Illudin M is sesquiterpene isolated as the toxic principle from the basidiomycete, Clitocybe illudens (Omphalotus illudens, Jack O’lantern) by McMorris and Anchel, New York Botanical Gardens in 1965. The total synthesis of illudin M was completed by Kinder and Blair in 1994. Illudin M has potent and selective activity against mammalian tumor cells and its potential as an in vivo antitumor was intensively investigated. Illudin M acts as a bifunctional alkylating agent, reacting spontaneously with thiols, notably, glutathione or cysteine at or slightly below pH 7.
- Fungal metabolites. The structures of the novel sesquiterpenoids illudin-S and -M. McMorris T.C. and Anchel M., J. Am. Chem. Soc. 1965, 87, 1594.
- Structure-activity relationships of illudins: analogs with improved therapeutic index. McMorris T.C. et al., J. Org. Chem. 1992, 57, 6876.
- Total synthesis of (+)-illudin M. Kinder F.R. and Blair K.W. et al., J.O.C., 1994, 59, 6965.