Design and Synthesis of Morpholine Sulfonamide Compound and Its Inhibition on Soybean Seed Germination
In order to obtain novel abscisic acid analogues,morpholine-sulfonamide compound was designed under the prin-ciple of active substructure combination.14 target compounds were obtained through aromatic nucleophilic substitution(SNAr)when fluoride nitrobenzene and morpholine-4-sulfonamide were used as starting materials.The approach represents simple operation and broad substrate scope.Additionally,the soybean seed germination was inhibited overwhelmingly when treated with compounds 4a～4d,4k,4m and 4n at 50 μmol/L.Furthermore,the inhibition activity of compounds 4a～4d,4k,4m and 4n was higher than 95％at 25 μmol/L.Finally,the activity of 4m and 4n was much higher than that of ABA and lead compound(PM4)at 15 μmol/L.Moreover,the molecular docking study revealed that 4m and 4n could bind abscisic acid re-ceptor strongly than ABA and PM4.These results are benefit to discovering novel ABA analogues.
ABA functional analoguemorpholine sulfonamideinhibition germinationaromatic nucleophilic substitution
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