Identification of heteroarylenamines as a new class of antituberculosis lead molecules.
Enamine-containing analogues of heteroarylquinones were prepared based on initial screening data observed against Mycobacterium tuberculosis H37Rv (Mtb). Several analogues showed moderate to good inhibitory activity, with one analogue (7) also demonstrating acceptable toxic selectivity (MIC 0.39 microg/mL, SI 15). Activity towards a range of single-drug-resistant strains of Mtb was suggestive of a novel mechanism of action for 7.
Copp
Brent R
BR
Department of Chemistry, The University of Auckland, Private Bag 92019, Auckland, New Zealand. b.copp@auckland.ac.nz
Christiansen
Holly C
HC
Lindsay
Brent S
BS
G Franzblau
Scott
S
D000588:Amines / Q000737:chemistry* / Q000145:classification / Q000494:pharmacology*; D000995:Antitubercular Agents / Q000737:chemistry* / Q000145:classification* / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical; D004351:Drug Resistance; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects / Q000502:physiology; D013329:Structure-Activity Relationship
D000588:Amines; D000995:Antitubercular Agents