Synthesis and in vitro antibacterial activity of 5-Halogenomethylsulfonyl- benzimidazole and benzotriazole derivatives

Zbigniew Ochal , Maria Bretner , Renata Wilinowska , Stefan Tyski


A series of 5-halogenomethylsulfonylbenzimidazole and benzotriazole derivatives was synthesized as potential antibacterial agents. A new method of synthesis of benzimidazoles was developed. The antimicrobial activities of these compounds were tested against a series of reference and clinical strains. The reference strains include Gram-positive bacteria (S. aureus, S. epidermidis, B. subtilis, B. cereus, E. hirae, M. luteus) and Gram-negative rods (E. coli, P. vulgaris, P. aeruginosa, B. bronchiseptica). The clinical strains include six methicillin-resistant (MRSA) and two methicillin-sensitive (MSSA) S. aureus strains, one methicillin-resistant S. epidermidis, three E. faecalis and two E. faecium strains. Compound with trifluoromethyl- substituent at C-2 position (4) displayed significant antibacterial activities comparable with nitrofurantoin against four strains, and higher against Micrococcus luteus. MIC values for clinical Staphylococci strains (MRSA) were 12.5-25 μg/mL; for Enterococcus strains these values were 50-100 μg/mL. MIC values for reference and clinical strains of Staphylococcus and Enterococcus group were similar, respectively.
Author Zbigniew Ochal (FC / IBC / DDTB)
Zbigniew Ochal,,
- Department Of Drug Technology And Biotechnology
, Maria Bretner (FC / IBC / DDTB)
Maria Bretner,,
- Department Of Drug Technology And Biotechnology
, Renata Wilinowska
Renata Wilinowska,,
, Stefan Tyski - [Medical University of Warsaw]
Stefan Tyski,,
Journal seriesMedicinal Chemistry, ISSN 1573-4064, [1875-6638 ]
Issue year2013
Publication size in sheets0.3
Keywords in English5-Halogenomethylsulfonylbenzimidazole and benzotriazole derivatives, Amberlyst 15, Antibacterial activity, MRSA, MSSA, Nitrofurantoin
ASJC Classification3002 Drug Discovery
Languageen angielski
Score (nominal)20
Score sourcejournalList
ScoreMinisterial score = 15.0, 02-02-2020, ArticleFromJournal
Ministerial score (2013-2016) = 20.0, 02-02-2020, ArticleFromJournal
Publication indicators Scopus Citations = 10; WoS Citations = 8; Scopus SNIP (Source Normalised Impact per Paper): 2014 = 0.652; WoS Impact Factor: 2013 = 1.387 (2) - 2013=1.379 (5)
Citation count*1 (2014-08-16)
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