,各个科学领域都在探索喹啉和喹诺酮羧酰胺的抗癌活性,并在关键位置进行修饰。这篇综述文章旨在汇总各种喹啉和喹诺酮羧酰胺衍生物的抗癌活性,并进行详细的构效关系(SAR)分析。它还将数据分类为孤立/稠合喹啉和喹诺酮羧酰胺衍生物的活性,并根据抗癌作用机制进一步细分。在所研究的众多衍生物中,化合物8、19、31、34、40、68、108、116和132已成为最有效的抗癌剂,使其成为进一步药物设计和开发的有力候选者。这些强效化合物抗癌活性的潜在机制已被确定为拓扑异构酶抑制剂(8、19、31和34)、蛋白激酶抑制剂(40、108和116)、人二氢乳清酸脱氢酶抑制剂(68)以及大麻素受体2激动剂(132)。我们预计这篇综述对从事高效喹啉和喹诺酮羧酰胺类抗癌药物结构设计和开发的研究人员将具有重要价值。