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. 2021 Sep:114:105117.
doi: 10.1016/j.bioorg.2021.105117. Epub 2021 Jun 23.

New quinoline-triazole conjugates: Synthesis, and antiviral properties against SARS-CoV-2

Israa A Seliem  1 , Siva S Panda  2 , Adel S Girgis  3 , Yassmin Moatasim  4 , Ahmed Kandeil  4 , Ahmed Mostafa  4 , Mohamed A Ali  4 , Eman S Nossier  5 , Fatma Rasslan  6 , Aladdin M Srour  7 , Rajeev Sakhuja  8 , Tarek S Ibrahim  9 , Zakaria K M Abdel-Samii  10 , Amany M M Al-Mahmoudy  10
Affiliations

New quinoline-triazole conjugates: Synthesis, and antiviral properties against SARS-CoV-2

Israa A Seliem et al. Bioorg Chem. 2021 Sep.

Abstract

At present therapeutic options for severe acute respiratory syndrome coronavirus-2 (SARS-CoV-2) are very limited. We designed and synthesized three sets of small molecules using quinoline scaffolds. A series of quinoline conjugates (10a-l, 11a-c, and 12a-e) by incorporating 1,2,3-triazole were synthesized via a modified microwave-assisted click chemistry technique. Among the synthesized conjugates, 4-((1-(2-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-6-fluoro-2-(trifluoromethyl)quinoline (10g) and 6-fluoro-4-(2-(1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl)ethoxy)-2-(trifluoromethyl)quinoline (12c) show high potency against SARS-CoV-2. The selectivity index (SI) of compounds 10g and 12c also indicates the significant efficacy compared to the reference drugs.

Keywords: Click chemistry; Molecular docking; Quinoline; SARS-CoV-2; Triazole.

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Conflict of interest statement

The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Figures

None
Graphical abstract
Fig. 1
Fig. 1
Examples of repurposing drugs for COVID-19.
Fig. 2
Fig. 2
Designing of quinoline-triazole conjugates.
Scheme 1
Scheme 1
Synthesis of alkynes 5, 6, and 8.
Scheme 2
Scheme 2
Triazole-quinoline conjugates 10a-l, 11a-c, 12a-e.
Fig. 3
Fig. 3
Dose-response curves for the tested compounds against SARS-CoV-2.
See this image and copyright information in PMC

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