Next Article in Journal
Anti-acetylcholinesterase and Antioxidant Activity of Essential Oils from Hedychium gardnerianum Sheppard ex Ker-Gawl
Next Article in Special Issue
Parallel Synthesis of Peptide-Like Macrocycles Containing Imidazole-4,5-dicarboxylic Acid
Previous Article in Journal
Correlation Between Chemical Composition and Antibacterial Activity of Essential Oils from Fifteen Eucalyptus Species Growing in the Korbous and Jbel Abderrahman Arboreta (North East Tunisia)
Molecules 2012, 17(3), 3058-3081; doi:10.3390/molecules17033058

Synthesis of Amino Core Compounds of Galactosyl Phytosyl Ceramide Analogs for Developing iNKT-Cell Inducers

1, 2, 2, 2, 2, 3, 2,4, 2, 2 and 2,5,*
1 Department of Neurosurgery, Chang Gung Memorial Hospital and Department of Medicine, Chang Gung University, Taoyuan 33305, Taiwan 2 Department of Biomedical Engineering and Environmental Sciences, National Tsing-Hua University, No. 101 sec.2, Guang-Fu Rd., Hsinchu 30043, Taiwan 3 Department of Medical Research, Taichung Veterans General Hospital, Taichung 40705, Taiwan 4 Department of Obstetrics and Gynecology, Chang Bing Show Chwan Memorial Hospital, Lukang Zhen, Changhua 50544, Taiwan 5 Institute of Nuclear Engineering and Science, National Tsing-Hua University, Hsinchu 30043, Taiwan
* Author to whom correspondence should be addressed.
Received: 20 January 2012 / Revised: 1 March 2012 / Accepted: 6 March 2012 / Published: 12 March 2012
(This article belongs to the Special Issue Parallel Synthesis)
Download PDF [473 KB, uploaded 18 June 2014]


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.
Keywords: phytosphingosine; library; cancer; immune; glycosylation phytosphingosine; library; cancer; immune; glycosylation
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary material


Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
MDPI and ACS Style

Huang, Y.-C.; Chiang, L.-W.; Chang, K.-S.; Su, W.-C.; Lin, Y.-H.; Jeng, K.-C.; Lin, K.-I.; Liao, K.-Y.; Huang, H.-L.; Yu, C.-S. Synthesis of Amino Core Compounds of Galactosyl Phytosyl Ceramide Analogs for Developing iNKT-Cell Inducers. Molecules 2012, 17, 3058-3081.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert