With the aim of deducing a structure-biological dependence we have carried out the synthesis of quinoline-3-carboxylic acid N-R-amides with a p-methoxyphenyl substituent in the amide part of the molecule. The effects of the compounds prepared on the excretory function of the kidney are discussed. Using a system of simplex descriptors and the method of tree type classification a QSAR model has been constructed which is suitable for prediction of the diuretic activity of novel quinolinecarboxylic acid N-R-amides.
Similar content being viewed by others
References
I. V. Ukrainets, A. A. Davidenko, E. V. Mospanova, L. V. Sidorenko, and E. N. Svechnikova, Khim. Geterotsikl. Soedin., 706 (2010). [Chem. Heterocycl. Comp., 46, 559 (2010)].
I. V. Ukrainets, Diss. Cand. Pharmaceutical Sci., Kharkiv (1988).
I. V. Ukrainets, N. L. Bereznyakova, and E. V. Mospanova, Khim. Geterotsikl. Soedin., 1015 (2007). [Chem. Heterocycl. Comp., 43, 856 (2007)].
N. L. Bereznyakova, E. V. Mospanova, I. V. Ukrainets, and O. V. Gorokhova, Zh. Org. Farm. Khim., 5, No. 4 (20), 49 (2007).
I. V. Ukrainets, E. V. Mospanova, N. L. Bereznyakova, and O. I. Naboka, Khim. Geterotsikl. Soedin., 1808 (2007). [Chem. Heterocycl. Comp., 43, 1532 (2007)].
I. V. Ukrainets, N. L. Bereznyakova, V. A. Parshikov, and V. N. Kravchenko, Khim. Geterotsikl. Soedin., 78 (2008). [Chem. Heterocycl. Comp., 44, 64 (2008)].
I. V. Ukrainets, N. L. Bereznyakova, V. A. Parshikov, and O. I. Naboka, Khim. Geterotsikl. Soedin., 239 (2008). [Chem. Heterocycl. Comp., 44, 178 (2008)].
I. V. Ukrainets, S. G. Taran, N. V. Likhanova, V. B. Rybakov, O. V. Gorokhova, and Jaradat Nidal Amin, Khim. Geterotsikl. Soedin., 55 (2000). [Chem. Heterocycl. Comp., 36, 49 (2000)].
I. V. Ukrainets, S. G. Taran, N. V. Likhanova, Jaradat Nidal Amin, and O. V. Shishkin, Khim. Geterotsikl. Soedin., 64 (2000). [Chem. Heterocycl. Comp., 36, 56 (2000)].
V. M. Potapov, Stereochemistry [in Russian], Khimiya, Moscow (1988), p. 464.
L. N. Sernov and V. V. Gatsura, Elements of Experimental Pharmacology [in Russian], Moscow (2000), p. 103.
M. D. Mashkovskii, Drugs, Novaya Volna: Umerenkov Publishing House, Moscow (2009), p. 545.
I. V. Ukrainets, S. G. Taran, O. L. Kamenetskaya, O. V. Gorokhova, L. V. Sidorenko, and A. V. Turov, Khim. Geterotsikl. Soedin., 1532 (2000). [Chem. Heterocycl. Comp., 36, 1319 (2000)].
S. Jönsson, G. Andersson, T. Fex, T. Fristedt, G. Hedlund, K. Jansson, L. Abramo, I. Fritzson, O. Pekarski, A. Runström, H. Sandin, I. Thuvesson, and A. Björk, J. Med. Chem., 47, 2075 (2004).
V. E. Kuz’min, A. G. Artemenko, P. G. Polischuk, E. N. Muratov, A. I. Khromov, A. V. Liahovskiy, S. A. Andronati, and S. Yu. Makan, J. Mol. Mod., 11, 457 (2005).
V. Kuz’min, A. Artemenko, and E. Muratov, J. Comput. Aided Mol. Des., 22, 403 (2008).
V. E. Kuz’min, P. G. Polischuk, A. G. Artemenko, S. Yu. Makan, and S. A. Andronati, SAR and QSAR in Env. Res., 19, No. 3–4, 213 (2008).
S. Rannar, F. Lindgren, P. Geladi, and S. Wold, J. Chemometr., 8, 111 (1994).
L. Breiman, J. H. Friedman, R. A. Olshen, and C. T. Stone, Classification and Regression Trees, Wadsworth & Brooks/Cole Advanced Books & Software, Pacific Grove, California (1984).
I. V. Ukrainets, S. G. Taran, O. V. Gorokhova, N. A. Marusenko, S. N Kovalenko, A. V. Turov, N. I. Filimonova, and S. M. Ivkov, Khim. Geterotsikl. Soedin., 195 (1995). [Chem. Heterocycl. Comp., 31, 167 (1995)].
I. V. Ukrainets, L. V. Sidorenko, O. V. Gorokhova, and N. A. Jaradat, Khim. Geterotsikl. Soedin., 542 (2006). [Chem. Heterocycl. Comp., 42, 475 (2006)].
I. V. Ukrainets, N. L. Bereznyakova, A. V. Turov, and S. V. Shishkina, Khim. Geterotsikl. Soedin., 1034 (2007). [Chem. Heterocycl. Comp., 43, 871 (2007)].
I. V. Ukrainets, L. V. Sidorenko, O. V. Gorokhova, S. V. Shishkina, and A. V. Turov, Khim. Geterotsikl. Soedin., 736 (2007). [Chem. Heterocycl. Comp., 43, 617 (2007)].
Author information
Authors and Affiliations
Corresponding author
Additional information
*For Communication 176, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 868-881, June, 2010.
Rights and permissions
About this article
Cite this article
Ukrainets, I.V., Bereznyakova, N.L., Grinevich, L.A. et al. 4-Hydroxy-2-quinolones. 177*. Study of a structure-diuretic activity relationship in a series of 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid N-R-amides. Chem Heterocycl Comp 46, 699–710 (2010). https://doi.org/10.1007/s10593-010-0572-4
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10593-010-0572-4