期刊
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
卷 46, 期 11, 页码 5480-5486出版社
ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.ejmech.2011.09.010
关键词
Marine compound; Enantioselective synthesis; One-pot reaction; 1-Deoxy-sphingoid bases; Cell proliferation
资金
- National Basic Research Program (973 Program) of China [2010CB833200]
- NSF of China [20832005]
- NFFTBS [J1030415]
- Fujian Province Health-Education Research Projects [WKJ2008-2-45]
- Xiamen Science and Technology Key Program [3502Z20100006]
An improved four-step approach for the stereoselective synthesis of long-chain anti-2-amino-3-alkanols is described. Using this method, the syntheses of antiproliferative (antitumoral) compounds, spisulosine (ES-285, 2), clavaminols A and B (3 and 4), the deacetylated products of clavaminols H and N (7 and 8), as well as (2S,3R)-2-aminododecan-3-ol (9) and xestoaminol C (10), have been achieved in excellent diastereoselectivities. In vitro study showed that these compounds induced cell death and dose-dependently inhibited cell proliferation in human glioblastoma cell line SHG-44, indicating the anti-tumor property of this series of compounds. (C) 2011 Elsevier Masson SAS. All rights reserved.
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