Identification of 2-aminobenzimidazole dimers as antibacterial agents

Bioorganic and Medicinal Chemistry Letters

Volumn 13, Issue 10, 2003, Pages 1669-1672

  Seth, Punit P ^a   Jefferson, Elizabeth A ^a   Risen, Lisa M ^a   Osgood, Stephen A ^a  

^a ISIS PHARMACEUTICALS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINOBENZIMIDAZOLE; ANTIINFECTIVE AGENT; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; DRUG IDENTIFICATION; DRUG SCREENING; DRUG SYNTHESIS; NONHUMAN;

EID: 0038702255     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(03)00245-2     Document Type: Article

References (10)

1. Bax R., Mullan N., Verhoef J. Int. J. Antimicrob. Agents. 16:2000;51.
2. Walsh C. Nature. 406:2000;775.
3. Ritter T.K., Wong C.-H. Angew. Chem. Int. Ed. 40:2001;3508.
4. Wijkmans J.C.H.M., Beckett R.P. DDT. 7:2002;126.
5. 6) δ 8.99 (s, 4H), 7.81 (s, 2H), 7.58 (s, 2H), 4.32 (m, 4H), 3.19 (m, 4H), 2.78 (s, 3H). LC/MS: LC 2.75 min, m/z 488.
6. Waterworth P.M. Laboratory Methods in Antimicrobial Chemotherapy. Garrod L. 1978;31-40 Churchill Livingston, Edinburgh.
7. Barry A.L. The Antimicrobic Susceptibility Test: Principles and Practice. 1976;Lea and Febiger, Philadelphia.
8. 595) after 20-24 h at 37°C. The MIC was determined as a range of concentrations where complete inhibition of growth was observed at the higher concentration and the bacterial cells were viable at the lower concentration. The bacterial strains used for the assays include E. coli ATCC 25922, S. aureus ATCC 13709, E. faecalis ATCC 29212, S. pyogenes ATCC 49399.
9. 6) δ 7.29 (s, 4H), 7.15 (m, 2H), 3.34 (m, 4H), 2.77 (t, 4H, J=7.0), 2.46 (s, 3H), 1.85 (m, 4H). LC/MS: LC 214 min, m/z 515.
10. All 2-aminobenzimidazole dimers prepared did not inhibit bacterial transcription/translation (T/T) in a cell free assay at 100 μM. This result indicated that the dimers do not interfere with bacterial T/T and therefore exert their antibacterial activity by a different mode of action. For a description of the cell free T/T assay, see: Lesley S.A., Brow M.A.D., Burgess R.R. J. Biol. Chem. 266:1991;2632.