title: Dibenz[b,f]oxepin and Antimycobacterial Chalcone Constituents of Empetrum nigrum.
abstract: Two new dibenz[b,f]oxepins, empetroxepins A and B (1 and 2), and seven known compounds (3-9) were isolated from an extract of the Canadian medicinal plant Empetrum nigrum that significantly inhibited the growth of Mycobacterium tuberculosis H37Ra. The structures of 1 and 2 were established through analysis of NMR and MS data. The antimycobacterial activity of the plant extract was attributed primarily to the presence of two chalcone derivatives (6 and 7) that exhibited selective antimycobacterial activity (IC50 values of 23.8 and 32.8 μM, respectively) in comparison to mammalian (HEK 293) cells (IC50 values of 109 and 249 μM, respectively).
authors.affiliation: Department of Biology, University of New Brunswick , Saint John, New Brunswick, Canada E2L 4L5.
authors.forename: Haoxin
authors.initials: H
authors.lastname: Li
authors.affiliation: Department of Chemistry and Biochemistry, Université de Moncton , Moncton, New Brunswick, Canada E1A 3E9.|Atlantic Cancer Research Institute , Moncton, New Brunswick, Canada E1C 8X3.
authors.forename: Stéphanie
authors.initials: S
authors.lastname: Jean
authors.affiliation: Department of Medicine, Division of Infectious Diseases, Saint John Regional Hospital , Saint John, New Brunswick, Canada E2L 4L2.
authors.forename: Duncan
authors.initials: D
authors.lastname: Webster
authors.affiliation: Department of Chemistry and Biochemistry, Université de Moncton , Moncton, New Brunswick, Canada E1A 3E9.|Atlantic Cancer Research Institute , Moncton, New Brunswick, Canada E1C 8X3.
authors.forename: Gilles A
authors.initials: GA
authors.lastname: Robichaud
authors.affiliation: Department of Chemistry, University of New Brunswick , 30 Dineen Drive, Fredericton, New Brunswick, Canada E3B 5A3.
authors.forename: Larry A
authors.initials: LA
authors.lastname: Calhoun
authors.affiliation: Department of Biology, University of New Brunswick , Saint John, New Brunswick, Canada E2L 4L5.
authors.forename: John A
authors.initials: JA
authors.lastname: Johnson
authors.affiliation: Department of Biology, University of New Brunswick , Saint John, New Brunswick, Canada E2L 4L5.|Department of Chemistry, University of New Brunswick , 30 Dineen Drive, Fredericton, New Brunswick, Canada E3B 5A3.
authors.forename: Christopher A
authors.initials: CA
authors.lastname: Gray
mesh_terms: D000818:Animals; D000995:Antitubercular Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001584:Benzoxepins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002170:Canada; D002599:Chalcone / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D029791:Ericaceae / Q000737:chemistry*; D057809:HEK293 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010082:Oxepins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: D000995:Antitubercular Agents; D001584:Benzoxepins; D010082:Oxepins; C000605714:empetroxepin A; C000605715:empetroxepin B; D002599:Chalcone