title: N-Alkyl derivatives of diosgenyl 2-amino-2-deoxy-β-D-glucopyranoside; synthesis and antimicrobial activity.
abstract: Diosgenyl 2-amino-2-deoxy-β-D-glucopyranoside is a synthetic saponin exhibiting attractive pharmacological properties. Different pathways tested by us to obtain this glycoside are summarized here. Moreover, the synthesis of N-alkyl and N,N-dialkyl derivatives of the glucopyranoside is presented. Evaluation of antibacterial and antifungal activities of these derivatives indicates that they have no inhibitory activity against Gram-negative bacteria, whereas many of the tested N-alkyl saponins were found to inhibit the growth of Gram-positive bacteria and human pathogenic fungi.
authors.affiliation: Department of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland.
authors.forename: Agata
authors.initials: A
authors.lastname: Walczewska
authors.affiliation: Department of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland.
authors.forename: Daria
authors.initials: D
authors.lastname: Grzywacz
authors.affiliation: Department of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland.
authors.forename: Dorota
authors.initials: D
authors.lastname: Bednarczyk
authors.affiliation: Department of Pharmacy, Medical University of Gdańsk, Hallera 107, 80-416 Gdańsk, Poland.
authors.forename: Małgorzata
authors.initials: M
authors.lastname: Dawgul
authors.affiliation: Department of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland.
authors.forename: Andrzej
authors.initials: A
authors.lastname: Nowacki
authors.affiliation: Department of Pharmacy, Medical University of Gdańsk, Hallera 107, 80-416 Gdańsk, Poland.
authors.forename: Wojciech
authors.initials: W
authors.lastname: Kamysz
authors.affiliation: Department of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland.
authors.forename: Beata
authors.initials: B
authors.lastname: Liberek
authors.affiliation: Department of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, Poland.
authors.forename: Henryk
authors.initials: H
authors.lastname: Myszka
keywords: D-glucosamine; N-alkylation; antimicrobial activities; diosgenin glycosylation