Original scientific paper

Synthesis and Biological Activity of Mannose Conjugates with 1-Adamantamine and Ferrocene Amines

Rosana Ribić ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102A, HR-10000 Zagreb, Croatia
Monika Kovačević ; Department of Chemistry and Biochemistry, Faculty of Food Technology and Biotechnology, University of Zagreb, Pierottijeva 6, HR-10000 Zagreb, Croatia
Vesna Petrović-Peroković ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102A, HR-10000 Zagreb, Croatia
Ita Gruić-Sovulj ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102A, HR-10000 Zagreb, Croatia
Vladimir Rapić ; Department of Chemistry and Biochemistry, Faculty of Food Technology and Biotechnology, University of Zagreb, Pierottijeva 6, HR-10000 Zagreb, Croatia
Srđanka Tomić ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102A, HR-10000 Zagreb, Croatia

Abstract

Pure α- and β-anomers of O-mannosyl conjugates with 1-adamantamine and ferrocene amines
were prepared. The sugar moiety in these glycoconjugates is connected to the amine by a chiral linker
(methyl (R)-3-hydroxy-2-methyl propanoate and/or methyl (S)-3-hydroxy-2-methyl propanoate). The
α-D-mannopyranosides with adamantane and ferrocene aglycon parts were tested using the hemagglutination
assay (inhibition of the agglutination of guinea pig erythrocytes by type 1 fimbriated E. coli HB101
(pPKl4)). All glycoconjugates showed inhibitory potencies in the mM range.

Keywords

O-Mannopyranosides; 1-Adamantamine; Ferrocene Amines; Hemagglutination

Hrčak ID:

62647

URI

https://hrcak.srce.hr/62647

Publication date:

1.12.2010.

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