title: A macrolactone from benzo[a]phenazine with potent activity against Mycobacterium tuberculosis.
abstract: We report here an alternative to the MCPBA or ozonolysis-based oxidation methods of quinoxaline-featuring compounds prepared from beta-lapachones. The use of peracetic acid allowed a simple preparation of the corresponding macrolactones by cleavage of the ring system. These lactones were evaluated for their antimycobacterial potential and compound 4 turned out to have an MIC of 0.62 microg per mL on Mycocabteriumtuberculosis H37Rv. These results justify further research into its value as a potential lead for an original treatment of tuberculosis.
authors.affiliation: Núcleo de Pesquisas de Produtos Naturais, CCS, Universidade Federal do Rio de Janeiro, Ilha do Fundão, 21941-902 Rio de Janeiro, RJ, Brazil.
authors.forename: Raphael S F
authors.initials: RS
authors.lastname: Silva
authors.forename: Maria do Carmo F R
authors.initials: Mdo C
authors.lastname: Pinto
authors.forename: Marília O F
authors.initials: MO
authors.lastname: Goulart
authors.forename: José D
authors.initials: JD
authors.lastname: de Souza Filho
authors.forename: Ivan
authors.initials: I
authors.lastname: Neves
authors.forename: Maria Cristina S
authors.initials: MC
authors.lastname: Lourenço
authors.forename: Antonio V
authors.initials: AV
authors.lastname: Pinto
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis*; D007783:Lactones / Q000138:chemical synthesis*; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D010084:Oxidation-Reduction; D010619:Phenazines / Q000737:chemistry*; D011810:Quinoxalines; D013329:Structure-Activity Relationship
chemical_list: D000995:Antitubercular Agents; D007783:Lactones; D010619:Phenazines; D011810:Quinoxalines