title: Phosphatidylinositol mannoside ether analogues: syntheses and interleukin-12-inducing properties.
abstract: 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.
authors.affiliation: Carbohydrate Chemistry Team, Industrial Research Limited, P.O. Box 31-310, Lower Hutt, New Zealand.
authors.forename: Gary D
authors.initials: GD
authors.lastname: Ainge
authors.forename: Natalie A
authors.initials: NA
authors.lastname: Parlane
authors.forename: Michel
authors.initials: M
authors.lastname: Denis
authors.forename: Blake S
authors.initials: BS
authors.lastname: Dyer
authors.forename: Andrea
authors.initials: A
authors.lastname: Härer
authors.forename: Colin M
authors.initials: CM
authors.lastname: Hayman
authors.forename: David S
authors.initials: DS
authors.lastname: Larsen
authors.forename: Gavin F
authors.initials: GF
authors.lastname: Painter
mesh_terms: 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*
chemical_list: D010716:Phosphatidylinositols; C034154:phosphatidylinositol mannoside; D018664:Interleukin-12