1994 年 42 巻 9 号 p. 1750-1755
From the herb of Anagallis arvensis L., we have isolated five novel oleanane glycosides, anagallosaponins I-V and the artifact, methyl anagallosaponin I, besides anagallosides A, B, C, and desglucoanagallosides A and B. The structures of isolates were identified by the use of 2D-NMR techniques (1H-1H correlation spectroscopy (COSY), 1H-detected heteronuclear multiple quantum coherence (HMQC), heteronuclear multiple quantum coherence (HMBC), rotating frame Overhauser enhancement spectroscopy (ROESY), total correlation spectroscopy (TOCSY). The structures of anagallosaponins I and II were characterized as anagallogenin A 3-O-{β-D-glucopyranosyl(1→4)-[β-D-xylopyranosyl (1→2)-]β-D-glucopyranosyl (1→4)-[β-D-glucopyranosyl (1→2)]-α-L-arabinopyranoside} and anagallogenin A 22-acetate 3-O-{β-D-xylopyranosyl (1→2)-O-β-D-glucopyranosyl (1→4)-[β-D-glucopyranosyl (1→2)]-α-L-arabinopyranoside}, respectively. The structures of anagallosaponins III, IV and V were characterized as priverogenin B 22-acetate 3-O-β-D-xylopyranosyl (1→2)-β-D-glucopyranosyl (1→4)-α-L-arabinopyranoside, 3-O-{β-D-xylopyranosyl (1→2)-β-D-glucopyranosyl (1→4)-[β-D-glucopyranosyl (1→2)]-α-L-arabinopyranoside}, 3-O-{β-D-glucopyranosyl (1→4)-[β-D-xylopyranosyl (1→2)]-β-D-glucopyranosyl (1→4)-α-L-arabinopyranoside}, respectively. Methyl anagallosaponin I, the methylacetal of anagallosaponin I might be derived from anagallosaponin I during the isolation procedure.
