Phosphatidylinositol mannoside ether analogues: syntheses and interleukin-12-inducing properties.
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.
Ainge
Gary D
GD
Carbohydrate Chemistry Team, Industrial Research Limited, P.O. Box 31-310, Lower Hutt, New Zealand.
Parlane
Natalie A
NA
Denis
Michel
M
Dyer
Blake S
BS
Härer
Andrea
A
Hayman
Colin M
CM
Larsen
David S
DS
Painter
Gavin F
GF
D000818:Animals; D002417:Cattle; D002478:Cells, Cultured; D003713:Dendritic Cells / Q000187:drug effects / Q000378:metabolism; D018664:Interleukin-12 / Q000096:biosynthesis*; D015394:Molecular Structure; D010716:Phosphatidylinositols / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
D010716:Phosphatidylinositols; C034154:phosphatidylinositol mannoside; D018664:Interleukin-12