Pigments of Fungi. LV. The Absolute Configuration of Dermocanarin 4 and the Structure and Stereochemistry of the Dermocanarins 5, 6, 8 and 9 from Australian Toadstools Belonging to the Genus Cortinarius

Abstract

The stereochemistry in the dihydroanthracenone ring of dermocanarin 4 (1) is defined as (S) by incorporation of the gentiobioside (2) of (S)-[6-OMe- ¹³ C]torosachrysone into the dihydroanthracenone ring of dermocanarin 4 by fruiting bodies of Cortinarius sinapicolor. In addition, the new dermocanarins 5 (3), 6 (4), 8 (5) and 9 (6) are isolated from two other indigenous toadstools belonging to Cortinarius and their structure and stereochemistry are deduced from the respective spectroscopic data and by comparison with dermocanarin 4 (1).