Synthesis and anti-microbial evaluation with in silico studies of novel 2-aminothiazole benzohydrazide derivatives
Abstract Background The development of novel anti-microbial drugs for multidrug-resistant (MDR) is a significant challenge. This study aimed to synthesize various derivatives of (Z)-4-(2-aminothiazol-5-yl)-N-benzohydrazide (DT01-DT10) that are effective against a wide variety of anti-bacterial and a...
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| Format: | Article |
| Language: | English |
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SpringerOpen
2025-01-01
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| Series: | Future Journal of Pharmaceutical Sciences |
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| Online Access: | https://doi.org/10.1186/s43094-024-00759-2 |
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| author | S. Amrutha Paramita Das Anjali Nayak Supratip Laha Sharmina Begum Sakshi Bhardwaj |
| author_facet | S. Amrutha Paramita Das Anjali Nayak Supratip Laha Sharmina Begum Sakshi Bhardwaj |
| author_sort | S. Amrutha |
| collection | DOAJ |
| description | Abstract Background The development of novel anti-microbial drugs for multidrug-resistant (MDR) is a significant challenge. This study aimed to synthesize various derivatives of (Z)-4-(2-aminothiazol-5-yl)-N-benzohydrazide (DT01-DT10) that are effective against a wide variety of anti-bacterial and antifungal pathogens. Results The binding energy of the compounds ranged from − 9.0 to − 10.0 kcal/mol. Molecular simulations produced a major result in improving the representation of the real biological conditions with an average RMSD of 0.110 nm. The derivatives DT03, DT04, and DT06 showed overall good anti-microbial activity at lower concentrations of 1.8 µg/ml. Compound DT03 showed significant activity against Gram-positive, Gram-negative bacteria and fungal strains, with inhibition zone diameters of 17, 19 and 16 mm, respectively. Compound DT04 showed promising anti-bacterial effects against S.mutans and C.albicans, with inhibition zone diameters of 18 and 17 mm, and moderate activity against B. cereus. Compound DT06 showed enhanced activity against P.aeruginosa. Conclusion The derivative 4-(2-amino-1,3-thiazol-5-yl)-N′-(Z)-(2-nitrophenyl) methylidene benzohydrazide (DT06), which contained a nitro group displayed potent activity at 1.8 µg/ml with an IC50 of 50.31 and a selectivity index of 61.33. Graphical abstract |
| format | Article |
| id | doaj-art-97d82f58da4a4d02a1db0e43c0d8dacc |
| institution | Kabale University |
| issn | 2314-7253 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | SpringerOpen |
| record_format | Article |
| series | Future Journal of Pharmaceutical Sciences |
| spelling | doaj-art-97d82f58da4a4d02a1db0e43c0d8dacc2025-01-12T12:11:12ZengSpringerOpenFuture Journal of Pharmaceutical Sciences2314-72532025-01-0111111610.1186/s43094-024-00759-2Synthesis and anti-microbial evaluation with in silico studies of novel 2-aminothiazole benzohydrazide derivativesS. Amrutha0Paramita Das1Anjali Nayak2Supratip Laha3Sharmina Begum4Sakshi Bhardwaj5Department of Pharmaceutical Chemistry, Krupanidhi College of PharmacyDepartment of Pharmaceutical Chemistry, Krupanidhi College of PharmacyDepartment of Pharmaceutical Chemistry, Krupanidhi College of PharmacyDepartment of Pharmaceutical Chemistry, Krupanidhi College of PharmacyDepartment of Pharmaceutical Chemistry, Krupanidhi College of PharmacyBiovia Discovery Studio, Altem TechnologiesAbstract Background The development of novel anti-microbial drugs for multidrug-resistant (MDR) is a significant challenge. This study aimed to synthesize various derivatives of (Z)-4-(2-aminothiazol-5-yl)-N-benzohydrazide (DT01-DT10) that are effective against a wide variety of anti-bacterial and antifungal pathogens. Results The binding energy of the compounds ranged from − 9.0 to − 10.0 kcal/mol. Molecular simulations produced a major result in improving the representation of the real biological conditions with an average RMSD of 0.110 nm. The derivatives DT03, DT04, and DT06 showed overall good anti-microbial activity at lower concentrations of 1.8 µg/ml. Compound DT03 showed significant activity against Gram-positive, Gram-negative bacteria and fungal strains, with inhibition zone diameters of 17, 19 and 16 mm, respectively. Compound DT04 showed promising anti-bacterial effects against S.mutans and C.albicans, with inhibition zone diameters of 18 and 17 mm, and moderate activity against B. cereus. Compound DT06 showed enhanced activity against P.aeruginosa. Conclusion The derivative 4-(2-amino-1,3-thiazol-5-yl)-N′-(Z)-(2-nitrophenyl) methylidene benzohydrazide (DT06), which contained a nitro group displayed potent activity at 1.8 µg/ml with an IC50 of 50.31 and a selectivity index of 61.33. Graphical abstracthttps://doi.org/10.1186/s43094-024-00759-22-AminothiazoleAnti-microbialMolecular dockingSimulationMICCytotoxicity |
| spellingShingle | S. Amrutha Paramita Das Anjali Nayak Supratip Laha Sharmina Begum Sakshi Bhardwaj Synthesis and anti-microbial evaluation with in silico studies of novel 2-aminothiazole benzohydrazide derivatives Future Journal of Pharmaceutical Sciences 2-Aminothiazole Anti-microbial Molecular docking Simulation MIC Cytotoxicity |
| title | Synthesis and anti-microbial evaluation with in silico studies of novel 2-aminothiazole benzohydrazide derivatives |
| title_full | Synthesis and anti-microbial evaluation with in silico studies of novel 2-aminothiazole benzohydrazide derivatives |
| title_fullStr | Synthesis and anti-microbial evaluation with in silico studies of novel 2-aminothiazole benzohydrazide derivatives |
| title_full_unstemmed | Synthesis and anti-microbial evaluation with in silico studies of novel 2-aminothiazole benzohydrazide derivatives |
| title_short | Synthesis and anti-microbial evaluation with in silico studies of novel 2-aminothiazole benzohydrazide derivatives |
| title_sort | synthesis and anti microbial evaluation with in silico studies of novel 2 aminothiazole benzohydrazide derivatives |
| topic | 2-Aminothiazole Anti-microbial Molecular docking Simulation MIC Cytotoxicity |
| url | https://doi.org/10.1186/s43094-024-00759-2 |
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