Synthesis and reactions of Biginelli compounds, part 19 - X-ray structure, conformational analysis, enantioseparation, and determination of absolute configuration of the mitotic kinesin Eg5 inhibitor monastrol

摘要

The conformational features of the mitotic kinesin Eg5 inhibitor monastrol were investigated by computational (AM1, HF/3-21G*), X-ray diffraction, and NMR studies showing that monastrol is a conformationally highly flexible molecule. Racemic monastrol was resolved by direct enantioselective HPLC and thr absolute configuration of the first eluting (S)-(+) enantiomer was established by CD spectroscopy. (C) 2000 Elsevier Science Ltd. All rights reserved. [References: 12]