title: Bromotyrosine-derived natural and synthetic products as inhibitors of mycothiol-S-conjugate amidase.
abstract: A series of bromotyrosine-derived compounds, including marine natural products and members of a psammaplin A-inspired combinatorial synthetic library, were screened for their ability to inhibit the Mycobacterium tuberculosis detoxification enzyme mycothiol-S-conjugate amidase (MCA). Correlations between the structures and their respective IC(50) values (which range from 3 microM to 2.7 mM) should prove valuable when optimizing more potent inhibitors of MCA.
authors.affiliation: Laboratory of Bioorganic Chemistry, National Institute of Diabetes and Digestive and Kidney Diseases, National Institutes of Health, Bethesda, MD 20892-0820, USA.
authors.forename: Gillian M
authors.initials: GM
authors.lastname: Nicholas
authors.forename: Lisa L
authors.initials: LL
authors.lastname: Eckman
authors.forename: Satyajit
authors.initials: S
authors.lastname: Ray
authors.forename: Robert O
authors.initials: RO
authors.lastname: Hughes
authors.forename: Jeffrey A
authors.initials: JA
authors.lastname: Pfefferkorn
authors.forename: Sofia
authors.initials: S
authors.lastname: Barluenga
authors.forename: K C
authors.initials: KC
authors.lastname: Nicolaou
authors.forename: Carole A
authors.initials: CA
authors.lastname: Bewley
mesh_terms: D000581:Amidohydrolases / Q000037:antagonists & inhibitors*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D009169:Mycobacterium tuberculosis / Q000201:enzymology; D013329:Structure-Activity Relationship; D014443:Tyrosine / Q000031:analogs & derivatives / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D004791:Enzyme Inhibitors; C475724:bromotyrosine; D014443:Tyrosine; D000581:Amidohydrolases; C413523:mycothiol S-conjugate amidase