Inhibitors of anthrax lethal factor based upon N-oleoyldopamine.
The structural features of an anthrax lethal factor inhibitor, N-oleoyldopamine (OLDA, 1) have been probed. The oleic acid moiety is critical, but, more interestingly, the presence of the double bond and its geometry were found to play an essential role. One compound, 5, was found to be an uncompetitive inhibitor of lethal factor (LF) with a K(i) value of 2.2microM and a cell-based IC(50) value of 4.3microM.
Gaddis
Brandon D
BD
Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA.
Rubert Pérez
Charles M
CM
Chmielewski
Jean
J
D000881:Anthrax / Q000188:drug therapy*; D000942:Antigens, Bacterial; D000992:Antitoxins / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use*; D001427:Bacterial Toxins / Q000037:antagonists & inhibitors*; D004298:Dopamine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D020128:Inhibitory Concentration 50; D019301:Oleic Acid / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000942:Antigens, Bacterial; D000992:Antitoxins; D001427:Bacterial Toxins; C030325:anthrax toxin; D019301:Oleic Acid; C488796:N-oleoyldopamine; D004298:Dopamine