1143584-07-9Relevant academic research and scientific papers
Efficient synthesis and biological activity of enantiomeric pairs of thiolactomycin and its 3-demethyl derivative
Ohata, Kohei,Terashima, Shiro
experimental part, p. 2244 - 2253 (2009/08/07)
The title total synthesis was achieved by employing deconjugative asymmetric α-sulfenylation of the chiral 3-(α,β,γ,δ-unsaturated acyl)oxazolidin-2-one with a 3,3-dimethoxypropyl methanethiosulfonate as a key step. From the biological activity assay carried out using the title compounds, it appeared evident that in vitro antibacterial and mammalian type I FAS inhibitory activity can be cleanly separated by changing not only the substituent at the C3-position but also the absolute configuration at the C5-position, and that unnatural (S)-(-)-3-demethylthiolactomycin and its congeners might be usable as selective mammalian type I FAS inhibitors.
