title: Androstanes and pregnanes from Trichilia emetica ssp. suberosa J.J. de Wilde.
abstract: Four pregnanes: 1-methoxy-pregnan-17(R)-1,4-dien-3,16-dione (1), 1-methoxy-pregnan-17(S)-1,4-dien-3,16-dione (2), 2,3-seco-pregnan-17(S)-2,3-dioic acid-16-oxo-dimethyl ester (4), 2α,3α,16α-trihydroxy-5α-pregnan-17(R)-20-yl acetate (7), three androstanes: 1-methoxy-androstan-1,4-dien-3,16-dione (3), 2,3-seco-androstan-2,3-dioic acid-16-oxo-dimethyl ester (5), 3-methoxycarbonyl-2,3-seco-androstan-3-oic acid-16-oxo-2,19-lactone (6), together with three known pregnane derivatives, were isolated from the roots of Trichilia emetica ssp. suberosa. Their structures were determined by means of 1D and 2D NMR spectroscopy, mass spectrometry analysis, as well as by quantum chemical calculations.
authors.affiliation: Dipartimento di Farmacia, Università degli Studi di Salerno, 84084 Fisciano, Salerno, Italy.
authors.forename: Nicola
authors.initials: N
authors.lastname: Malafronte
authors.forename: Rokia
authors.initials: R
authors.lastname: Sanogo
authors.forename: Antonio
authors.initials: A
authors.lastname: Vassallo
authors.forename: Nunziatina
authors.initials: N
authors.lastname: De Tommasi
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Bifulco
authors.forename: Fabrizio
authors.initials: F
authors.lastname: Dal Piaz
mesh_terms: D000731:Androstanes / Q000737:chemistry / Q000302:isolation & purification*; D008302:Mali; D029582:Meliaceae / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D024301:Plant Bark / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry; D011278:Pregnanes / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D000731:Androstanes; D011278:Pregnanes
keywords: Meliaceae; Seco-androstanes; Seco-pregnanes; Trichilia emetica ssp. suberosa