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Synthesis and Antimycobacterial Activity of Salicylanilides Substituted in Position 5

K. Waisser, J. Hladůvková, J. Kuneš, L. Kubicová, V. Klimešová, P. Karajannis, and J. Kaustová

Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, CZ-500 05 Hradec Králové

 

Abstract: A set of 57 salicylanilides was synthesized, with the substitution being varied at positions 5, 4', and 3'. The substances were evaluated for antimycobacterial activity against the strains of Mycobacterium tuberculosis, Mycobacterium kansasii, and Mycobacterium avium. Structure-activity relationships were determined using the Free-Wilson method, which was further combined with the approach of Hansch. Antimycobacterial activity becomes higher with increasing electron-accepting ability of the substituents on the phenyl ring, and with increasing their lipophilicity. The influence of the substituents in position 5 is more complex.

Full paper in Portable Document Format: 552a121.pdf

 

Chemical Papers 55 (2) 121–129 (2001)

Tuesday, August 09, 2022

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