title: Coumarins from Galipea panamensis and Their Activity against Leishmania panamensis.
abstract: Two new coumarin compounds (1 and 2), phebalosin (3), its derived artifact murralongin (4), and murrangatin acetonide (5) were isolated from the leaves of Galipea panamensis. The structures of 1 and 2 were assigned as 7-{[(2R*)-3,3-dimethyloxiran-2-yl]methoxy}-8-[(2R*,3R*)-3-isopropenyloxiran-2-yl]-2H-chromen-2-one and 7-methoxy-8-(4-methyl-3-furyl)-2H-chromen-2-one, respectively, on the basis of their spectroscopic data (primarily NMR and MS). Compounds 1-3 were tested against axenic amastigote forms of Leishmania panamensis and displayed 50% effective concentrations (EC(50)) of 9.9, 10.5, and 14.1 microg/mL, respectively. These three compounds also displayed cytotoxicity (IC(50)) at concentrations of 9.7, 33.0, and 20.7 microg/mL, respectively, on human promonocytic U-937 cells.
authors.affiliation: Instituto de Quimica, Quimica de Plantas Colombianas, Universidad de Antioquia, A.A 1226, Medellin, Colombia.
authors.forename: Victor
authors.initials: V
authors.lastname: Arango
authors.forename: Sara
authors.initials: S
authors.lastname: Robledo
authors.forename: Blandine
authors.initials: B
authors.lastname: Séon-Méniel
authors.forename: Bruno
authors.initials: B
authors.lastname: Figadère
authors.forename: Wilson
authors.initials: W
authors.lastname: Cardona
authors.forename: Jairo
authors.initials: J
authors.lastname: Sáez
authors.forename: Felipe
authors.initials: F
authors.lastname: Otálvaro
mesh_terms: D000981:Antiprotozoal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D003105:Colombia; D003374:Coumarins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D006801:Humans; D007891:Leishmania / Q000187:drug effects*; D015394:Molecular Structure; D055017:Monocyte-Macrophage Precursor Cells / Q000187:drug effects; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D027821:Rutaceae / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: C550063:7-(((2R*)-3,3-dimethyloxiran-2-yl)methoxy)-8-((2R*,3R*)-3-isopropenyloxiran-2-yl)-2H-chromen-2-one; C550062:7-methoxy-8-(4-methyl-3-furyl)-2H-chromen-2-one; D000981:Antiprotozoal Agents; D003374:Coumarins; C048686:phebalosin