3-Benzyl-2H-1,3-benzoxazine-2,4(3H)-diones, a new group of antimycobacterial compounds against potentially pathogenic strains.
A series of derivatives of 3-benzyl-2H-benzoxazine-2,4(3H)-dione substituted in positions 6, 7 or 8 on the benzoxazine, and in positions 3 or 4 on the benzyl moiety was synthesized. The compounds were evaluated for in vitro antimycobacterial activity against Mycobacterium avium and two strains of Mycobacterium kansasii. The disadvantage of the compounds is in their low solubility in water. The antimycobacterial activity of N-benzylsalicylamides correlates with that of 3-benzyl-2H-1,3-benzoxazin-2,4(3H)-diones and depends on the partition coefficients and electronic indexes.
Waisser
Karel
K
Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, Hcyrovsky Str. 1203, 50005 Hradec Králové, Czech Republic. waisser@faf.cuni.cz
Perina
Milan
M
Kunes
Jirí
J
Klimesová
Vera
V
Kaustová
Jarmila
J
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology*; D001577:Benzophenones / Q000737:chemistry / Q000494:pharmacology*; D001583:Benzoxazoles / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests / Q000379:methods; D009161:Mycobacterium / Q000187:drug effects* / Q000254:growth & development
D000900:Anti-Bacterial Agents; D001577:Benzophenones; D001583:Benzoxazoles