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Published on: May 2, 2018
[Lignanoids from an aqueous extract of the roots of Codonopsis pilosula]
Abstract:
Sixteen lignanoids were isolated from an aqueous extract of the commonly used Chinese traditional medicine Dangshen, the dried roots of Codonopsis pilosula, by using a combination of various chromatographic techniques, including silica gel, macroporous adsorbent resin, MCI resin, sephadex LH-20, and reversed phase semi-preparative HPLC. On the basis of spectral data analysis, their structures were elucidated and identified as(-)-(7R,7’R,8R,8’S)-4,4’-dihydroxy-3,3’,5,5’,7-pentamethoxy-2,7’-cyclolignane(1),(-)-(7R,8S)- dihydrodehydrodiconiferyl alcohol 4-O-β-D-glucopyranosyl-(1’’’→2’’)-β-D-glucopyranoside(2),(-)-(7R,8S)- dihydrodehydrodiconiferyl alcohol(3),(+)-(7S,8R)-dehydrodiconiferyl alcohol(4),(+)-balanophonin(5),(+)- demethoxypinoresinol(6),(+)-pinoresinol(7),(+)-epipinoresinol(8),(-)-syringaresinol(9),(-)-medioresinol(10),(-)-lariciresinol(11),(-)-secoisolariciresinol(12),(-)-ent-isolariciresinol(13),(+)-(7S,8S)-3-methoxy-3’,7- expoxy-8,4’-neolignan-4,9,9’-triol(14),(+)-(7S,8R)-3’,4-dihydroxy-3-methoxy-8,4’-neolignan(15), and(-)-(7R,8R)-3’,4-dihydroxy-3-methoxy-8,4’-neolignan(16). All these compounds were isolated from C. pilosula for the first time, while compound 1 is a new natural product of 2,7’-cyclolignan and 2 is a new 4’,7-epoxy- 8,3’-neolignan diglucoside. Compound 12 showed activity against Fe(2+)-cysteine induced rat liver microsomal lipid peroxidation with an inhibition ratio of(63.4 ± 8.3) % at 1×10(-5) mol·L(-1).
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