Document 0658
 DOCN  M9490658
 TI    Synthesis of sulfated alkyl malto- and laminara-oligosaccharides with
       potent inhibitory effects on AIDS virus infection.
 DT    9411
 AU    Katsuraya K; Ikushima N; Takahashi N; Shoji T; Nakashima H; Yamamoto N;
       Yoshida T; Uryu T; Institute of Industrial Science, University of Tokyo,
       Japan.
 SO    Carbohydr Res. 1994 Jul 4;260(1):51-61. Unique Identifier : AIDSLINE
       MED/94340624
 AB    A series of sulfated alkyl oligosaccharides, including a sulfate 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 alpha and beta peracetylated glycosides, the beta
       anomer reacted exclusively, the acetylation was carried out with a
       sodium acetate-acetic anhydride at high temperatures to maximize the
       proportion of the beta anomer.
 DE    Acetylation  Antiviral Agents/CHEMICAL SYNTHESIS/*PHARMACOLOGY
       Carbohydrate Sequence  Fatty Alcohols/CHEMISTRY  Glycosylation
       HIV-1/*DRUG EFFECTS  Molecular Sequence Data  Oligosaccharides/CHEMICAL
       SYNTHESIS/*PHARMACOLOGY  Polysaccharides/*PHARMACOLOGY  Sulfuric Acid
       Esters  JOURNAL ARTICLE

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