Synthesis of sulfated alkyl malto and laminara-oligosaccharides with potent inhibitory effects on AIDS virus infection
A series of sulfated alkyl oligosaccharides, including a sulfated dodecyl laminarapentaoside and a sulfated octadecyl maltohexaoside with potent anti-human immunodeficiency virus (HIV) activity, has been synthesized.An alkyl oligosaccharide in which a long alkyl group is bonded to the reducing end of the oligosaccharide was first synthesized in high yield.Peracetylated oligosaccharides reacted with such aliphatic alcohols as 1-decyl and 1-dodecyl alcohols with Lewis acids as catalysts.As in the glycosylation of the α and β peracetylated glycosides, the β-anomer reacted exclusively, the acetylation was carried out with a sodium acetate-acetic anhydride at high temperatures to maximize the proportion of the β-anomer.
Get Best Price for158041-98-6Dodecyl O-2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl-(1-3)-O-2,4,6-t ri-O-acetyl-beta-D-glucopyranosyl-(1-3)-O-2,4,6-tri-O-acetyl-beta-D-gl ucopyranosyl-(1-3)-O-2,4,6-tri-O-acetyl-beta-D-glucopyranosyl-(1-3)-al pha-D-Glucopyranoside triacetate