Rocket is rich in glucosinolates and valued for its hot and spicy taste. Here we report the structure elucidation, bioactivity, and stability of the mainly formed glucosinolate hydrolysis product, namely sativin, which was formerly thought to be 4-mercaptobutyl isothiocyanate. However, by NMR characterization we revealed that sativin is in fact 1,3-thiazepane-2-thione, a tautomer of 4-mercaptobutyl isothiocyanate with 7-membered ring structure and so far unknown. This finding was further substantiated by conformation sampling using molecular modeling and total enthalpy calculation with density functional theory. During aqueous heat treatment sativin in general was quite stable, while the isothiocyanates erucin and sulforaphane were labile, having half-lives of 132 min and 56 min (pH 5, 100 °C), respectively. Moreover, using a WST-1 assay, we found that sativin did not reduce cell viability of HepG2 cells in a range of 0.3-30 µM, and, therefore, exhibited no cytotoxic effects in this cell line.
Aufgrund der weltweit zunehmenden Mobilität gewinnen auch reiseassoziierte Erkrankungen
an Bedeutung. Lebensbedrohliche Infektionskrankheiten können schwer kontrollierbare
Ausbruchsituationen hervorrufen und stellen somit ein Risiko für das betreuende
medizinische Personal, aber auch für die Allgemeinbevölkerung dar. In Teil 1 geht es um
hämorrhagische Fiebererkrankungen sowie deren Infektionswege, Symptome und Behandlung.
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