Synthesis and characterization of an epimer of tacrolimus, an immunosuppressive drug

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Dorthe Mondrup Skytte, Karla Andrea Frydenvang, Liselotte Hansen, Peter G Nielsen, Jerzy W Jaroszewski

8-Epitacrolimus (2), a new l-pipecolic acid macrolide lactone, was obtained by base-catalyzed epimerization of tacrolimus (FK-506, 1), an important immunosuppressive drug, and its structure determined by a single-crystal X-ray diffraction method. The compound was fully characterized by spectroscopic techniques. The epimer is of importance due to its potential biological effects as well as because of its possible formation during formulation, handling, and use of tacrolimus products.
OriginalsprogEngelsk
TidsskriftJournal of Natural Products
Vol/bind73
Udgave nummer4
Sider (fra-til)776-779
ISSN0163-3864
DOI
StatusUdgivet - 18 feb. 2010

ID: 19367332