Abstract
The paper gives a brief account of the recently introduced Szeged index (Sz). Using this index antitubercular activities of N-2,4-difluorophenyl quinolones are subjected to quantitative structure-activity relationship analysis. The potential of Sz related to the Wiener index (W) is critically discussed. In addition, Huckel molecular orbital energies:E HOMO,E LUMO andE total were also used for comparing and modelling antitubercular activities of the quinolones. The results, based on univariate as well as multivariate regressions, have shown that W, SZ andE total give better results and that the correlations improve in multivariate regression analyses.
Article PDF
Similar content being viewed by others
Avoid common mistakes on your manuscript.
References
Trinajstic N 1992Chemical graph theory 2nd edn (Boca Raton, FL: CRC Press)
Wiener H 1947J. Am. Chem. Soc. 69 17
Gutman I, Yeh Y N, Lee S L and Luo Y L 1993Indian J. Chem. A32 651
Bangadia R, Khadikar P V and Agrawal J K 1999Indian J. Chem. A38 170
Khadikar P V, Karmarkar S, Sharma S, Seervani A D and Joshi S 1997J. Serb. Chem. Soc. 62 219
Gutman I and Kortvelyesi T 1995Z. Naturforsch. A50 669
Gutman I 1994Graph theory notes, New York 27 27
Khadikar P V, Deshpande NV, Kale P P, Dobrynin A, Gutman I and Domotor G 1995J. Chem. Inf. Comput. Sci. 35 547
Gutman I, Popovic L, Khadikar P V, Karmarkar S, Joshi S and Mandloi M 1997Commun. Math. Comput. Chem. (MATCH) 35 91
Gutman I, Khadikar P V and Khaddar T 1997Commun. Math. Comput. Chem. (MATCH) 35 105
Gutman I, Khadikar P V, Rajput P V and Karmarkar S 1995J. Serb. Chem. Soc. 60 759
Renau T E, Sanchez J P, Gage J W, Dever J A, Shapiro M A, Gracheck S J and Domagala J M 1996J. Med. Chem. 39 729
Franke R 1984Theoretical drug design methods (New York: Elsevier)
Parr R G and Pearson R G 1983J. Am. Chem. Soc. 105 7512
Pearson R G and Palke W E 1992J. Phys. Chem. 96 3283
Buckley F and Hararay F 1990Distance in graphs (Reading, MA: Addison-Wesley)
Wissner A 1990 (personal communication)
Renau T E, Sanchez J P, Gage J W, Dever J A, Shapiro M A, Gracheck S J and Domagala J M 1995J. Med. Chem. 38 2974
Parr R G and Chattaraj P K 1991J. Am. Chem. Soc. 113 1854
Pal S, Vaval N and Roy K K 1993J. Phys. Chem. 97 4404
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Agrawal, V.K., Bano, S., Mathur, K.C. et al. Novel application of Wiener vis-à-vis Szeged indices: Antitubercular activities of quinolones. J Chem Sci 112, 137–146 (2000). https://doi.org/10.1007/BF02704315
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF02704315