N-alfa-arylsulfonyl histamines as selective beta-glucosidase inhibitors

SALAZAR, MO; OSELLA, MI; RAMALLO, IA; FURLAN, RLE

RSC Advances

Royal Society of Chemistry

Año: 2018 vol. 8 p. 36209 - 36218

Nα benzenesulfonylhistamine, a new semi synthetic β glucosidase inhibitor, was obtained by bioactivity guided isolation from a chemically engineered extract of Urtica urens L. prepared by reaction with benzenesulfonyl chloride. In order to identify better β glucosidase inhibitors, a new series of Nα,Nτ di arylsulfonyl and Nα arylsulfonyl histamine derivatives was prepared. Biological studies revealed that the β glucosidase inhibition was in a micromolar range for several Nα arylsulfonyl histamine compounds of the series, being Nα 4 fluorobenzenesulfonyl histamine the most powerful compound. Besides, this reversible and competitive inhibitor presented a good selectivity for β glucosidase respect to other target enzymes including α glucosidase