Comparative Studies on the Constituents of Ophiopogonis Tuber and Its Congeners. VIII. Studies on the Glycosides of the Subterranean Part of Ophiopogon japonicus Ker-Gawler CV. Nanus. (2)1)

Abstract

Two monoterpene glycosides, tentatively named OJV-I (1) and O JV-II (2), and eight steroidal glycosides, tentatively named OJV-III (3), OJV-IV (4), OJV-V (5), OJV-VI (6), OJV-VII (7), OJV-VIII (8), OJV-IX (9) and OJV-X (10), were isolated from the butanol-soluble fraction of the fresh subterranean part of Ophiopogon japonicus Ker-Gawler CV. Nanus. Among these compounds, 1, 2, 3, 4, 5, 6 and 7 were identified as /-borneol 0-B-D-glucopyranoside, /-borneol 0- B-D-apiofuranosyl (l→6)-B-D-glucopyranoside, ophiopogonin B, glycoside C, ophiopogonin D, Ls-10, and ruscogenin 1-O-sulfate, respectively. The structures of compounds 8, 9, and 10 were established to be (23S,24S,25S)-23,24-dihydroxyruscogenin l-O-[a-L-rhamnopyranosyl(l→2)] [B-D-xylopyranosyl(l→3)]-a-L-arabinopyranoside 24-O-B-D-fucopyranoside, (23S,24S,25S)-23,24-dihydroxyruscogenin l-O-[a-L-2,3,4-tri-O-acetylrhamnopyranosyl(l→2)] [B-D-xylopyranosyl(l →3)]-a-L-arabinopyranoside 24-O-B-D-fucopyranoside, and (23S,24S,25S)-23,24-dihydroxyruscogenin l-O-[a-L-4-O-acetylrhamnopyranosyl(l→2)] [B-D-xylopyranosyl(l→3)]-a-L-arabinopyranoside 24-O-B-D-fucopyranoside, respectively. © 1993, The Pharmaceutical Society of Japan. All rights reserved.