Phosphatidylinositol mannoside ether analogues: syntheses and interleukin-12-inducing properties.

Autor: Ainge GD; Carbohydrate Chemistry Team, Industrial Research Limited, P.O. Box 31-310, Lower Hutt, New Zealand., Parlane NA, Denis M, Dyer BS, Härer A, Hayman CM, Larsen DS, Painter GF
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2007 Jul 06; Vol. 72 (14), pp. 5291-6. Date of Electronic Publication: 2007 Jun 09.
DOI: 10.1021/jo070639m
Abstrakt: Phosphatidylinositol mannosides (PIMs) isolated from mycobacteria have been identified as an important class of glycolipids with significant immune modulating properties. We present here the syntheses of phosphatidylinositol dimannoside ether analogues 2 and 3 and evaluate their interleukin-12 (IL-12)-inducing properties along with dipalmitoyl PIM2 (1) in an in vitro bovine dendritic cell assay. Both synthetic PIM analogues and synthetic dipalmitoyl PIM2 (1) were effective at enhancing IL-12 production by immature bovine dendritic cells. Unexpectedly, ether analogue 2 was significantly more active than dipalmitoyl PIM2 (1) which indicates that modified PIM compounds can be strongly immunoactive and may have significant adjuvant activities.
Databáze: MEDLINE