Relationship between the structure and antimycobacterial activity of substituted salicylanilides.
A series of 143 salicylanilides substituted in positions 4 and 5 and in positions 3' and 4' was synthesized. The compounds were evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium kansasii, and Mycobacterium avium. To describe the structure-antimycobacterial activity relationships (QSARs), an approach based on the combination of the Free-Wilson and Hansch methods was employed (the substituent constants were used in the case of the substituents on the phenyl ring; indicator parameters were used for the substituents on the acyl moiety). The relationships between the antimycobacterial activity and physico-chemical parameters of all substituents were also explored. The quadratic representation of lipophilicity parameters did not lead to significant correlations.
Waisser
Karel
K
Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Heyrovského 1203, CZ 500 05 Hradec Králové, Czech Republic. waisser@faf.cuni.cz
Bures
Otakar
O
Holý
Pavel
P
Kunes
Jirí
J
Oswald
Radek
R
Jirásková
Lucie
L
Pour
Milan
M
Klimesová
Vera
V
Kubicová
Lenka
L
Kaustová
Jarmila
J
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D009161:Mycobacterium / Q000187:drug effects*; D012458:Salicylanilides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D012458:Salicylanilides