title: Antimycobacterial activity of new 3-substituted 5-(pyridin-4-yl)-3H-1,3,4-oxadiazol-2-one and 2-thione derivatives. Preliminary molecular modeling investigations.
abstract: 3H-1,3,4-Oxadiazole-2-thione and 3H-1,3,4-oxadiazol-2-one derivatives were synthesized and tested for their in vitro antimycobacterial activity. Oxadiazolone derivatives showed an interesting antimycobacterial activity against the tested strain of Mycobacterium tuberculosis H(37)Rv, whereas the corresponding thione derivatives were devoid of activity. Molecular modeling investigations showed that the active compounds may interact at the active site of the mycobacterial cytochrome P450-dependent sterol 14alpha-demethylase in the sterol biosynthesis pathway and that their binding free energy values are in agreement with their MIC values.
authors.affiliation: Department of Pharmaceutical Sciences, Piazzale Europa 1, University of Trieste, 34127 Trieste, Italy. mamolo@units.it
authors.forename: Maria Grazia
authors.initials: MG
authors.lastname: Mamolo
authors.forename: Daniele
authors.initials: D
authors.lastname: Zampieri
authors.forename: Luciano
authors.initials: L
authors.lastname: Vio
authors.forename: Maurizio
authors.initials: M
authors.lastname: Fermeglia
authors.forename: Marco
authors.initials: M
authors.lastname: Ferrone
authors.forename: Sabrina
authors.initials: S
authors.lastname: Pricl
authors.forename: Giuditta
authors.initials: G
authors.lastname: Scialino
authors.forename: Elena
authors.initials: E
authors.lastname: Banfi
mesh_terms: D000995:Antitubercular Agents / Q000737:chemistry* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008958:Models, Molecular; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*
chemical_list: D000995:Antitubercular Agents