title: Synthesis, structure and biological evaluation of novel bicyclic nitroimidazole derivatives.
abstract: A new series of 3-hydroxy-8-nitroimidazo[5,1-b]-1,4,5,6-tetrahydropyrimidine systems, being potential tuberculostatic agents, were synthesized. These products are close structural analogs of the basic structure of the known antitubercular bicyclic nitroimidazooxazine PA-824. The structures of the products obtained were confirmed by X-ray methods on the example of 3-hydroxy-8-nitro-1-phenylaminoimidazo[5,1-b]-1,4,5,6-tetrahydropyrimidine. Evaluation of these products for their anti-tuberculosis effects revealed interesting structure-activity relationships.
authors.affiliation: Pharmaceutical Faculty, Chair and Department of Organic Chemistry, Poznan University of Medical Sciences, Poznań, Poland. zaprutko@ump.edu.pl
authors.forename: Lucjusz
authors.initials: L
authors.lastname: Zaprutko
authors.forename: Justyna
authors.initials: J
authors.lastname: Zwawiak
authors.forename: Ewa
authors.initials: E
authors.lastname: Augustynowicz-Kopeć
authors.forename: Zofia
authors.initials: Z
authors.lastname: Zwolska
authors.forename: Elżbieta
authors.initials: E
authors.lastname: Bartoszak-Adamska
authors.forename: Waldemar
authors.initials: W
authors.lastname: Nowicki
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018360:Crystallography, X-Ray; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects* / Q000254:growth & development; D009593:Nitroimidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000995:Antitubercular Agents; D019086:Bridged Bicyclo Compounds, Heterocyclic; D009593:Nitroimidazoles