VOM RADIOAKTIVEN CONIFERIN ZUM MARKIERTEN TURGORIN

Article abstract of DOI:10.1016/0008-6215(87)80115-5

The first Periodic Leaf Movement Factor ("PLMF 1"), 4-O-(β-D-glucopyranosyl 6-sulfate)gallic acid (1), which is chemonastically active on Mimosa pudica L., and its (14)C-carboxyl-labelled analog were synthesized by Koenigs-Knorr reaction of a D-glucose derivative with a suitably blocked gallic acid to give 4-O-β-D-glucopyranosylgallic acid after deblocking.Regioselective sulfatation with sulfur trioxide-pyridine afforded 1.The (14)C-labelled analog was prepared via regioselective glucosylation of methyl galloate with 2,3,4,6-tetra-D-acetyl-α-D-glucopyranosyl bromide and subsequent sulfatation of the deblocked glucoside.