Rc. Gadwood et al., CHIRAL SPIROCYCLIC BENZOPYRAN POTASSIUM CHANNEL OPENERS - EVIDENCE FOR THE ACTIVE CONFORMATION OF LEVCROMAKALIM, Bioorganic & medicinal chemistry letters, 5(18), 1995, pp. 2101-2104
Both enantiomers of a spirocyclic benzopyran imidazolone were prepared
in high enantiomeric purity. The S-isomer was found to be a potent po
tassium channel opener while the R-isomer was completely inactive. Com
parison of this structurally rigid compound with levcromakalim suggest
s that the biologically active conformation of levcromakalim is the sa
me as its preferred conformation in solution and solid state.