| Journal: | Journal of the Mexican Chemical Society |
| Database: | PERIÓDICA |
| System number: | 000447323 |
| ISSN: | 1870-249X |
| Authors: | Alam, Asraful1 Hosen, Mohammed Anowar1 Hosen, Anowar2 Fujii, Yuki3 Ozeki, Yasuhiro4 Abe Kawsar, Sarkar Mohammad1 |
| Institutions: | 1University of Chittagong, Faculty of Science Department of Chemistry, Chittagong. Bangladesh 2University of Dhaka, Centre for Advanced Research in Sciences, Dhaka. Bangladesh 3Nagasaki International University, Laboratory of Functional Morphology, Sasebo, Nagasaki. Japón 4Yokohama City University, Department of Life and Environmental System Science, Yokohama, Kanagawa. Japón |
| Year: | 2021 |
| Season: | Abr-Jun |
| Volumen: | 65 |
| Number: | 2 |
| Pages: | 256-276 |
| Country: | México |
| Language: | Inglés |
| Document type: | Artículo |
| Approach: | Experimental, analítico |
| Spanish abstract | Se prepararon varios derivados 5ʹ-O-acil timidínicos por acilación directa con rendimientos excelentes que fueron transformados en tres series de derivados 3ʹ-O-acil timidínicos con una amplia variedad de funcionalidades. Estos compuestos fueron la base de un estudio de docking dirigido a la lectina bacteriana FimH de Escherichia coli (4XO8) con la finalidad de proponer un inhibidor contra esta función bacteriana |
| English abstract | Thymidine is known as a progenitor of nucleosides that have significant biological activity. The widening importance of nucleoside derivatives as unrivaled potential antimicrobial and therapeutic agents has attracted contemplation to the synthesis of thymidine derivatives. In the present study, thymidine was treated with various acyl halides to produce 5ʹ-O-acyl thymidine derivatives by direct acylation method with an excellent yield. To obtain newer products for antimicrobial assessment studies, the 5ʹ-O-thymidine derivatives were further modified into three series of 3ʹ-O-acyl thymidine derivatives containing a wide variety of functionalities in a single molecular framework. The chemical structures of the newly synthesized compounds were elucidated by analyzing their physicochemical, elemental, and spectroscopic data. Additionally, the X-ray powder diffraction (XRD) of these acylated products was studied. For the computational investigation, we have selected eight synthesized thymidine derivatives, which have notable antibacterial activity, and performed molecular docking against bacterial lectin protein FimH of Escherichia coli (4XO8) to suggest a potent inhibitor against bacterial function. Molecular docking was performed using AutoDock Vina to calculate the binding affinities and interactions between the antibacterials and the FimH E. coli (4XO8). It was found that the selected thymidine derivatives have strongly interacted mainly with Tyr48, Tyr137, Asp140, Arg98, Gln133, Phe1, Asn23, Asn135, Lys76, Asp47, Ile13, and Ile52 residues. In silico pharmacokinetic properties were also predicted to search their absorption, metabolism, excretion, and toxicity. This computational examination showed that these thymidine derivatives might be used as potential inhibitors against the promising antibacterial activity for future studies |
| Disciplines: | Química, Biología |
| Keyword: | Química farmacéutica, Bacterias, Acilación, Timidina, Escherichia coli, Lectina, Proteínas, Biología molecular |
| Keyword: | Medicinal chemistry, Bacteria, Thymidine, Proteins, Escherichia coli, Lectin, Molecular biology |
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