title: A novel 3,9-(1,2,3-trioxocine)-type steroid of Rauia nodosa (Rutaceae).
abstract: A new natural product, a 3,9-(1,2,3-trioxocine)-type steroid, named rauianodoxy (6), was isolated from Rauia nodosa, together with five steroids: sistostenone (1), stigmastenone (2), sitosterol (3), stigmasterol (4) and ergosterol peroxide (5), one coumarin, O-geranylosthenol (7), and three alkaloids, N-methylflindersine (8), zantobungeanine (9) and veprissine (10). Compounds 5-8 were isolated for the first time in the genus Rauia. These compounds were characterized on the basis of their spectral data, mainly one and two-dimensional NMR, and mass spectra, also involving comparison with the literature data. Theoretical studies at the DFT level reveal structural parameters for the 1,2,3-trioxole bridge compatible with known structures containing a similar group.
authors.affiliation: Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense Darcy Ribeiro, Campos dos Goytacazes 28013-602, Brazil.
authors.forename: Michelle Rodrigues e
authors.initials: MR
authors.lastname: Rocha
authors.affiliation: Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense Darcy Ribeiro, Campos dos Goytacazes 28013-602, Brazil.
authors.forename: Jucimar Jorgeane
authors.initials: JJ
authors.lastname: de Souza
authors.affiliation: Departamento de Química, Instituto de Ciência Exatas, Universidade Federal Rural do Rio de Janeiro, Seropédica 23890-000, Brazil.
authors.forename: Lucas Tricarico
authors.initials: LT
authors.lastname: Barcellos
authors.affiliation: Departamento de Química, Instituto de Ciência Exatas, Universidade Federal Rural do Rio de Janeiro, Seropédica 23890-000, Brazil.
authors.forename: Carlos Mauricio R
authors.initials: CM
authors.lastname: Sant'Anna
authors.affiliation: Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense Darcy Ribeiro, Campos dos Goytacazes 28013-602, Brazil.
authors.forename: Raimundo
authors.initials: R
authors.lastname: Braz-Filho
authors.affiliation: Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense Darcy Ribeiro, Campos dos Goytacazes 28013-602, Brazil. curcino@uenf.br.
authors.forename: Ivo José Curcino
authors.initials: IJ
authors.lastname: Vieira
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification; D003374:Coumarins / Q000737:chemistry* / Q000145:classification / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D018515:Plant Leaves / Q000737:chemistry*; D027821:Rutaceae / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D013256:Steroids / Q000737:chemistry* / Q000145:classification / Q000302:isolation & purification; D013265:Stigmasterol / Q000737:chemistry; D014315:Triterpenes / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D003374:Coumarins; D013256:Steroids; D014315:Triterpenes; D013265:Stigmasterol