Three new alpha-pyrones, solanapyrones E (1), F (2), and G (3), in addition
to the known phytotoxin solanapyrone C (4), were produced by an unidentifi
ed filamentous marine fungus isolated from the surface of the green alga Ha
limeda monile. The new solanapyrones were characterized by one and two-dime
nsional NMR spectroscopic techniques, and the absolute configuration of 2 w
as assigned by the Mosher method. The solanapyrones showed toxicity to the
marine unicellular alga Dunaliella sp. at concentrations as low as 100 mu g
ml(-1). The possible role of these compounds in phytotoxic associations be
tween marine fungi and algae is discussed. (C) 1998 Elsevier Science Ltd. A
ll rights reserved.