Synthesis of non-Natural C2- Homo-ceramide and its apoptotic activity against HL-60 cells

• Published in: Bioorganic & medicinal chemistry letters Vol. 13; no. 4; pp. 613 - 616
• Main Authors: Shikata, Keiji, Niiro, Hayato, Azuma, Hideki, Tachibana, Taro, Ogino, Kenji
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 24.02.2003; Elsevier
• Subjects: Antineoplastic agents; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - pharmacology; Apoptosis - drug effects; Biological and medical sciences; Enzyme Inhibitors - chemical synthesis; Enzyme Inhibitors - pharmacology; General aspects; HL-60 Cells; Humans; Medical sciences; Pharmacology. Drug treatments; Sphingosine - analogs & derivatives; Stereoisomerism; Structure-Activity Relationship; Antineoplastic agent; Human; Promyelocytic leukemia; Aminoalcohol; Aliphatic compound; Cytotoxicity; In vitro; HL60 cell line; Cell line; Structure activity relation; Cell death; Ceramide; Chemical synthesis; Tumor cell; Apoptosis
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/S0960-894X(02)01026-0

Non-natural ceramide analogues, C2- homo-ceramide and C2- homo-dihydroceramide, were prepared from l-aspartic acid via l- homo-serine. The apoptotic activities of the synthesized ceramide analogues were examined in HL-60 human leukemia cells. C2- homo- and C2- bishomo-ceramide indicate low but considerable apoptotic activities in comparison with C2-ceramide. Non-natural ceramide analogues, C2- homo-ceramide and C2- homo-dihydroceramide, were prepared from l-aspartic acid via l- homo-serine. The apoptotic activities of the synthesized ceramide analogues were examined in HL-60 human leukemia cells. C2- homo- and C2- bishomo-ceramide indicate low but considerable apoptotic activities in comparison with C2-ceramide.