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Nα-arylsulfonyl histamines as selective β-glucosidase inhibitors† † Electronic supplementary information (ESI) available. See DOI: 10.1039/c8ra06625f

ABSTRACT: 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, Nα-4-fluorobenzenesulfonyl histamine being the most powerful compound. Besides, this reversible and competitive inhibitor presented a good selectivity for β-glucosidase with respect to other target enzymes including α-glucosidase. A selective β-glucosidase inhibitor was discovered using the chemically engineered extracts approach.

SUBMITTER: Salazar M

PROVIDER: S-EPMC9088825 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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