N -Acetyl -D -glucosamine substituted calix[4]arenes as stimulators of NK cell-mediated antitumor immune response

摘要: A series of calixarenes substituted with 2-acetamido-2-deoxy-beta-D-glucopyranose linked by a thiourea spacer was prepared and tested for binding activity to heterogeneously expressed activation receptors the rat natural killer cells NKR-P1, receptor CD69 (human NK cells, macrophages). In case affinity beta-D-GlcNAc-substituted carrying two or four sugar units in good agreement inhibitory potencies linear chitooligomers (chitobiose chitotetraose) reported previously. The influence GlcNAc substitution calixarene skeleton on more profound 5,11,17,23-tetrakis[N-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-thioureido]-25,26,27,28-tetrapropoxycalix[4]arene (cone) (1) proved be best ligand identified date. Lower led dramatic decrease (by about 1.5 order magnitude per one unit). immunostimulating results newly synthesized tetramers scaffolds exhibited stimulation cytotoxicity human PBMC concentrations 10(-4) 10(-8)M. These calix-sugar compounds were superior previously PAMAM-GlcNAc(8)5.