(+)-(S)- and (-)-(R)-C-1'-O-methyl abscisic acids and their methyleste
rs, as well as the methyl ethers of the acetylenic analogue of methyl
ABA, were synthesized through an enantioselective route, giving a seri
es of optically active, new C-1' substituted analogues with known ster
eochemistry. In a wheat embryo germination inhibition assay, (-)-C-1'-
O-methyl ABA shows high activity, comparable with(+)- and (-)-ABA, whe
reas(+)-C-1'-O-methyl ABA is less active. In a wheat seedling transpir
ation assay, both analogues exhibit weak activity although the (+)-ABA
-like analogue is more potent than its enantiomer. The anti-transpiran
t response increases over time, which may indicate that the analogue i
s being metabolized to ABA in vivo.