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Bioactive Nitronaphthalenes from an Endophytic Fungus, Coniothyrium sp., and Their Chemical Synthesis
Author(s) -
Krohn Karsten,
Kouam Simeon F.,
CludiusBrandt Stephan,
Draeger Siegfried,
Schulz Barbara
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800255
Subject(s) - chemistry , ergosterol , antifungal , fungus , stereochemistry , chemical structure , organic chemistry , botany , microbiology and biotechnology , biochemistry , biology
Four natural nitro metabolites, 1‐hydroxy‐5‐methoxy‐2‐nitronaphthalene ( 2 ), 1,5‐dimethoxy‐4‐nitronaphthalene ( 3 ), 1‐hydroxy‐5‐methoxy‐2,4‐dinitronaphthalene ( 4 ), and 1,5‐dimethoxy‐4,8‐dinitronaphthalene ( 5 ), known from chemical synthesis but new as natural products, were isolated together with two known compounds, 1‐hydroxy‐5‐methoxynaphthalene ( 1 ) and ergosterol ( 6 ) from an endophytic fungus, Coniothyrium sp. The structures of 1 – 6 were determined by spectroscopic methods including 1D and 2D NMR experiments and by mass spectrometric measurements. The structures of 1 – 4 were confirmed by chemical synthesis. The nitronaphthols showed considerable antibacterial, antifungal, and antialgal properties.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
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