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

  • Chem Biodivers. 2016 Sep;13(9):1118-1125. doi: 10.1002/cbdv.201500311.
Bing-You Yang  1 Jiang-Tao Guo  1 Zu-Yi Li  1 Chang-Fu Wang  1 Zhi-Bin Wang  1 Qiu-Hong Wang  1 Hai-Xue Kuang  2
Affiliations
  • 1. Key Laboratory of Chinese Materia Medica (Ministry of Education), Heilongjiang University of Chinese Medicine, 24 HePing Road, Harbin, 150040, P. R. China.
  • 2. Key Laboratory of Chinese Materia Medica (Ministry of Education), Heilongjiang University of Chinese Medicine, 24 HePing Road, Harbin, 150040, P. R. China. [email protected].
Abstract

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.

Keywords
Schisandra chinensis; Lignans; Magnoliaceae; Neuroprotective activities; PC12 cell; Rattan stems; Thymoquinol glycosides.
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