668436-83-7Relevant academic research and scientific papers
Synthesis of 15N-labeled vicinal diamines through N-activated chiral aziridines: Tools for the NMR study of platinum-based anticancer compounds
Berger, Gilles,Gelbcke, Michel,Cau?t, Emilie,Luhmer, Michel,Nève, Jean,Dufrasne, Fran?ois
supporting information, p. 545 - 548 (2013/02/23)
A new method for the synthesis of 15N-labeled chiral β-diamines from a common precursor, either optically pure amino acids or anti-β-amino alcohols, is reported. The two diastereomeric series of vicinal diamines are produced through the nucleophilic ring opening of activated chiral aziridines. 15N was introduced by means of [ 15N]-benzylamine, prepared from 15NH4Cl. The final compounds are highly valuable because [1H-15N] NMR is considered a powerful tool for studying the chemical properties of platinum-based complexes.
Diastereoselective synthesis and bioactivity of long-chain anti-2-amino-3-alkanols
Chen, Bi-Shuang,Yang, Long-He,Ye, Jian-Liang,Huang, Tao,Ruan, Yuan-Ping,Fu, Jin,Huang, Pei-Qiang
scheme or table, p. 5480 - 5486 (2011/12/14)
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.
