title: Synthesis of N-acetylglucosaminyl- and N-acetylgalactosaminylceramides as cerebroside analogs and their anti-human immunodeficiency virus type 1 activities.
abstract: Monoglycosylceramide derivatives containing mimicks of ceramide were synthesized as cerebroside analogs from D-glucosamine or D-galactosamine derivatives and N-benzyloxycarbonyl-L-serine myristylamide by using trimethylsilyl trifluoromethanesulfonate (TMSOTf) as a promoter. The synthesized sulfate glycolipids show moderate anti-HIV-1 activities.
authors.affiliation: School of Pharmaceutical Sciences, University of Shizuoka, Japan.
authors.forename: K
authors.initials: K
authors.lastname: Ikeda
authors.forename: T
authors.initials: T
authors.lastname: Asahara
authors.forename: K
authors.initials: K
authors.lastname: Achiwa
authors.forename: H
authors.initials: H
authors.lastname: Hoshino
mesh_terms: D000116:Acetylgalactosamine / Q000737:chemistry; D002554:Cerebrosides / Q000737:chemistry* / Q000494:pharmacology; D005944:Glucosamine / Q000737:chemistry; D006017:Glycolipids / Q000737:chemistry; D015497:HIV-1 / Q000187:drug effects*; D006801:Humans; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy
chemical_list: D002554:Cerebrosides; D006017:Glycolipids; D000116:Acetylgalactosamine; D005944:Glucosamine