New azaphilones from the inedible mushroom Hypoxylon rubiginosum.
Fractionation of the methanol extract of the fruit bodies of the xylariaceus ascomycete Hypoxylon rubiginosum resulted in the isolation of three new azaphilone derivatives named rubiginosins A-C (1-3) and a new fatty acid named rubiginosic acid (4), together with three known compounds, entonaemin A (5), daldinin C (6), and orsellinic acid. Their structures were elucidated by 2D NMR, MS, IR, and UV spectra and chemical reaction. The absolute configuration of compound 3 was established by CD spectroscopy. The structure of 4 was confirmed by X-ray crystallographic analysis.
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan.
Dang Ngoc
DN
Quang
Toshihiro
T
Hashimoto
Marc
M
Stadler
Yoshinori
Y
Asakawa
D000363:Agaricales / Q000737:chemistry*; D001565:Benzoates / Q000737:chemistry / Q000302:isolation & purification*; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification*; D018360:Crystallography, X-Ray; D005231:Fatty Acids, Unsaturated / Q000737:chemistry / Q000302:isolation & purification; D005858:Germany; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular
D001565:Benzoates; D001578:Benzopyrans; D005231:Fatty Acids, Unsaturated; C488888:rubiginosic acid; C488884:rubiginosin A; C488886:rubiginosin B; C488885:rubiginosin C