Nat Prod Sci.  2023 Dec;29(4):268-275. 10.20307/nps.2023.29.4.268.

A New Bicyclic Megastigmane Derivative from By-product of Ginseng Berry Extract

• Kim HJ
• Shin KJ
• Kim HS
• Kim D
• Kim HJ
• Hong YD
• Yoon KD

• KMID: 2550562
• DOI: http://doi.org/10.20307/nps.2023.29.4.268

Abstract

A new bicyclic megastigmane derivative, (3S,6S)-amoreol (1), was isolated and determined along with twenty known compounds, dihydrosinapic acid (2), 2,6-dimethoxyterephthalic acid (3), 4-methoxybenzoic acid (4), 4-ethylbenzene-1,2-diol (5), ethylparaben (6), vanillic acid (7), ferulic acid (8), 3-(4-hydroxy-3-methoxyphenyl)propionic acid (9), ethyl dihydroferulate (10), dihydroconiferyl alcohol (11), 1,2-dihydrodendroarboreol B (12), 1,2-dihydropanaxydiol (13), panaxydiol (14), panaxytriol (15), (S)-cis-abscisic acid (16), (R)-trans-abscisic acid (17), (6R,9S)-blumenol C (18), (3S,5R,6S,7E)-5,6-epoxy-3-hydroxy-7-megastigmene-9-one (19), (+)-salicifoliol (20), imperatorin (21), indole-3-carboxaldehyde (22) from the by-product of ginseng berry extract. The structures of the isolated compounds were determined through spectroscopic techniques including UV, 1D-, and 2D NMR, CD, MS and optical rotation. The absolute configuration of 1 was elucidated based on the experimental and calculated electronic circular dichroism (ECD) spectra.

Keyword

Panax ginseng; Araliaceae; Megastigmane; (3S,6S)-amoreol