title: Synthesis and antibacterial evaluation of a novel series of 2-(1,2-dihydro-3-oxo-3H-pyrazol-2-yl)benzothiazoles.
abstract: The 2-(1,2-dihydro-3-oxo-3H-pyrazol-2-yl)benzothiazole scaffold was selected as a central core structure for the discovery of novel antibacterial compounds. A systematic variation of the substituents on the oxo-pyrazole moiety, as well as on the benzo moiety, led to the creation of a small and focused library of benzothiazoles that was subjected to antibacterial screening. In a first round of screening, activity of the compounds against six representative microorganisms was established. For the most potent congeners, MIC values against S. aureus and P. aeruginosa were determined. The structure-activity relationship study clearly revealed that subtle structural variations influence the antibacterial activity to a large extent. The most potent congeners displayed MIC values of 3.30 μM.
authors.affiliation: Katholieke Universiteit Leuven, Rega Institute for Medical Research, Laboratory of Medicinal Chemistry, Minderbroedersstraat 10, Leuven, Belgium.
authors.forename: Alessandro
authors.initials: A
authors.lastname: Stella
authors.forename: Kenneth
authors.initials: K
authors.lastname: Segers
authors.forename: Steven
authors.initials: S
authors.lastname: De Jonghe
authors.forename: Bart
authors.initials: B
authors.lastname: Vanderhoydonck
authors.forename: Jef
authors.initials: J
authors.lastname: Rozenski
authors.forename: Jozef
authors.initials: J
authors.lastname: Anné
authors.forename: Piet
authors.initials: P
authors.lastname: Herdewijn
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D052160:Benzothiazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects / Q000254:growth & development; D006094:Gram-Positive Bacteria / Q000187:drug effects / Q000254:growth & development; D008826:Microbial Sensitivity Tests; D011720:Pyrazoles / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D052160:Benzothiazoles; D011720:Pyrazoles