1,4-Dideoxy-1,4-imino-d-arabinitol (DAB) Analogues Possessing a Hydrazide Imide Moiety as Potent and Selective α-Mannosidase Inhibitors

Marianne B Haarr; Óscar Lopéz; Ljupcho Pejov; José G Fernández-Bolaños; Emil Lindbäck; Magne O Sydnes

doi:10.1021/acsomega.0c02466

1,4-Dideoxy-1,4-imino-d-arabinitol (DAB) Analogues Possessing a Hydrazide Imide Moiety as Potent and Selective α-Mannosidase Inhibitors

ACS Omega. 2020 Jul 15;5(29):18507-18514. doi: 10.1021/acsomega.0c02466. eCollection 2020 Jul 28.

Authors

Marianne B Haarr¹, Óscar Lopéz², Ljupcho Pejov¹, José G Fernández-Bolaños², Emil Lindbäck¹, Magne O Sydnes¹

Affiliations

¹ Department of Chemistry, Bioscience and Environmental Engineering, Faculty of Science and Technology, University of Stavanger, 4036 Stavanger, Norway.
² Departamento de Química Orgánica, Facultad De Química, Universidad de Sevilla, c/Profesor García González 1, 41012 Seville, Spain.

Abstract

The synthesis of two polyhydroxylated pyrrolidines as 1,4-dideoxy-1,4-imino-d-arabinitol (DAB) analogues bearing a hydrazide moiety is described. The DAB analogues act as selective and potent inhibitors of α-mannosidase in the submicromolar concentration ranges (K _i values ranging from 0.23 to 1.4 μM).