Three glucosides from lycopodium clavatum

摘要

Three new glucosides were isolated as their acetates from Japanese Lycopodium clavatum and the structures of acetates were determined based on extensive 2D NMR spectra.Two of them had the apigenin moiety attached to the anomeric position of glucose.The third one had a benzoate unit at the anomeric position,a p-coumarate at the 6-position,and a ferulate at the 2-position of the glucosyl unit.In the continual search for physiologically active substance in plants,we have studied the chemical constituents of Lycopodium clavatum collected in Japan.Studies of Lycopodium plants to date have resulted in isolation of triterpenoids,' glucosides,C3oN3 alkaloids,and other alkaloids.Quite recently,many reports about the chemical constituents of Lycopodium plants have appeared.Some of them possess very unusual type of skeleton related to lycopodane and other types.We have previously studied the basic constituents of L.lucidulum collected in Canada and reported the structures of oxolucidine A and lucidine B as well as lucidulinone.Thus,Lycopodium plants are still interesting sources for many people working in this area.In the present study,we have investigated Japanese L.clavatum,and have found three new glucosides.Here,we report the details of structure elucidation.