Sulfated β-(1→4)-galacto-oligosaccharides and their effect on angiogenesis

Sulfated β-(1→4)-galacto-oligosaccharides were prepared from an arabino-galacto-rhamno-galacturonan from Lupinus polyphyllus Lindl. by successive partial hydrolysis and SO3–pyridine sulfation in DMF. The resulting oligosaccharide polysulfates were analyzed by analytical GPC and the sulfate content was determined by ion chromatography. DP 5 and higher showed a pronounced antiangiogenic effect with scores of 0.9–1.2 for DP 7–9 using the CAM-assay. An interaction with the fibroblast growth factor FGF-2 was noticed for DP 4–12 depending on the degree of sulfation using the FGF-2-trypsin assay.