Chlamydosporol, a new metabolite from Fusarium chlamydosporum.

Extracts of rice on which an isolate of Fusarium chlamydosporum had been cultured were toxic to brine shrimps. The toxic fraction was purified by flash chromatography to give two compounds which were identified by UV, IR, NMR and mass spectroscopy at the 6 alpha and 6 beta isomers of 5-hydroxy-4-methoxy-6,8a-dimethyl-6,7-dihydro-2H, 8aH-pyrano[2,3-b]pyran-2-one. These lactones for which the name chlamydosporol is proposed have not been reported previously. When tested in brine shrimp and HeLa cell assays, the LC50 concentration for a mixture of the isomers was approximately 400 micrograms/ml in both systems.