title: Synthesis of amino core compounds of galactosyl phytosyl ceramide analogs for developing iNKT-cell inducers.
abstract: 1-Aminophytosphingosine and 6-aminogalactosyl phytosphingosine were prepared in 61% and 40% yield libraries with 44 carboxylic acids showed that a 4-butylbenzoic acid-derived product exe, respectively. Glycosylation using benzoyl-protected lipid resulted in better a-selectivity for ceramide analogs, but the yield was less than that obtained with benzyl moieties. Screening the amide rted less cytotoxicity. These analogs were purified for validation of immunological potencies and the a-GalCer analog but not the sphingosine analog stimulated human iNKT cell population.
authors.affiliation: Department of Neurosurgery, Chang Gung Memorial Hospital, Chang Gung University, Taoyuan 33305, Taiwan.
authors.forename: Yin-Cheng
authors.initials: YC
authors.lastname: Huang
authors.forename: Li-Wu
authors.initials: LW
authors.lastname: Chiang
authors.forename: Kai-Shiang
authors.initials: KS
authors.lastname: Chang
authors.forename: Wen-Chin
authors.initials: WC
authors.lastname: Su
authors.forename: Yi-Hsian
authors.initials: YH
authors.lastname: Lin
authors.forename: Kee-Ching
authors.initials: KC
authors.lastname: Jeng
authors.forename: Kun-I
authors.initials: KI
authors.lastname: Lin
authors.forename: Kuo-Yen
authors.initials: KY
authors.lastname: Liao
authors.forename: Ho-Lein
authors.initials: HL
authors.lastname: Huang
authors.forename: Chung-Shan
authors.initials: CS
authors.lastname: Yu
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D005699:Galactosylceramides / Q000138:chemical synthesis* / Q000494:pharmacology; D006031:Glycosylation; D006801:Humans; D055611:Natural Killer T-Cells / Q000187:drug effects* / Q000502:physiology; D054852:Small Molecule Libraries / Q000138:chemical synthesis*; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000588:Amines; D005699:Galactosylceramides; D054852:Small Molecule Libraries; D013110:Sphingosine