Synthesis of [3H]-illudin S, [3H]-acylfulvene, [3H]and[14C]- hydroxymethylacylfulvene (MGI 114)

Article abstract of DOI:10.1002/(SICI)1099-1344(199804)41:4<279::AID-JLCR86>3.0.CO;2-J

Tritiated derivatives of the toxic sesquiterpene illudin S (1) have been prepared by fermentation of Omphalotus illudens in the presence of [³H]- sodium acetate. [³H]-illudin S was converted to antitumor [³H]-acylfulvene (4) by treatment with dilute sulfuric acid. Antitumor [¹⁴C]- hydroxymethylacylfulvene (5) was best prepared by reacting acylfulvene with [¹⁴C]-paraformaldehyde in dilute sulfuric acid.