Synthesis of N-alkylated hypoxanthine derivatives and their evaluation as antimicrobial agents
Navpreet Kaur1, Divya Utreja1, Anu Kalia2
1Department of Chemistry, Punjab Agricultural University, Ludhiana, India.
Abstract:
N-Alkylated hypoxanthine derivatives were synthesized by one-pot substitution of different alkyl halides on hypoxanthine. The reaction procedure involved the utilization of mild base potassium carbonate to facilitate proton extraction. The synthesized compounds were characterized using spectral techniques 1H and 13C NMR, FT-IR, mass spectrometry, and elemental analysis. The in vitro antimicrobial activity of the derivatives (2a-f) was evaluated using the agar well diffusion method, targeting potato pathogens such as the bacterial strain Streptomyces sp. and the fungal strain Rhizoctonia solani. The screening of the compounds revealed that 9-hexyl-1H-purin-6-(9H)-one exhibited the highest activity against both bacterial (MIC = 120 μg mL-1) as well as fungal (MFC = 1800 μg mL-1) cultures compared to other synthesized compounds. The compound possessing a longer alkyl chain (2f) was identified as the most effective antimicrobial agent and holds great potential in designing a promising therapeutic drug.
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