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Novel iminocoumarin imidazo[4,5-b]pyridine derivatives: design, synthesis, and biological evaluation
Chemistry of Heterocyclic Compounds ( IF 1.5 ) Pub Date : 2024-04-08 , DOI: 10.1007/s10593-024-03296-1
Ida Boček Pavlinac , Kristina Starčević , Leentje Persoons , Mihailo Banjanac , Vedrana Radovanović , Dirk Daelemans , Marijana Hranjec

Herein, we present the design, synthesis, and biological activity of novel iminocoumarin imidazo[4,5-b]pyridine derivatives. The prepared compounds were designed to study the type of substituent in position 6 of the coumarin nucleus as well as the type of the substituent at the N atom of imidazo[4,5-b]pyridine core for their effect on the biological activity. Therefore, all compounds were tested for their antiproliferative action on several human cancer cell lines in vitro, for their antioxidative activity, antibacterial activity on several bacterial strains, and for their antiviral activity on several viruses. The results of the evaluation of biological activity revealed that the tested derivatives did not display significant biological activities. The majority of the tested compounds were not active at all, while some derivatives showed low activity in these assays. Therefore, we could conclude that the biological potential of 6-substituted iminocoumarin derivatives is very low – the substitution in position 6 of the coumarin nucleus, in comparison to 7-substituted iminocoumarins, strongly decreases biological activity.



中文翻译:

新型亚氨基香豆素咪唑并[4,5-b]吡啶衍生物:设计、合成和生物学评价

在此,我们介绍了新型亚氨基香豆素咪唑并[4,5- b ]吡啶衍生物的设计、合成和生物活性。所制备的化合物旨在研究香豆素核6位取代基类型以及咪唑并[4,5- b ]吡啶核N原子取代基类型对生物活性的影响。因此,所有化合物都在体外测试了对几种人类癌细胞系的抗增殖作用、抗氧化活性、对几种细菌菌株的抗菌活性以及对几种病毒的抗病毒活性。生物活性评价结果显示,受测衍生物未表现出显着的生物活性。大多数测试化合物根本没有活性,而一些衍生物在这些测定中显示出低活性。因此,我们可以得出结论,6-取代的亚氨基香豆素衍生物的生物潜力非常低——与7-取代的亚氨基香豆素相比,香豆素核6位的取代大大降低了生物活性。

更新日期:2024-04-09
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