Synthesis and antimicrobial activities of hexahydroimidazo[1,5-a]pyridinium bromides with varying benzyl substituents

WOS: 000291895200026PubMed ID: 21543140Variously substituted benzyl bromides were employed to quaternize hexahydrobenzylimidazo[1,5-a] pyridine (A) and the resulting bromides (1-11) were evaluated for their in vitro antimicrobial activity against 10 pathogenic microorganisms: Staphylococcus aureus, Staphylococcus epidermidis, Bacillus cereus, Micrococcus luteus, Proteus vulgaris, Escherichia coli, Salmonella typhimurium, Klebsiella pneumonia, Candida albicans and Candida krusei. Antimicrobial activities were surprisingly high (MIC: 0.78-400 mu g/mL) and the sensitivity of the salts tested has been found to depend strongly both on the benzyl substituents and the microorganisms used. However, the correlation observed between antimicrobial activity and calculated partition coefficient (ClogP) was poor. Acute toxicity assessment of these salts showed LD50 of 757-2000 mg/kg, after oral administration in mice in 24 h. (C) 2011 Elsevier Masson SAS. All rights reserved.The Turkish Academy of Sciences (TUBA)Turkish Academy of SciencesFinancial supports from The Turkish Academy of Sciences (TUBA) are gratefully acknowledged. We also thank to Huseyin Istanbullu at Ege University Pharmacy Department, for his assistance for calculation of logP