title: Inhibitors of anthrax lethal factor based upon N-oleoyldopamine.
abstract: 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.
authors.affiliation: Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA.
authors.forename: Brandon D
authors.initials: BD
authors.lastname: Gaddis
authors.forename: Charles M
authors.initials: CM
authors.lastname: Rubert Pérez
authors.forename: Jean
authors.initials: J
authors.lastname: Chmielewski
mesh_terms: 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
chemical_list: D000942:Antigens, Bacterial; D000992:Antitoxins; D001427:Bacterial Toxins; C030325:anthrax toxin; D019301:Oleic Acid; C488796:N-oleoyldopamine; D004298:Dopamine