New Thymoquinol Glycosides and Neuroprotective Dibenzocyclooctane Lignans from the Rattan Stems of Schisandra chinensis

Three new lignans (1 – 3), together with four new thymoquinol glycosides (4 – 7), were isolated from 70%‐EtOH extract of the rattan stems of Schisandra chinensis. The structures of 1 – 7 were elucidated by detailed spectroscopic analyses, and these new compounds were identified as pinobatol‐9‐O‐β‐d‐...

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Published in:Chemistry & biodiversity 2016-09, Vol.13 (9), p.1118-1125
Main Authors: Yang, Bing-You, Guo, Jiang-Tao, Li, Zu-Yi, Wang, Chang-Fu, Wang, Zhi-Bin, Wang, Qiu-Hong, Kuang, Hai-Xue
Format: Article
Language:English
Subjects:
Amyloid beta-Peptides - antagonists & inhibitors
Amyloid beta-Peptides - toxicity
Animals
Benzoquinones - chemistry
Benzoquinones - isolation & purification
Benzoquinones - pharmacology
Cell Survival - drug effects
Cyclooctanes - chemistry
Cyclooctanes - isolation & purification
Cyclooctanes - pharmacology
Glycosides - chemistry
Glycosides - isolation & purification
Glycosides - pharmacology
Herbs
Lignans
Lignans - chemistry
Lignans - isolation & purification
Lignans - pharmacology
Magnoliaceae
Molecular Structure
Neuroprotective activities
Neuroprotective Agents - chemistry
Neuroprotective Agents - isolation & purification
Neuroprotective Agents - pharmacology
PC12 cell
PC12 Cells
Peptide Fragments - antagonists & inhibitors
Peptide Fragments - toxicity
Plant Stems - chemistry
Rats
Rattan stems
Schisandra
Schisandra - chemistry
Schisandra chinensis
Thymoquinol glycosides
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Summary:Three new lignans (1 – 3), together with four new thymoquinol glycosides (4 – 7), were isolated from 70%‐EtOH extract of the rattan stems of Schisandra chinensis. The structures of 1 – 7 were elucidated by detailed spectroscopic analyses, and these new compounds were identified as pinobatol‐9‐O‐β‐d‐glucopyranoside (1), 1,2,13,14‐tetramethoxydibenzocyclooctadiene 3,12‐O‐β‐d‐diglucopyranoside (2), 3,7‐dihydroxy‐1,2,13,14‐tetramethoxydibenzocyclooctadiene 12‐O‐β‐d‐glucopyranoside (3), thymoquinol 2‐O‐β‐d‐apiofuranosyl‐(1→6)‐β‐d‐glucopyranoside (4), thymoquinol 2‐O‐α‐d‐arabinofuranosyl‐(1→6)‐β‐d‐glucopyranoside (5), thymoquinol 5‐O‐β‐d‐apiofuranosyl‐(1→6)‐β‐d‐glucopyranoside (6), and thymoquinol 5‐O‐α‐d‐arabinofuranosyl‐(1→6)‐β‐d‐glucopyranoside (7). The neuroprotective activity of 1 – 7 was evaluated on PC12 cells with neurotoxicity induced by amyloid‐beta 1 – 42 (Aβ1 – 42). Compounds 2 and 3 showed protecting activity against Aβ‐induced toxicity in PC12 cells.
ISSN:1612-1872
1612-1880
DOI:10.1002/cbdv.201500311