Synthesis, antimicrobial evaluation, HPLC-based compound accumulation and docking studies of 2-methoxybenzoyl thioureas

2-甲氧基苯甲酰硫脲的合成、抗菌活性评价、基于高效液相色谱的化合物积累和分子对接研究

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Abstract

INTRODUCTION: In this study, we presented the synthesis, antimicrobial activity, High Performance Liquid Chromatography (HPLC)-based compound accumulation and molecular docking of 2-methoxybenzoyl substituted thiourea derivatives. MATERIALS AND METHODS: The antimicrobial activity of a total of eight synthesized compounds was evaluated against seven species of bacteria and fungi. HPLC-based compound accumulation assay, molecular docking, in silico toxicity and ADME analyses were performed for selected compounds for further evaluation of compound activity relationship. RESULTS AND DISCUSSION: The compounds exhibited greater activity against fungi than bacteria, with compounds 1b, 1c, 1d, and 1g showing particularly strong activity against Candida species. Compounds 1a, 1b, 1d, and 1h that had varying biological activities were selected for further analyses. Compounds 1a, 1b, 1d, and 1h accumulated intracellularly reaching up to 36.77% within 1 hours. Molecular docking studies revealed compatible interactions among the compounds in comparison to their varying biological activities. Additionally, all compounds had low toxicity and showed no physicochemical violations when compared to Lipinski's rule of five. CONCLUSION: The results suggest that optimizing the position of substituents on the phenyl rings of acyl thioureas could enhance the antimicrobial activity of our compounds.

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