Metabolism of illudin S, a toxic principle of Lampteromyces japonicus, by rat liver. I. Isolation and identification of cyclopropane ring-cleavage metabolites.
1. Illudin S, a toxic principle of the basidiomycete Lampteromyces japonicus, was incubated with rat liver 9000 g supernatant and its metabolites studied. 2. Two metabolites, M1 and M2, were isolated and identified as cyclopropane ring-cleavage compounds by n.m.r., i.r. and mass spectral analyses. Moreover, M2 contained a chlorine atom. 3. On the basis of detailed analyses of the 2D n.m.r. spectra and differential nuclear Overhauser effect experiments, the previous assignments of the cyclopropane carbons of illudin S were revised.
Tanaka
K
K
National Research Institute of Police Science, Tokyo, Japan.
Inoue
T
T
Kadota
S
S
Kikuchi
T
T
D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000378:metabolism*; D001487:Basidiomycota / Q000032:analysis*; D002855:Chromatography, Thin Layer; D003521:Cyclopropanes / Q000302:isolation & purification*; D008099:Liver / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D015394:Molecular Structure; D000081223:Polycyclic Sesquiterpenes; D051381:Rats; D011919:Rats, Inbred Strains; D012717:Sesquiterpenes / Q000302:isolation & purification / Q000378:metabolism; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D000903:Antibiotics, Antineoplastic; D003521:Cyclopropanes; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C008105:illudin S