Quantitative Study of Antimycobacterially Active 2,3-Dianilinoquinoxalines against Potentially Pathogenic Strains

Karel Waisser¹ (waisser@faf.cuni.cz), Rainer Beckert², Milan Šlosárek³, Jiří Janota³

¹Department of Inorganic and Organic Chemistry, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Czech Republic
²Institute of Organic and Macromolecular Chemistry, Friedrich Schiller University, Jena, Germany
³National Institute of Public Health, Prague, Czech Republic

Summary

This paper completed the evaluation of structure—antimycobacterial activity relationships of the derivatives of 2,3-dianilinoquinoxaline. The antimycobacterial activity of 2,3-dianilinoquinoxaline is described by regression equations correlating the logarithms of minimum inhibitory concentration with the Hammett constants. The activity of the compounds against M. kansasii and M. avium increases with decreasing electron-accepting properties of the substituents on the phenyl ring. In the case of quantitative structure—antimycobacterial activity relationship against M. intracellulare, an exception was observed. The equation is statistically significant from the values of sigma_p -0.17 (methyl). The methoxy derivative (sigma_p -0.27) is less active than the methyl derivative. The compounds under study are more active than INH against M. kansasii, M. avium and M. intracellulare, but less active than ciprofloxacin.