Quantitative structure-activity relationships to predict antibacterial effect of some benzimidazole derivatives

Acta Periodica Technologica

Volumn 39, Issue , 2008, Pages 181-191

  Podunavac Kuzmanović, Sanja O ^a   Barna, Dijana J ^b   Cvetković, Dragoljub D ^a  

^a UNIVERSITY OF NOVI SAD   (Serbia)

^b Institute of Public Health   (Serbia)

Author keywords

Antibacterial activity; Benzimidazole; In vitro studies; Lipophilicity; Quantitative structure activity relationship

Indexed keywords

EID: 58249128178     PISSN: 14507188     EISSN: None     Source Type: Journal    
DOI: 10.2298/APT0839181P     Document Type: Article

References (32)

1. D.R. Bevan, QSAR and Drug Design, Network Science, http://www.netsci.org/ Science/Compchem/feature12.html.
2. QSAR, The Australian Computational Chemistry via the Internet Project, www.chem.swin.edu.au/modukes/mod4/index.html.
3. C. Hansch: On the Structure of Medicinal Chemistry. J. Med. Chem. 19 (1976) 1-6.
4. Vasanthanathan, P. Lakshmi, M., Babu, M. A., Gupta, A. K., S.G. Kaskhedikar: QSAR Study of 3-Phenyl-5-acyloxymethyl-2H,5H-furan-2-ones as Antifungal Agents.: The Dominant Role of Electronic Parameter. Chem. Pharm. Bull. 54, 4 (2006) 583-587.
5. Melagraki, G., Afantitis, A., Sarimveis, H., Igglessi-Markopoulou, O., C.T. Supuran: QSAR study on para-substituted aromatic sulfonamides as carbonic anhydrase II inhibitors using topological information indices. Bioorg. Med. Chem. 14 (2006) 1108-1114.
6. Podunavac-Kuzmanović, S.O., Markov, S.L., D.J. Barna: Relationship Between the Lipophilicity and Antifungal Activity of Some Benzimidazole Derivatives. J. Theor. Comp. Chem. 6 (2007) 687-698.
7. Podunavac-Kuzmanović, S.O., Barna, D.J., D.D. Cvetković: Quantitative Structure Activity Relationship of Some l-Benzylbenzimidazole Derivatives as Antifungal Agents. Acta Periodica Technologica 38 (2007) 139-147.
8. Leo, A., Hansch, C., D. Elkins: Partition Coefficients and Their Uses. Chem. Rev. 71 (1971) 525-616.
9. Nasal A., Siluk D., R. Kaliszan: Chromatographic retention parameters in medicinal chemistry and molecular pharmacology. Curr. Med. Chem. 10 (2003) 381-426.
10. Tiperciuc, B, C. Sarbu: Prediction of the chromatographic retention (lipophilicity) of some new methyl-thiazole-oxadiazoline derivatives by multivariate regression methods. J. Liq. Chrom. Rel. Technol. 29 (2006) 2257-2270.
11. Perišić-Janjić, N.U., S.O. Podunavac-Kuzmanović: RPTLC Study of QSRR and QSAR for Some Benzimidazole Derivatives. J. Planar Chromatogr. 21 (2008) 135-141.
12. Perišić-Janjić, N. U., Podunavac-Kuzmanović, S. O., Balaž, J. S., Dj. Vlaović: Chromatographic Behaviour and Lipophilicity of Some Benzimidazole Derivatives. J. Planar Chromatogr. 13 (2000) 123-129.
13. Perišić-Janjić, N.U., Djaković-Sekulić, T.Lj., Jevrić, L.R., B.Ž. Jovanović: Study of Quantitative Structure-Retention Relationships for s-Triazine Derivatives in Different RP HPTLC Systems. J. Planar Chromatogr. 18 (2005) 212-216.
