Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors
The rapid emergence of bacterial resistance to antibiotics currently available for treating infectious diseases requires effective antimicrobial agents with new structural profiles and mechanisms of action. Twenty-three thiazolin-4-one derivatives were evaluated for their antibacterial activity by d...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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Taylor & Francis Group
2019-01-01
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| Series: | Journal of Enzyme Inhibition and Medicinal Chemistry |
| Subjects: | |
| Online Access: | http://dx.doi.org/10.1080/14756366.2019.1596086 |
| _version_ | 1818032900220649472 |
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| author | Anca Stana Dan C. Vodnar Gabriel Marc Daniela Benedec Brînduşa Tiperciuc Radu Tamaian Ovidiu Oniga |
| author_facet | Anca Stana Dan C. Vodnar Gabriel Marc Daniela Benedec Brînduşa Tiperciuc Radu Tamaian Ovidiu Oniga |
| author_sort | Anca Stana |
| collection | DOAJ |
| description | The rapid emergence of bacterial resistance to antibiotics currently available for treating infectious diseases requires effective antimicrobial agents with new structural profiles and mechanisms of action. Twenty-three thiazolin-4-one derivatives were evaluated for their antibacterial activity by determining the growth inhibition zone diameter, the minimum inhibitory concentration (MIC), and the minimum bactericidal concentration (MBC), against gram-positive and gram-negative bacteria. Compounds 3a–c, 3e–h, 6b–c and 9a–c expressed better MIC values than moxifloxacin, against Staphylococcus aureus. Compounds 3h and 9b displayed similar effect to indolmycin, a tryptophanyl-tRNA ligase inhibitor. Due to their structural analogy to indolmycin, all compounds were subjected to molecular docking on tryptophanyl-tRNA synthetase. Compounds 3a–e, 6a–e, 8 and 9a–e exhibited better binding affinities towards the target enzymes than indolmycin. The antioxidant potential of the compounds was evaluated by four spectrophotometric methods. Thiazolin-4-ones 3e, 6e and 9e presented better antiradical activity than ascorbic acid, trolox and BHT, used as references. |
| first_indexed | 2024-12-10T06:14:43Z |
| format | Article |
| id | doaj.art-41997f0cc2f0462994692bd3d24e6262 |
| institution | Directory Open Access Journal |
| issn | 1475-6366 1475-6374 |
| language | English |
| last_indexed | 2024-12-10T06:14:43Z |
| publishDate | 2019-01-01 |
| publisher | Taylor & Francis Group |
| record_format | Article |
| series | Journal of Enzyme Inhibition and Medicinal Chemistry |
| spelling | doaj.art-41997f0cc2f0462994692bd3d24e62622022-12-22T01:59:28ZengTaylor & Francis GroupJournal of Enzyme Inhibition and Medicinal Chemistry1475-63661475-63742019-01-0134189890810.1080/14756366.2019.15960861596086Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitorsAnca Stana0Dan C. Vodnar1Gabriel Marc2Daniela Benedec3Brînduşa Tiperciuc4Radu Tamaian5Ovidiu Oniga6“Iuliu Haţieganu” University of Medicine and PharmacyUniversity of Agricultural Sciences and Veterinary Medicine“Iuliu Haţieganu” University of Medicine and Pharmacy“Iuliu Haţieganu” University of Medicine and Pharmacy“Iuliu Haţieganu” University of Medicine and PharmacyNational Research and Development Institute for Cryogenics and Isotopic Technologies - ICSI Rm. Vâlcea“Iuliu Haţieganu” University of Medicine and PharmacyThe rapid emergence of bacterial resistance to antibiotics currently available for treating infectious diseases requires effective antimicrobial agents with new structural profiles and mechanisms of action. Twenty-three thiazolin-4-one derivatives were evaluated for their antibacterial activity by determining the growth inhibition zone diameter, the minimum inhibitory concentration (MIC), and the minimum bactericidal concentration (MBC), against gram-positive and gram-negative bacteria. Compounds 3a–c, 3e–h, 6b–c and 9a–c expressed better MIC values than moxifloxacin, against Staphylococcus aureus. Compounds 3h and 9b displayed similar effect to indolmycin, a tryptophanyl-tRNA ligase inhibitor. Due to their structural analogy to indolmycin, all compounds were subjected to molecular docking on tryptophanyl-tRNA synthetase. Compounds 3a–e, 6a–e, 8 and 9a–e exhibited better binding affinities towards the target enzymes than indolmycin. The antioxidant potential of the compounds was evaluated by four spectrophotometric methods. Thiazolin-4-ones 3e, 6e and 9e presented better antiradical activity than ascorbic acid, trolox and BHT, used as references.http://dx.doi.org/10.1080/14756366.2019.1596086thiazolin-4-oneantibacterial activityantioxidant activitytryptophanyl-trna synthetasedocking |
| spellingShingle | Anca Stana Dan C. Vodnar Gabriel Marc Daniela Benedec Brînduşa Tiperciuc Radu Tamaian Ovidiu Oniga Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors Journal of Enzyme Inhibition and Medicinal Chemistry thiazolin-4-one antibacterial activity antioxidant activity tryptophanyl-trna synthetase docking |
| title | Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors |
| title_full | Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors |
| title_fullStr | Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors |
| title_full_unstemmed | Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors |
| title_short | Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors |
| title_sort | antioxidant activity and antibacterial evaluation of new thiazolin 4 one derivatives as potential tryptophanyl trna synthetase inhibitors |
| topic | thiazolin-4-one antibacterial activity antioxidant activity tryptophanyl-trna synthetase docking |
| url | http://dx.doi.org/10.1080/14756366.2019.1596086 |
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