New Lignan Glucosides fromStemmadenia minima*

Abstract

Reinvestigation of the polar fractions from the stem bark of STEMMADENIA MINIMA A. Gentry (Apocynaceae) afforded two known and four new lignan glucosides. Their structures were deduced by spectroscopic and chemical methods.

Phenolic glycosides from Barnettia kerrii

“…The fraction eluted with MeOH was repeatedly chromatographed on columns of silica gel, . Fifteen were identified as known compounds; verbascoside (1), isoverbascoside (2), leucosceptoside A (3) (Miyase et al, 1982), luteoside A (6), luteoside B (7) (Kernan et al, 1998), 2 00 -O-apiosylverbascoside (8) (Kanchanapoom et al, 2001), decaffeoylverbacoside (9) (Karasawa et al, 1986), seguinoside K (10) (Zhong et al, 1999) (Achenbach et al, 1992) (Binns et al, 1987), (6S,9R)-roseoside (17) (Otsuka et al, 1995) rengyoside B (18) (Seya et al, 1989) and stegioside III (19) (Nass and Rimpler, 1996) by comparison of physical data with literature values and from spectroscopic evidence.…”

Lignan glucosides from Acanthus ilicifolius

“…The fraction eluted with 60% MeOH was repeatedly subjected to column chromatography using silica gel, and octadecylsilyl silica gel, then by HPLC±ODS to a ord ten compounds (1±10). Eight were known compounds; (+)-lyoniresinol 3a-O-b-glucopyranoside (1), (-)-lyoniresinol 3a-O-b-glucopyranoside (2) (Achenbach et al, 1992), alangilignoside C (5) (Yuasa et al, 1997) (Ida et al, 1994), (+)-syringaresinol-O-b-glucopyranoside (7) (Kobayashi et al, 1985), verbascoside (8) (Miyase et al, 1982), b-hydroxyacteoside (9) (Kitakawa et al, 1984) and plucheoside B (10) (Uchiyama et al, 1989) by physical data and spectroscopic evidence.…”

Megastigmane, aliphatic alcohol and benzoxazinoid glycosides from Acanthus ebracteatus

“…HPLC to afford 27 compounds. Twenty two were identified as known compounds; plucheoside B (1), alangionoside C (2) (Otsuka et al, 1995), premnaionoside (4) (Sudo et al, 2000), (2R)-2-O-b-d-glucopyranosyl-2H-1,4-benzoxazin-3(4H)-one (HBOA-Glc, 8) (Tietze et al, 1991), (2R)-2-O-b-d-glucopyranosyl-4-hydroxy-2H-1,4-benzoxazin-3(4H)-one (DIBOA-Glc, 9) (Hartenstein and Sicker, 1994) (Ono et al, 1999) (Okamura et al, 1981), adenosine (13) (Otsuka et al, 1989), verbascoside (14), isoverbascoside (15), leucosceptoside A (16) (Miyase et al, 1982), martynoside (17) (Sasaki et al, 1978), b-hydroxyacteoside (18) (Kitakawa et al, 1984), vecenin-2 (19), schaftoside (20) (Markham and Chari, 1982) (Hase et al, 1995) (Achenbach et al, 1992) (Ida et al, 1994), magnolenin C (26) (Rao and Wu, 1978), and ( (Kinjo et al, 1991) by comparison of physical data with literature values and from spectroscopic evidence.…”