Old class but new dimethoxy analogue of benzimidazole: a bacterial topoisomerase I inhibitor

International Journal of Antimicrobial Agents

Volumn 35, Issue 2, 2010, Pages 186-190

  Bansal, Sandhya ^b   Tawar, Urmila ^b   Singh, Manish ^b   Nikravesh, Abbas ^c   Good, Liam ^c   Tandon, Vibha ^a,b  

^a UNIVERSITY OF DELHI   (India)

^b UNIVERSITY OF DELHI   (India)

^c KAROLINSKA INSTITUTE   (Sweden)

Author keywords

5 (4 Methylpiperazin 1 yl) 2 2 (3,4 dimethoxyphenyl) 5 benzimidazolyl benzimidazole

Indexed keywords

5 (4 METHYLPIPERAZIN 1 YL) 2 [2' (3,4 DIMETHOXYPHENYL) 5' BENZIMIDAZOLYL]BENZIMIDAZOLE; BACTERIAL DNA; BENZIMIDAZOLE DERIVATIVE; DNA TOPOISOMERASE; DNA TOPOISOMERASE INHIBITOR; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; BACTERIAL INFECTION; BINDING AFFINITY; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG DNA BINDING; DRUG SYNTHESIS; ENZYME INHIBITION; ESCHERICHIA COLI; GENE TARGETING; HUMAN; HUMAN CELL; HUMAN CELL CULTURE; IC 50; IN VITRO STUDY; MAMMAL CELL; NONHUMAN; POSTANTIBIOTIC EFFECT; PRIORITY JOURNAL; STAPHYLOCOCCUS AUREUS;

ANTI-BACTERIAL AGENTS; BENZIMIDAZOLES; CELL LINE; CELL SURVIVAL; DNA TOPOISOMERASES, TYPE I, BACTERIAL; ESCHERICHIA COLI; HUMANS; INHIBITORY CONCENTRATION 50; MICROBIAL SENSITIVITY TESTS; NEUROGLIA; STAPHYLOCOCCUS AUREUS;

EID: 72449194361     PISSN: 09248579     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijantimicag.2009.07.018     Document Type: Article

References (13)

1. Leppart J.B., and Champoux J.J. Human DNA topoisomerase I: relaxation, roles, and damage control. Chromosoma 114 (2005) 75-85
2. Wang J.C. DNA topoisomerases. Annu Rev Biochem 65 (1996) 635-692
3. Champoux J.J. DNA topoisomerases: structure, function and mechanism. Annu Rev Biochem 70 (2001) 369-413
4. Chowdhury A.R., Mandal S., Mittra B., Sharma S., Mukhopadhyay S., and Majumder H.K. Betulinic acid, a potent inhibitor of eukaryotic topoisomerase I: identification of the inhibitory step, the major functional group responsible and development of more potent derivatives. Med Sci Monit 8 (2002) 254-260
5. Roy A., Das B.B., Ganguly A., Bose Dasgupta S., Khalkho N.V., Pal C., et al. An insight into the mechanism of inhibition of unusual bi-subunit topoisomerase I from Leishmania donovani by 3,3′-di-indolylmethane, a novel DNA topoisomerase I poison with a strong binding affinity to the enzyme. Biochem J 409 (2008) 611-622
6. Pommier Y. Topoisomerase I inhibitors: molecular and cellular determinants of activity; 2003. http://discover.nci.nih.gov/pommier/topo1.htm [accessed 14 August 2009].
7. Beerman T.A., McHugh M.M., and Sigmund R. Effects of analogs of the DNA minor groove binder Hoechst 33258 on topoisomerase II and I mediated activities. Biochim Biophys Acta 1131 (1992) 53-61
8. Chen A.Y., Yu C., Gatto B., and Liu L.F. DNA minor groove-binding ligands: a different class of mammalian DNA topoisomerase I inhibitors. Proc Natl Acad Sci USA 90 (1993) 8131-8135
9. Tawar U., Jain A.K., Dwarakanath B.S., Chandra R., Singh Y., Chaudhury N.K., et al. Influence of phenyl ring disubstitution on bisbenzimidazole and terbenzimidazole cytotoxicity: synthesis and biological evaluation as radioprotectors. J Med Chem 46 (2003) 3785-3792
10. Tawar U., Jain A.K., Chandra R., Singh Y., Dwarakanath B.S., Chaudhury N.K., et al. Minor groove binding DNA ligands with expanded A/T sequence length recognition, selective binding to bent DNA regions and enhanced fluorescent properties. Biochemistry 42 (2003) 13339-13346
11. Chen A.Y., Yu C., and Bodley A.L. A new mammalian DNA topoisomerase I poison Hoechst 33342: cytotoxicity and drug resistance in human cell cultures. Cancer Res 53 (1993) 1332-1337
12. Stubbings W.J., Bostock J.M., Ingham E., and Chopra I. Assessment of a microplate method for determining the post-antibiotic effect in Staphylococcus aureus and Escherichia coli. J Antimicrob Chemother 54 (2004) 139-143
13. Rubin E., Pantazis P., Bharti A., Toppmeyer D., Giovanellas B., and Kufe D. Identification of a mutant human topoisomerase I with intact catalytic activity and resistance to 9-nitro-camptothecin. J Biol Chem 269 (1994) 2433-2439