Microwave-assisted synthesis, biological evaluation and molecular docking studies of new coumarin-based 1,2,3-triazoles
| Autor: | Vani T, Manga Vijjulatha, Nalaparaju Nagaraju, Dongamanti Ashok, Ravinder Dharavath, G. Prashanthi, M. Sarasija, M. Ram Reddy, K. Jyothi |
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| Rok vydání: | 2020 |
| Předmět: |
010405 organic chemistry
Hydrogen bond General Chemical Engineering Protein Data Bank (RCSB PDB) chemistry.chemical_element General Chemistry 010402 general chemistry Antimicrobial Coumarin Mass spectrometry 01 natural sciences Copper Combinatorial chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Click chemistry Proton NMR |
| Zdroj: | RSC advances. 10(20) |
| ISSN: | 2046-2069 |
| Popis: | Coumarin-based 1,4-disubstituted 1,2,3-triazole derivatives were synthesized using a highly efficient, eco-friendly protocol via a copper(I)-catalyzed click reaction between various substituted arylazides and terminal alkynes. The synthetic route was easy to access and gave excellent yields under microwave irradiation conditions compared to the conventional heating route. The structures of all the compounds were characterized by IR, 1H NMR, 13C NMR spectroscopy and mass spectrometry. All the synthesized compounds were screened for their in vitro antimicrobial, antioxidant and anti-inflammatory activities; among all compounds, 8a, 8j, 8k and 8l exhibited better results with respect to standard drugs. Furthermore, molecular docking studies have been carried out with PDB IDs 2VCX (anti-inflammatory), 3VXI (antioxidant), 4GEE (antimicrobial) and 2XFH (antifungal) using the Glide module of the Schrodinger suite. The final compounds 8d, 8e, 8h, and 8k showed the highest hydrogen bond interactions with His-88 and Val-191 proteins and with water in all the proteins. |
| Databáze: | OpenAIRE |
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