Jwjf. Thuring et al., SYNTHESIS AND BIOLOGICAL EVALUATION OF STRIGOL ANALOGS MODIFIED IN THE ENOL ETHER PART, Journal of the Chemical Society. Perkin transactions. I, (5), 1997, pp. 767-774
Several analogues of strigol, which is a germination stimulant for see
ds of the parasitic weeds Striga and Orobanche, have been prepared. St
ructural modifications are introduced in the vinyl ether part and incl
ude: i, analogues containing an endocyclic vinyl ether double bond, us
ing tetronic acids as precursors; ii, geometrical isomerization of the
vinyl ether double bond; and iii, analogues containing a methyl subst
ituent on the vinyl ether double bond. During coupling reactions to gi
ve compounds belonging to the last-mentioned class, undesired C-alkyla
tion occurs, which can be minimized by choosing the appropriate reacti
on conditions. Bioassays reveal that the analogues prepared exhibit co
nsiderable activity in the stimulation of seed germination of Striga h
ermonthica and Orobanche crenata.