3. FOOD ChEMISTRy & bIOTEChNOLOGy 3.1. Lectures

Chem. Listy, 102, s265–s1311 (2008) Food Chemistry & Biotechnology
of predicted values of inhibitory activity were plotted against
the experimental values in Fig. 2. The propagation of the residuals
on both sides of zero indicates that no systemic error
exists in the development of regression models as suggested
by Jalali-Heravi and Kyani 32 . It indicates that these models
can be successfully applied to predict the antibacterial activity
of these class of molecules.
Fig. 2. Plot of residual values against the experimentally observed
log 1/c MIC values
Conclusions
From the results and discussion made above, we
conclude that the 1-benzylbenzimidazole derivatives are effective
in vitro against the Gram-negative bacteria Pseudomonas
aeruginosa. Molecular modeling and QSAR analysis
were performed to find the quantitative effects of the molecular
structure of the compounds on their antibacterial activity.
The problem of selecting the appropriate descriptor as input
for theoretical model was overcome by Pearson correlation
matrix, which can be used as a tool for identifying the appropriate
descriptors when a large number of them with different
features are available. An accurate mathematical model
was developed for predicting the inhibitory activity of some
benzimidazole derivatives. The validity of the model has
been established by the determination of suitable statistical
parameters. The established model was used to predict inhibitory
activity of the benzimidazoles investigated and close
agreement between experimental and predicted values was
obtained. The low residual activity and high cross-validated
r2 values (r2 CV ) observed indicated the predictive ability of
the developed QSAR model. It indicates that the antibacterial
activity of series of 1-benyzlbenzimidazole derivatives can
be successfully modeled using different molecular descriptors.
This work has been supported by Ministry of Science
and Environment Protection of the Republic of Serbia as are
the part of the project No. 142028.
s760
REFEREnCES
1. Bevan D.: QSAR and Drug Design. network Science,
http://www.netsci.org/Science/Compchem/feature12.
html.
2. QSAR, The Australian Computational Chemistry via
the InternetProject,www.chem.swin.edu.au/modukes/
mod4/index.html.
3. Hansch C.: J. Med. Chem. 19, 1 (1976).
4. Podunavac-Kuzmanović S. O., Markov S. L., Barna D.
J.: J. Theor. Comp. Chem. 6, 687 (2007).
5. Podunavac-Kuzmanović, S. O., Barna, D. J., Cvetković
D. M.: Acta Periodica Technol. 38, 139 (2007).
6. Perišić-Janjić n. U., Podunavac-Kuzmanović S. O.: J.
Planar Chromatogr. 21, 135 (2008).
7. Perišić-Janjić n. U., Podunavac-Kuzmanović S. O.,
Balaž, J. S., Vlaović Dj.: J. Planar Chromatogr. 13, 123
(2000).
8. Kazimierczuk Z., Upcroft J. A., Upcroft P., Gorska A.,
Starosciak B., Laudy A.: Acta Biochim. Polon. 49, 185
(2002).
9 . Goker H., Kus C., Boykin D. W., Yildiz S., Altanlar n.:
Bioorg. Med.Chem. 17, 2233 (2007).
10. Ozden S., Atabey D., Yildiz D., Goker H.: Bioorg. Med.
Chem. 13, 1587 (2005).
11. Podunavac-Kuzmanović S. O., Cvetković D. M.: Centr.
Eur. J. Occupat. Environ. Med.. 12, 55 (2006).
12. Podunavac-Kuzmanović S. O., Markov S. L.: Centr.
Eur. J. Occupat. Environ. Med. 12, 61 (2006).
13. Podunavac-Kuzmanović S. O., Leovac V. M., Perišić-
Janjić n. U., Rogan J., Balaž J.: J. Serb. Chem. Soc. 64,
381 (1999).
14. Podunavac-Kuzmanović S. O., Cvetković D.: J. Serb.
Chem. Soc. 75, 381 (2007).
15. Kucukbay H., Durmaz R., Orhan E., Gunal S.: Il Farmaco
58, 431 (2003).
16. Kus C., Ayhan-Kilcigil G., Can-Eke B., Iscan M.: Arch.
Pharm. Res. 27, 156 (2004).
17. Ayhan-Kilcigil G., Kus C., Coban T., Can-Eke B., Iscan
M.: J. Enz. Inhib. Med. Chem. 19, 129 (2004).
18. Ayhan-Kilcigil G., Altanlar n.: Turk. J. Chem. 30, 223
(2006).
19. Mohamed B. G., Hussein M. A., Abdel-Alim A. M.,
Hashem M.: Arch. Pharm. Res. 29, 26 (2006).
20. El-Hawash S. A., Badawey E. A., Kappe T.: Pharmazie
54, 341 (1999).
21. Soderlind K. J., Gorodetsky B., Singh A., Bachur
n., Miller G., Lown J.: Anti Canc. Drug Des. 14, 19
(1999).
22. nakano H., Inoue T., Kawasaki n., Miyataka H., Matsumoto
H., Taguchi T., Inagaki n., nagai H., Satoh T.:
Chem. Pharm. Bull. 47, 1573 (1999).
23. Demirayak S., Abu-Mohsen U., Cagri Karaburun A.:
Eur. J. Med. Chem. 37, 255 (2002).
24. Rida S. M., El-Hawash S. A., Fahmy H. T., Hazzaa
A. A., El-Meligy M. M.: Arch. Pharm. Res. 29, 826
(2006).