title: Chemical constituents of the ascomycete Daldinia concentrica.
abstract: Four compounds, daldinone A (1), daldinone B (2), daldiniapyrone (4-methoxy-5-carbomethoxy-6-pentyl-2H-pyran-2-one, 3), and daldinialanone (22R-hydroxylanosta-7,9(11),24-trien-3-one, 4), were isolated from an ethyl acetate extract of fruit bodies of Daldinia concentrica collected in Europe. In addition, 11 known compounds, 4:5:4':5'-tetrahydroxy-1:1'-binaphthyl (5), 3,4,5-trihydroxy-1-tetralone (6), (+)-orthosporin (7), curuilignan D (8), (22E)-cholesta-4,6,8(14),22-tetraen-3-one (9), 3beta,22-dihydroxylanosta-7,9(11),24-triene (10), concentricol (11), concentricol B (12), concentricol C (13), concentricol D (14), and phenochalasin B (15), were obtained. The structures of the new compounds were elucidated by 2D NMR, MS, IR, and UV spectra and by X-ray crystallographic analysis. The absolute configurations of 1 and 4 were determined by CD spectroscopy and the modified Mosher's method, respectively. The chemotaxonomic relevance of the compounds obtained in this investigation is discussed.
authors.affiliation: Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan.
authors.forename: Dang Ngoc
authors.initials: DN
authors.lastname: Quang
authors.forename: Toshihiro
authors.initials: T
authors.lastname: Hashimoto
authors.forename: Masami
authors.initials: M
authors.lastname: Tanaka
authors.forename: Manuela
authors.initials: M
authors.lastname: Baumgartner
authors.forename: Marc
authors.initials: M
authors.lastname: Stadler
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Asakawa
mesh_terms: D001203:Ascomycota / Q000737:chemistry*; D002942:Circular Dichroism; D018360:Crystallography, X-Ray; D031661:Fraxinus / Q000737:chemistry; D005858:Germany; D008968:Molecular Conformation; D015394:Molecular Structure; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry / Q000302:isolation & purification*; D011753:Pyrones / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism; D013256:Steroids / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D011084:Polycyclic Aromatic Hydrocarbons; D011753:Pyrones; D013256:Steroids