<jats:p> Five new pre-naphthoquinone dehydro dimers (3)–(7) belonging to the unique cardinalin class of pyranonaphthoquinonoid natural products have been isolated and characterized from the ethanolic extracts of the fruit bodies of the New Zealand toadstool Dermocybe cardinalis. Four other cardinalin derivatives (8) and (10)–(12) are believed to be artefacts of the purification procedure. The structures and relative stereochemistry of these new cardinalins are deduced from spectroscopic data.