CPL - Chalmers Publication Library
| Utbildning | Forskning | Styrkeområden | Om Chalmers | In English In English Ej inloggad.

Cobalt-mediated solid phase synthesis of 3-O-alkynylbenzyl galactosides and their evaluation as galectin inhibitors

A. Bergh ; H. Leffler ; A. Sundin ; U. J. Nilsson ; Nina Kann (Institutionen för kemi- och bioteknik, Organisk kemi)
Tetrahedron (0040-4020). Vol. 62 (2006), 35, p. 8309-8317.
[Artikel, refereegranskad vetenskaplig]

Methyl beta-D-galactoside was converted to the corresponding 3,4-O-stannylene acetal, which was selectively benzylated with 3-iodobenzyl bromide and coupled to a polymer-bound propargylic ether via a Sonogashira reaction. The polymer-bound carbohydrate substrate was cleaved from the resin with different carbon nucleophiles in a cobalt-mediated Nicholas reaction. The product 3-O-alkynylbenzyl galactosides were screened towards galectin-1, -3, -7, -8N and -9N in a competitive fluorescence polarisation assay. Particularly potent inhibitors were identified against galectin-7 with affinity enhancements up to one order of magnitude due to the 3-O-alkynylbenzyl moiety. (c) 2006 Elsevier Ltd. All rights reserved.



Denna post skapades 2007-02-05. Senast ändrad 2007-08-27.
CPL Pubid: 26219

 

Läs direkt!


Länk till annan sajt (kan kräva inloggning)


Institutioner (Chalmers)

Institutionen för kemi- och bioteknik, Organisk kemi (2006-2014)

Ämnesområden

Kemi

Chalmers infrastruktur