A number of natural and synthctrc sugar analogues have been tested for then antrvlral acttvtty, usmg an mfluenza vuus stram as a model Hemagglutmatmg tttres (HA) and cytopathtc effect (CPE) were surveyed to esttmate the vuus productton It was found that mtroductton of the bcnzyl group mto these sugars generally causes them to become antlvtrduy active Substttutron wtth metnJ, acetyl, undyl and thtocyanyl groups or dertvatlzatton wtth azrdo. tsopropyhdene and bcnzyhdene groups were wrthout effect All sugars contauung the 2-deoxy-2-acetamtdo group were Inactive S-roar analogue, Synthettc sugar, Anttvrral actlvny, Hemagglutmatmg trtre, Influenza vrrus
Die Umsetzung des Pyranosylbromids 9 der 2‐Azido‐2‐desoxy‐D‐glucose mit dem Akzeptor 12 führt bei Gegenwart eines heterogenen Silberkatalysators ohne Nachbargruppenbeteiligung unter Inversion zum β‐(1→6)‐glycosidisch verknüpften Disaccharid 14 aus zwei 2‐Azido‐2‐desoxy‐D‐glucose‐Einheiten. Nach partieller Entblockierung zu 15 ist die Anknüpfung eines KDO‐Restes unter Bildung einer α‐(2→6)‐ketosidischen Bindung zum Trisaccharid 16 möglich. Nach Reduktion der Azidogruppen und Anknüpfung von (R)‐3‐Hydroxymyristinsäure‐Resten gelangt man nach Entblockierung zum Trisaccharid α‐KDO‐(2→6)‐β‐D‐GlcA‐(1→6)‐D‐GlcA 20, das amidartig zwei 3‐Hydroxyfettsäure‐Reste gebunden enthält.
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