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2000
Volume 1, Issue 1
  • ISSN: 2210-299X
  • E-ISSN: 2210-3007
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Abstract

Background

Pyrimidines have been shown to possess numerous biological activities, such as antimicrobial, anticancer, anticonvulsant, antiviral, and anti-inflammatory.

Objective

Encouraged by these data, the synthesis of 2-((1-benzo[]imidazol-2-yl)methylthio)-4- amino-6-phenylpyrimidine-5-carbonitrile (3a-g) was performed.

Methods

4-amino-2-mercapto-6-phenylpyrimidine-5-carbonitrile was dissolved in an aqueous sodium hydroxide solution, and to this clear solution, 2-chloromethyl-1-benzimidazole in methanol was added, and the reaction mixture was stirred under reflux to get the desired product. The structures of the newly synthesized compounds were confirmed by their physical, chemical, and spectral data. The synthesized derivatives were screened for their antibacterial activity against Gram-positive bacteria, and , and Gram-negative bacteria, and , by using ciprofloxacin as a reference standard. While, their antifungal activity was evaluated against and using fluconazole as a reference drug. The docking study was performed to check the interactions of target compounds (3a-g) with homo sapiens DHFR (PDB: 1S3V), bacterial () DHFR (PDB: 2W9T), and DHPS (PDB: 1AD4) protein. The dock score and binding interactions were recorded.

Results

The antimicrobial activity study indicated compounds with chloro (3b), fluoro and bromo (3g) substituents to show good antibacterial as well as antifungal activity. The docking study revealed that the same compounds, , 3b, 3f, and 3g, showed good dock score and comparable interactions compared to the reference ligand (trimethoprim/sulfadiazine), which confirmed their selectivity.

Conclusion

It can be presumed that the synthesized compounds have the capability for further promotion as novel antimicrobial agents.

© 2024 The Author(s). Published by Bentham Science Publisher.
This is an open access article distributed under the terms of the Creative Commons Attribution 4.0 International Public License (CC-BY 4.0), a copy of which is available at: https://creativecommons.org/licenses/by/4.0/legalcode. This license permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
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2023-08-01
2025-09-04

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Design, Synthesis and Antimicrobial Activity of 1,3-Diazine Derivatives
Curr. Indian Sci. 1, E150523216888 (2023); https://doi.org/10.2174/2210299X01666230515090431
/content/journals/cis/10.2174/2210299X01666230515090431
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  • Article Type:     Research Article
Keyword(s): Antibacterial; Antimicrobial; DHFR; DHPS; Docking; Pyrimidine

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