Synthesis of a Rationally Designed Inhibitor of the (S)-Adenosyl-L-Methionine: △²⁴⁽²⁵⁾-Sterol Methyl Transferase

Abstract

A facile preparation of the first bisubstrate analog 4, 4-dimethyl 14α-methyl 24(R, S)-OMe, 25-dimethyl amino cholest-8-en-3β-ol 3 designed to interfere with the binding of (S)-adenosyl-L-methionine and of the natural sterol substrate to the (S)-adenosyl-L-methionine: △²⁴⁽²⁵⁾-sterol methyl transferase is reported here. Confirmation of the identity of the novel side chain modified N-sterol was obtained by ¹H- and ¹³C-NMR.