Allenyl and alkynyl phenyl ethers from the endolichenic fungus Neurospora terricola

Terricollenes A-C (1-3), new allenyl phenyl ethers, and terricolynes (4-6), new alkynyl phenyl ethers, have been isolated from the crude extract of the endolichenic fungus Neurospora terricola. The structures of these compounds were elucidated primarily by NMR experiments. The absolute configurations of 1 and 2 were determined by reversed-phase HPLC analysis on the o-tolylthiocarbamates of the liberated sugars upon acid hydrolysis, whereas that of 4 was assigned using the modified Mosher method. Compound 1 showed modest cytotoxicity against the human tumor cell lines HeLa and MCF-7.