TRITERPENOID GLYCOSIDES FROM ANAGALLIS-ARVENSIS

From the herb of Anagallis arvensis, we have isolated four novel olean ane glycosides, anagallosaponins VI-IX, and two artifact saponins, apo anagallosaponins III and IV, formed from anagallosaponins III and IV. The structures were elucidated by chemical and spectral methods, 2D NM R techniques being particularly helpful. The structures of anagallosap onins VI and VII were characterized as priverogenin B 3-O-beta-D-xylop yranosyl (1-->2)-beta-D-glucopyranosyl (1-->4)-alpha-L-arabinopyrano s ide and 3-O-(beta-D-glucopyranosyl (1-->4)-[beta-D-xylopyranosyl (1--> 2)] beta-D-glucopyranosyl (1-->4)-alpha-L-arabinopyranoside), respecti vely. The structures of anagallosaponins VIII and IX were characterize d as 23-hydroxypriverogenin B 22-acetate 3-O-(beta-D-xylopyranosyl (1- ->2)-O-beta-D-glucopyranosyl (1-->4) [beta-D-glucopyranosyl (1-->2)]-a lpha-L-arabinopyranoside), 3-O-(beta-D-glucopyranosyl (1-->4)[beta-D-x ylopyranosyl (1-->2]beta-D-glucopyranosyl (1-->4)[beta-D-glucopyranosy l (1-->2)]-alpha-L-arabinopyranoside), respectively. The structures of apoanagallosaponins III and IV were characterized as camelliagenin A 16-acetate 3-O-beta-D-xylopyranosyl (1-->2)-beta-D-glucopyranosyl (1-- >4)-alpha-L-arabnopyranoside, 3-O-(beta-D-xylopyranosyl (1-->2)-O-beta -D-glucopyranosyl (1-->4) [beta-D-glucopyranosyl (1-->2)]-alpha-L-arab inopyranoside), respectively.