Mehmet ALP, Ali Hakan GÖKER, Nurten ALTANLAR

Synthesis and antimicrobial activity of novel 2-[4-(1H-benzimidazol-1-yl)phenyl]-1H-benzimidazoles

A new class of 2-[4-(1H-benzimidazol-1-yl)phenyl]-1H-benzimidazoles (13--22) were synthesized via cyclocondensation reaction of the substituted 1,2-phenylenediamines (1, 4--12) and 1-(4-formylpheny)-1H-benzimidazole (3). The synthesized compounds were evaluated for antibacterial and antifungal activities against S. aureus, methicillin-resistant Staphylococcus aureus (MRSA), and Candida albicans by the tube dilution method. Compounds 13, 15, 18, 20, and 21 have moderate antifungal activity against C. albicans.

Anahtar Kelimeler:

1H-Benzimidazole, antimicrobial activities, methicillin resistant Staphylococcus aureus, Candida albicans

Synthesis and antimicrobial activity of novel 2-[4-(1H-benzimidazol-1-yl)phenyl]-1H-benzimidazoles

Keywords:

1H-Benzimidazole, antimicrobial activities, methicillin resistant Staphylococcus aureus, Candida albicans,

PDF

___

Stefani, S.; Chung, D. R.; Lindsay, J. A.; Friedrich, A. W.; Kearns, A. M.; Westh, H.; MacKenzie, F. M. Int. J. Antimicrob. Ag. 2012, 39, 273–282.
Cheng, T.-J. R.; Wu, Y.-T; Yang, S.-T.; Lo, K.-H.; Chen, S.-K.; Chen, Y.-H.; Huang, W.-I.; Yuan, C.-H.; Guo, C.-W.; Huang, L.-Y.; et al. Bioorg. Med. Chem. 2010, 18, 8512–8529.
Alp, M.; G¨ oker, H.; Brun, R.; Yıldız, S. Eur. J. Med. Chem. 2009, 44, 2002–2008.
G¨ oker, H.; Kus, C.; Boykin, D. W.; Yıldız, S.; Altanlar, N. Bioorg. Med. Chem. 2002, 10, 2589–2596.
G¨ oker, H.; Alp, M.; Ates-Alag¨ oz, Z.; Yıldız, S. J. Heterocyclic Chem. 2009, 46, 936–948.
Puskullu, M. O.; Yıldız, S.; G¨ oker, H. Arch. Pharm. Chem. Life Sci. 2010, 343, 31–39.
National Committee for Clinical Laboratory Standards (NCCLS). Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically. Fifth Edition, 17(2), Approve Standard, M7-A5, Wayne, PA, USA, 2000. Shadomy, S.; Pfaller, M. A. Laboratory Studies with Antifungal Agents: Susceptibility Tests and Quantitation in Body Fluids. In: Balows, A.; Hausler, W. J.; Hermann, K. L.; Isenberg, H. D.; Shadomy, H. J.; Eds. Manual of Clinical Microbiology, 5th Ed., American Society of Microbiology, Washington DC, USA, 1991, Chapter 117, p. 11
Furniss, B. S.; Hannaford, A. J.; Smith, P. W.; Tatchell, A. R. Vogel’s Textbook of Practical Organic Chemistry, 5th Edition, Longman Scientific & Technical: UK, 1989, pp. 1162–1163.
Sircar, I.; Duell, B. L.; Bristol, J. A.; Weishaar, R. E.; Evans, D. B. J. Med. Chem. 1987, 30, 1023–1029.
Kucukbay, H.; Durmaz, R.; Sireci, N; Gunal, S. Asian J. Chem. 2010, 22, 2816–2824.
S ¸ireci, N.; K¨ u¸ c¨ ukbay, H.; Akkurt, M.; Yal¸ cın, S ¸. P.; Tahir, M. N.; Ott, H. J. Coord. Chem. 2010, 63, 3218–3228. ¨ Ozden, S.; Usta, F.; Altanlar, N.; G¨ oker, H. J. Heterocyclic Chem. 2011, 48, 1317–1322.
Ridley, H. F.; Spickett, R. G. W.; Timmis, G. M. J. Heterocyclic Chem. 1965, 2, 453–456.