Sediek, A., El-Mowafi, S., Abdelaziz, M., Sabry, E., Younis, A. (2024). New enaminone derivatives of 6-hydroxy-4,7-dimethoxy-benzofuran-5-yl scaffold: Synthesis, antimicrobial and antioxidant activities, and molecular docking studies as potential DNA gyrase B and DHFR inhibitors. test, (), -. doi: 10.21608/ejchem.2024.324405.10532
Ashraf A Sediek; Shaima A. El-Mowafi; Mohamed S. Abdelaziz; Eman Sabry; Ahmed Younis. "New enaminone derivatives of 6-hydroxy-4,7-dimethoxy-benzofuran-5-yl scaffold: Synthesis, antimicrobial and antioxidant activities, and molecular docking studies as potential DNA gyrase B and DHFR inhibitors". test, , , 2024, -. doi: 10.21608/ejchem.2024.324405.10532
Sediek, A., El-Mowafi, S., Abdelaziz, M., Sabry, E., Younis, A. (2024). 'New enaminone derivatives of 6-hydroxy-4,7-dimethoxy-benzofuran-5-yl scaffold: Synthesis, antimicrobial and antioxidant activities, and molecular docking studies as potential DNA gyrase B and DHFR inhibitors', test, (), pp. -. doi: 10.21608/ejchem.2024.324405.10532
Sediek, A., El-Mowafi, S., Abdelaziz, M., Sabry, E., Younis, A. New enaminone derivatives of 6-hydroxy-4,7-dimethoxy-benzofuran-5-yl scaffold: Synthesis, antimicrobial and antioxidant activities, and molecular docking studies as potential DNA gyrase B and DHFR inhibitors. test, 2024; (): -. doi: 10.21608/ejchem.2024.324405.10532

New enaminone derivatives of 6-hydroxy-4,7-dimethoxy-benzofuran-5-yl scaffold: Synthesis, antimicrobial and antioxidant activities, and molecular docking studies as potential DNA gyrase B and DHFR inhibitors

Egyptian Journal of Chemistry
Articles in Press, Accepted Manuscript, Available Online from 27 October 2024
Document Type: Original Article
DOI: 10.21608/ejchem.2024.324405.10532
Authors
Ashraf A Sediek* 1; Shaima A. El-Mowafi2; Mohamed S. Abdelaziz3; Eman Sabry4; Ahmed Younis5
1National Research Centre – Industrial Research Institute – Pesticide Chemistry Department.
2Peptide Chemistry Department, National Research Centre, 12622 Dokki, Giza,
3Microbial Chemistry Department, Biotechnology Research Institute, National Research Centre, 12622 Dokki, Giza, Egypt
4Chemical Industries Institute, National Research Centre, 12622 Dokki, Giza, Egypt;
5National Research Centre
Abstract
A new series of enaminone derivatives of 6-hydroxy-4,7-dimethoxy-benzofuran scaffold have been synthesized using a simple and practical coupling reaction of enaminone 2 with different primary amines to give benzofuran derivatives 3a-j. The same enaminone was allowed to interact with different hydrazonyl halide derivatives 4a-d to yield the corresponding pyrazole derivatives 5a-d. All derivatives were characterized with IR, 1H NMR and 13C NMR techniques. The antimicrobial activity of the new compounds was determined for Gram-positive and Gram-negative bacterial strains using agar well diffusion method. The MIC assay was then assessed. Further in vitro assays showed that 3g moderately inhibited DNA gyrase, while 5b weakly inhibited DNA gyrase. Additionally, both compounds 3g and 5b moderately inhibited DHFR in vitro. Compound 3g was shown to be able to form stable complexes with both DNA gyrase and DHFR, as demonstrated by the docking studies. All compounds except 3e presented a prominent total antioxidant activity
Keywords
Khellin; Benzofuran; Antimicrobial; Antioxidant; Molecular docking; DNA gyrase; DHFR
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