Synthesis and Immunological Screening of beta-Linked Mono- and Divalent Mannosides

A1 Originalartikel i en vetenskaplig tidskrift (referentgranskad)


Interna författare/redaktörer


Publikationens författare: Mukherjee C, Ranta K, Savolainen J, Leino R
Förläggare: WILEY-V C H VERLAG GMBH
Publiceringsår: 2012
Tidskrift: European Journal of Organic Chemistry
Tidskriftsakronym: EUR J ORG CHEM
Nummer: 15
Artikelns första sida, sidnummer: 2957
Artikelns sista sida, sidnummer: 2968
Antal sidor: 12
ISSN: 1434-193X


Abstrakt

Three different beta-linked divalent mannosides, along with their corresponding monovalent counterparts, have been designed and chemically synthesized by coupling the corresponding propargyl (propargyl alcohol in the case of the monovalent compounds) and 2-azidoethyl glycosides by using an efficient click chemistry protocol. Crich's beta-mannosylation methodology was applied to the construction of the beta-mannosidic linkages. All the glycosylation reactions gave moderate-to-good yields with high selectivities. A competitive inhibition enzyme-linked immunosorbent assay (ELISA) was performed to determine the inhibition, by the synthesized mannosides, of specific human IgG binding to low-molecular-weight Candida albicans mannan; moderate inhibition capacity was observed for some of the compounds.


Nyckelord

Biological activity, Click chemistry, Glycosylation, Medicinal chemistry

Senast uppdaterad 2019-23-09 vid 04:06