Discovery of oxazole-dehydrozingerone based hybrid molecules as potential anti-tubercular agents and their docking for Mtb DNA gyrase
The oxazole-dehydrozingerone hybrid molecules (4a-j) and oxazole-dehydrozingerone-thiophene derivatives (6a-e) were synthesized via cyclisation, coupling and aldol condensation reactions. Final compounds were characterized by FTIR, 1H and 13C NMR spectroscopy. Synthesized compounds were screened aga...
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| Format: | Article |
| Language: | English |
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Elsevier
2022-01-01
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| Series: | Results in Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715622000935 |
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| author | Suraj R. Shinde Shaukatali N. Inamdar Vincent A. Obakachi Mahadev Shinde Afsana Kajee Meenu Ghai Rajshekhar Karpoormath |
| author_facet | Suraj R. Shinde Shaukatali N. Inamdar Vincent A. Obakachi Mahadev Shinde Afsana Kajee Meenu Ghai Rajshekhar Karpoormath |
| author_sort | Suraj R. Shinde |
| collection | DOAJ |
| description | The oxazole-dehydrozingerone hybrid molecules (4a-j) and oxazole-dehydrozingerone-thiophene derivatives (6a-e) were synthesized via cyclisation, coupling and aldol condensation reactions. Final compounds were characterized by FTIR, 1H and 13C NMR spectroscopy. Synthesized compounds were screened against Mycobacterium tuberculosis H37Rv, MDR, and XDR strains. Compound 4f showed potential activity of 6.25 µg/mL against H37Rv, while compound 4c exhibited potential activity of 12.5 µg/mL. For the XDR strain, structure 4a, 4b demonstrated moderate efficiency of 12.5 µg/mL. All of the synthesized molecules were tested in comparison with a standard drug. Computational docking studies were performed for the active compound 4f against the enzyme Mtb DNA Gyrase. The outcomes of the presented research will broadly help to the researchers working on developing antituberculosis drugs. |
| first_indexed | 2024-04-13T05:53:34Z |
| format | Article |
| id | doaj.art-e96273d9843444e3990eec3c501b2a7e |
| institution | Directory Open Access Journal |
| issn | 2211-7156 |
| language | English |
| last_indexed | 2024-04-13T05:53:34Z |
| publishDate | 2022-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Results in Chemistry |
| spelling | doaj.art-e96273d9843444e3990eec3c501b2a7e2022-12-22T02:59:41ZengElsevierResults in Chemistry2211-71562022-01-014100374Discovery of oxazole-dehydrozingerone based hybrid molecules as potential anti-tubercular agents and their docking for Mtb DNA gyraseSuraj R. Shinde0Shaukatali N. Inamdar1Vincent A. Obakachi2Mahadev Shinde3Afsana Kajee4Meenu Ghai5Rajshekhar Karpoormath6Department of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal, Westville Campus, Durban, South AfricaDepartment of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal, Westville Campus, Durban, South AfricaDepartment of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal, Westville Campus, Durban, South AfricaDepartment of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal, Westville Campus, Durban, South AfricaDepartment of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal, Westville Campus, Durban, South Africa; Department of Microbiology, National Health Laboratory Services (NHLS), Inkosi Albert Luthuli Central Hospital, Durban, South AfricaDepartment of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal, Westville Campus, Durban, South AfricaDepartment of Pharmaceutical Chemistry, Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal, Westville Campus, Durban, South Africa; Corresponding author.The oxazole-dehydrozingerone hybrid molecules (4a-j) and oxazole-dehydrozingerone-thiophene derivatives (6a-e) were synthesized via cyclisation, coupling and aldol condensation reactions. Final compounds were characterized by FTIR, 1H and 13C NMR spectroscopy. Synthesized compounds were screened against Mycobacterium tuberculosis H37Rv, MDR, and XDR strains. Compound 4f showed potential activity of 6.25 µg/mL against H37Rv, while compound 4c exhibited potential activity of 12.5 µg/mL. For the XDR strain, structure 4a, 4b demonstrated moderate efficiency of 12.5 µg/mL. All of the synthesized molecules were tested in comparison with a standard drug. Computational docking studies were performed for the active compound 4f against the enzyme Mtb DNA Gyrase. The outcomes of the presented research will broadly help to the researchers working on developing antituberculosis drugs.http://www.sciencedirect.com/science/article/pii/S2211715622000935Microwave-assistedAnti-TB activityMTB H37Rv |
| spellingShingle | Suraj R. Shinde Shaukatali N. Inamdar Vincent A. Obakachi Mahadev Shinde Afsana Kajee Meenu Ghai Rajshekhar Karpoormath Discovery of oxazole-dehydrozingerone based hybrid molecules as potential anti-tubercular agents and their docking for Mtb DNA gyrase Results in Chemistry Microwave-assisted Anti-TB activity MTB H37Rv |
| title | Discovery of oxazole-dehydrozingerone based hybrid molecules as potential anti-tubercular agents and their docking for Mtb DNA gyrase |
| title_full | Discovery of oxazole-dehydrozingerone based hybrid molecules as potential anti-tubercular agents and their docking for Mtb DNA gyrase |
| title_fullStr | Discovery of oxazole-dehydrozingerone based hybrid molecules as potential anti-tubercular agents and their docking for Mtb DNA gyrase |
| title_full_unstemmed | Discovery of oxazole-dehydrozingerone based hybrid molecules as potential anti-tubercular agents and their docking for Mtb DNA gyrase |
| title_short | Discovery of oxazole-dehydrozingerone based hybrid molecules as potential anti-tubercular agents and their docking for Mtb DNA gyrase |
| title_sort | discovery of oxazole dehydrozingerone based hybrid molecules as potential anti tubercular agents and their docking for mtb dna gyrase |
| topic | Microwave-assisted Anti-TB activity MTB H37Rv |
| url | http://www.sciencedirect.com/science/article/pii/S2211715622000935 |
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