679825-65-1Relevant academic research and scientific papers
Synthetic approach to the synthesis of physiologically active compounds: II. Synthesis of disubstituted adamantanes containing an N- benzoylphenylisoserine fragment
Zefirova,Selyunina,Nuriev,Zyk,Zefirov
, p. 831 - 833 (2003)
A preparation is reported of some previously unknown 1,4-disubstituted adamantane derivatives containing a phenylisoserine fragment.
Design, synthesis, and bioactivity of putative tubulin ligands with adamantane core
Zefirova, Olga N.,Nurieva, Evgeniya V.,Lemcke, Heiko,Ivanov, Andrei A.,Shishov, Dmitrii V.,Weiss, Dieter G.,Kuznetsov, Sergei A.,Zefirov, Nikolay S.
supporting information; experimental part, p. 5091 - 5094 (2009/06/18)
Several adamantane-based taxol mimetics were synthesized and found to be cytotoxic at micromolar concentrations and to cause tubulin aggregation. The extent of the aggregation is maximal for N-benzoyl-(2R,3S)-phenylisoseryloxyadamantane (5) and is very sensitive to the structural modifications. A hybrid compound (15), combining adamantane-based taxol mimetic with colchicine was synthesized and found to possess both microtubule depolymerizing and microtubule bundling activities in A549 human lung carcinoma cells.
