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Cohaerins C-F, four azaphilones from the xylariaceous fungus Annulohypoxylon cohaerens
Authors:Dang Ngoc Quang  Marc Stadler  Jacques Fournier  Toshihiro Hashimoto
Institution:a Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan
b Intermed Discovery GmbH, BioMedizinZentrum Dortmund, Otto-Hahn-Str. 15, D-44227 Dortmund, Germany
c Las Muros, F-09420 Rimont, Ariége, France
d Faculty of Chemistry, Hanoi University of Education, 136 Xuan Thuy Road, Cau Giay, Hanoi, Vietnam
Abstract:Four azaphilones named cohaerins C-F, along with 4,5,4′,5′-tetrahydroxy-1,1′-binaphthyl were isolated from the methanolic extract of the stromata of Annulohypoxylon cohaerens (Ascomycetes, Xylariaceae). Cohaerins C-E constitute typical azaphilones, bearing a γ-lactone ring, while cohaerin F has an unprecedented carbon skeleton, lacking the lactone ring of the azaphilones and with an aliphatic side chain being attached directly to the azaphilone backbone by a C-C bond. Their structures were determined by 2D NMR, IR, UV, and CD spectroscopy. They showed moderate inhibitory activity of nitric oxide production in RAW cells, and strong and nonselective antimicrobial effects.
Keywords:Fungi  Annulohypoxylon cohaerens  Azaphilone  Cohaerin  Xylariaceae
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