14. Slawik, T., B. Paw: Lipophilicity of Some N-and O-Substituted Alkanoic Acids of 1, 2-Benzisothiazol-3 (2H)-one. J. Liq. Chromatogr. 27 (2004) 1043-1055.
15. Goker, H., Alp, M., S. Yildiz: Synthesis and Potent Antimicrobial Activity of Some Novel N-(Alkyl)-2-Phenyl-1H-Benzimidazole-5-carboxamidines. Molecules 10 (2000) 1377-1386.
16. Nguyen, P.T.M., Baldeck, J.D., Olsson, J., R. E. Marquis: Antimicrobial Actions of Benzimidazoles against Oral Streptococci. Oral Microbiology and Immunology 20 (2005) 93-99.
17. Podunavac-Kuzmanović, S. O., Leovac, V. M., Perišić-Janjić, N. U., Rogan, J., J. Balaž: Complexes of Cobalt(II), Zinc(II) and Copper(II) with Some Newly Synthesized Benzimidazole Derivatives and Their Antibacterial Activity J. Serb. Chem. Soc. 64 (1999) 381-388.
18. Podunavac-Kuzmanović, S.O., D. Cvetković: Antibacterial Evaluation of Some Benzimidazole Derivatives and Their Zinc(II) Complexes. J. Serb. Chem. Soc. 75 (2007) 459-466.
19. Ayhan-Kilcigil, G., N. Altanlar: Synthesis and Antifungal Properties of Some Benzimidazole Derivatives. Turk. J. Chem. 30 (2006) 223-228.
20. Boiani, M., M. Gonzalez: Imidazole and Benzimidazole Derivatives as Chemotherapeutic Agents. J. Med. Chem. 5 (2005) 409-424.
21. Garuti, L., Roberti, M., C. Cermelli: Synthesis and Antiviral Activity of Some N-Benzenesulphonyl-benzimidazoles. Bioorg. Medicinal Chem. Letter 9 (1999) 2525-2530.
22. Kazimierczuk, Z., J.A. Upcroft, J.A., Upcroft, P., Gorska, A., Starosciak, B., A. Laudy: Synthesis, Antiprotozoal and Antibacterial Activitiy of Nitro- and Halogeno-Substituted Benzimidazole Derivatives. Acta Biochim. Polon. 49-1 (2002) 185-195.
23. Akbay, A., Oren, I., Temiz-Arpaci, O., Aki-Sener, E., I. Yalcin: Synthesis and HIV-1 Reverse Transcriptase Inhibitor Activity of Some 2,5,6-Substituted Benzoxazole, Benzimidazole and Oxazolo(4,5-b) Pyridine Derivatives. Arzneim.-Forcsh./Drug Res. 53 (2003) 266-271.
24. Vlaović, D., Čanadanović-Brunet, J., Balaž, J., Juranić, I., Doković, D., K. Mackenzie: Synthesys, Antibacterial and Antifungal Activities of Some New Benzimidazoles. Biosci. Biotech. Biochem. 56 (1992) 199-206.
25. National Committee for Clinical Laboratory Standards, NCCLS Approval Standard Document M2-A7 (2000) Vilanova, Pa, U.S.A.
26. National Committee for Clinical Laboratory Standards, NCCLS Approval Standard Document M7-A5 (2000) Vilanova, Pa, U.S.A.
27. CS. Chem. Office, Version 7.0, Cambridge Soft Corporation, 100 Cambridge Park Drive, Cambridge, MA 02140-2317, U.S.A. (2001).
28. www.ncss.com.
29. E.J. Lien: Side Effects and Drug Design, Marcel Dekker, New York (1987).
30. Jalali-Heravi, M., A. Kyani: Use of Computer-Assisted Methods for the Modeling of the Retention Time of a Variety of Volatile Organic Compounds: A PCA-MLR-ANN Approach, J. Chem. Inf. Comput. Sci. 44 (2004) 1328-1335.
31. H. H. Meyer: Zur Theorie der Alkoholnarkose. Der Einfluss wechselnder Temperature auf Wirkungsstarke und Theilungscoefficient der Narcotica. Arch. Exp. Pathol. Pharmacol. 46 (1901) 338-346.
32. C. E. Overton: Studies of Narcosis, Chapman and Hall, London (1990).