title: Synthesis and evaluation of antitubercular activity of fluorinated 5-aryl-4-(hetero)aryl substituted pyrimidines.
abstract: Various 5-(fluoroaryl)-4-(hetero)aryl substituted pyrimidines have been synthesized based on the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (SN(H)) reactions starting from commercially available 5-bromopyrimidine and their antitubercular activity against Mycobacterium tuberculosis H37Rv has been explored. The outcome of the study disclose that, some of the compounds have showed promising activity in micromolar concentration against Mycobacterium tuberculosis H37Rv, Mycobacterium avium, Mycobacterium terrae, and multidrug-resistant strains isolated from tuberculosis patients in Ural region (Russia). The data concerning the 'structure-activity' relationship for fluorinated compounds have been discussed.
authors.affiliation: Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskoy Str., 22, Ekaterinburg 620990, Russia; Ural Federal University, Mira St. 19, Ekaterinburg 620002, Russia. Electronic address: Verbitsky@ios.uran.ru.
authors.forename: Egor V
authors.initials: EV
authors.lastname: Verbitskiy
authors.affiliation: Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskoy Str., 22, Ekaterinburg 620990, Russia.
authors.forename: Svetlana A
authors.initials: SA
authors.lastname: Baskakova
authors.affiliation: Ural Research Institute for Phthisiopulmonology, 22 Parts'ezda St., 50, Ekaterinburg 620039, Russia.
authors.forename: Marionella A
authors.initials: MA
authors.lastname: Kravchenko
authors.affiliation: Ural Research Institute for Phthisiopulmonology, 22 Parts'ezda St., 50, Ekaterinburg 620039, Russia.
authors.forename: Sergey N
authors.initials: SN
authors.lastname: Skornyakov
authors.affiliation: Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskoy Str., 22, Ekaterinburg 620990, Russia; Ural Federal University, Mira St. 19, Ekaterinburg 620002, Russia.
authors.forename: Gennady L
authors.initials: GL
authors.lastname: Rusinov
authors.affiliation: Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskoy Str., 22, Ekaterinburg 620990, Russia; Ural Federal University, Mira St. 19, Ekaterinburg 620002, Russia.
authors.forename: Oleg N
authors.initials: ON
authors.lastname: Chupakhin
authors.affiliation: Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskoy Str., 22, Ekaterinburg 620990, Russia; Ural Federal University, Mira St. 19, Ekaterinburg 620002, Russia.
authors.forename: Valery N
authors.initials: VN
authors.lastname: Charushin
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D005461:Fluorine / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D009161:Mycobacterium / Q000145:classification / Q000187:drug effects*; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000995:Antitubercular Agents; D011743:Pyrimidines; D005461:Fluorine
keywords: Antimycobacterial; Cross-coupling; Nucleophilic aromatic substitution of hydrogen; Pyrimidine; Tuberculosis