The glucosinolate–myrosinase
system, exclusively found in
the Brassicaceae family, is a main defense strategy
against insect resistance. The efficient detoxification activity of
glucosinolate sulfatases (GSSs) has successfully supported the feeding
of Plutella xylostella on cruciferous
plants. With the activity of GSSs hampered in P. xylostella, the toxic isothiocyanates produced from glucosinolates severely
impair larval growth and adult reproduction. Therefore, inhibitors
of GSSs have been suggested as an alternative approach to controlling P. xylostella. Herein, we synthesized eight adamantyl-possessing
sulfamate derivatives as novel inhibitors of GSSs. Adam-20-S exhibited the most potent GSS inhibitory activity, with an IC50 value of 9.04 mg/L. The suppression of GSSs by Adam-20-S impaired glucosinolate metabolism to produce more toxic isothiocyanates
in P. xylostella. Consequently, the
growth and development of P. xylostella were significantly hindered when feeding on the host plant. Our
study may help facilitate the development of a comprehensive pest
management strategy that combines insect detoxification enzyme inhibitors
with plant chemical defenses.