Synthesis and Molecular Docking of New 1,2,3-triazole Carbohydrates with COVID-19 Proteins.

Autor:	Hamadi NB; Laboratory of Heterocyclic Chemistry, Faculty of Science of Monastir, Natural Products and Reactivity (LR11ES39), University of Monastir, Avenue of Environment, 5019 Monastir, Tunisia.; Chemistry Department, College of Science, IMSIU (Imam Mohammad Ibn Saud Islamic University), P.O. Box 5701, Riyadh 11432, Saudi Arabia., Guesmi A; Laboratory of Heterocyclic Chemistry, Faculty of Science of Monastir, Natural Products and Reactivity (LR11ES39), University of Monastir, Avenue of Environment, 5019 Monastir, Tunisia.; Chemistry Department, College of Science, IMSIU (Imam Mohammad Ibn Saud Islamic University), P.O. Box 5701, Riyadh 11432, Saudi Arabia.; Textile Engineering Laboratory, Higher Institute of Technological Studies of Ksar Hellal, UM (University of Monastir), Ksar Hellal, Tunisia., Algathami FK; Chemistry Department, College of Science, IMSIU (Imam Mohammad Ibn Saud Islamic University), P.O. Box 5701, Riyadh 11432, Saudi Arabia., Khezami L; Chemistry Department, College of Science, IMSIU (Imam Mohammad Ibn Saud Islamic University), P.O. Box 5701, Riyadh 11432, Saudi Arabia., Nouira W; Preparatory Institute for Engineering Studies of Kairouan, Nabeul, Tunisia., El-Fattah WA; Chemistry Department, College of Science, IMSIU (Imam Mohammad Ibn Saud Islamic University), P.O. Box 5701, Riyadh 11432, Saudi Arabia.; Department of Chemistry, Faculty of Science, Port Said University, Port Said, Egypt.
Jazyk:	angličtina
Zdroj:	Current organic synthesis [Curr Org Synth] 2023; Vol. 20 (2), pp. 238-245.
DOI:	10.2174/1570179419666220414095602
Abstrakt:	Aims: We have established this paper to recommend a novel way for the preparation of carbohydrates encompassing a 1,2,3-triazole motif that was prepared using an efficient click chemistry synthesis. Background: The SARS-CoV-2 coronavirus epidemic continues to spread at a fast rate worldwide. The main protease (Mpro) is useful target for anti-COVID-19 agents. Triazoles are frequently found in many bioactive products, such as coronavirus inhibitors. Objective: Click reactions are facilitated via the activation of copper nanoparticles, different substrates have been tested using this adopted procedure given in all cases, in high yields and purity. Other interesting comparative docking analyses will be the focus of this article. Calculations of quantitative structure-activity relationships will be studied. Methods: Copper nanoparticles were produced by the reaction of cupric acetate monohydrate with oleylamine and oleic acid. To a solution, 5-(azidomethyl)-2,2,7,7-tetramethyltetrahydro-5Hbis([ 1,3]dioxolo)[4,5-b:4',5'-d]pyran 2 (200 mg, 0.72 mmol, 1 eq.) in toluene (15 mL) was added into a mixture of N-(prop-2-yn-1-yl)benzamide derivatives 1a-d (1.5 eq.) and copper nanoparticles (0.57 mg, 0.036 mmol, 0.05 eq.). Results: A novel series of 1,2,3-triazole carbohydrate skeletons were modeled and efficiently synthesized. Based on the observations, virtual screening using molecular docking was performed to identify novel compounds that can bind with the protein structures of COVID-19 (PDB ID: 6LU7 and 6W41). We believed that the 1,2,3-triazole carbohydrate derivatives could aid in COVID-19 drug discovery. Conclusion: The formations of targeted triazoles were confirmed by different spectroscopic techniques (FT-IR, 1H NMR, 13C NMR, and CHN analyses). The docking scores of the newly synthesized triazole are attributed to the presence of hydrogen bonds together with many interactions between the ligands and the active amino acid residue of the receptor. The comparison of the interactions of the drugs, remdesivir and triazole, in the largest pocket of 6W41 and 6LU7 is also presented. (Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.net.)
Databáze:	MEDLINE
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