Synthesis of sulfated cerebroside analogs having mimicks of ceramide and their anti-human immunodeficiency virus type 1 activities

H Yoshida; K Ikeda; K Achiwa; H Hoshino

doi:10.1248/cpb.43.594

Synthesis of sulfated cerebroside analogs having mimicks of ceramide and their anti-human immunodeficiency virus type 1 activities

Chem Pharm Bull (Tokyo). 1995 Apr;43(4):594-602. doi: 10.1248/cpb.43.594.

Authors

H Yoshida¹, K Ikeda, K Achiwa, H Hoshino

Affiliation

¹ School of Pharmaceutical Sciences, University of Shizuoka, Japan.

PMID: 7600612
DOI: 10.1248/cpb.43.594

Abstract

Various sulfated cerebroside analogs, which are mimicks of cerebroside, have been prepared from per-O-acetylated D-glucose, per-O-acetylated D-galactose, and per-O-acetylated D-lactose with ethyleneglycol dodecyl ether, 3-docosyloxy-1-propanol, 2-hydroxymethyl-1,3-O-dimyristyl-1,3-propanediol, and L-serine diamide derivatives as ceramide moieties. The synthesized sulfated glycolipids showed anti-HIV-1 activities.

MeSH terms

Antiviral Agents / chemical synthesis*
Antiviral Agents / chemistry
Antiviral Agents / pharmacology
Carbohydrate Sequence
Cell Line
Cerebrosides / chemical synthesis*
Cerebrosides / chemistry
Cerebrosides / pharmacology
HIV-1 / drug effects*
Humans
Magnetic Resonance Spectroscopy
Molecular Sequence Data
Spectrometry, Mass, Fast Atom Bombardment
Sulfuric Acids / chemistry

Substances

Antiviral Agents
Cerebrosides
Sulfuric Acids