Diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside: synthesis, derivatives and antimicrobial activity

Beilstein J Org Chem. 2017 Nov 1:13:2310-2315. doi: 10.3762/bjoc.13.227. eCollection 2017.

Abstract

The synthesis of diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside is presented for the first time. This synthetic saponin was transformed into its hydrochloride as well as N-acyl, 2-ureido, N-alkyl, and N,N-dialkyl derivatives. Antifungal and antibacterial studies show that some of the obtained compounds are active against Gram-positive bacteria and Candida type fungi.

Keywords: D-galactosamine; antimicrobial activities; diosgenin; glycosylation; saponin; tetrachlorophthalimido derivatives.