Phytochemistry p. 1321 - 1328 (1998)
Update date:2022-08-04
Topics:
Weltring, Klaus-Michael
Wessels, Judith
Pauli, Guido F.
The ascomycete Gibberella pulicaris is able to metabolize the saponin α-tomatine within 2 h by first removing the complete lycotetraose moiety leading to the aglycone tomatidine. This product is further converted into 7α-hydroxy-tomatidine and the corresponding Δ5-dehydro product 7α- hydroxy-tomatidenol. Structural evidence for the hydroxylated main metabolite as well as the unsaturated minor product is based on MS and NMR measurements. The latter include the application of modern soft pulse 1H NMR techniques allowing the definitive localization of the position of hydroxylation even for the few milligram quantities that could be obtained.
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