Antioxidant lignans and chromone glycosides from Eurya japonica

Li Ming Yang Kuo, Li Jie Zhang, Hung Tse Huang, Zhi Hu Lin, Chia Ching Liaw, Hui Ling Cheng, Kuo Hsiung Lee, Susan L. Morris-Natschke, Yao Haur Kuo, Hsiu O. Ho

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20 Citations (Scopus)

Abstract

Four new 8,8′,7,2′-lignans, (+)-ovafolinin B-9′-O-β- d-glucopyranoside (1), (-)-ovafolinin B-9′-O-β-d-glucopyranoside (2), (+)-ovafolinin E-9′-O-β-d-glucopyranoside (3), and (-)-ovafolinin E-9′-O-β-d-glucopyranoside (4), two neolignans, eusiderin N (5) and (7S,8R)-3,5,5′-trimethoxy-4′,7-epoxy-8,3′-neolignan-9, 9′-diol-4-O-β-d-xylopyranoside (6), and two new chromone glycosides, 5,7-dihydroxy-4H-chromen-4-one-3-O-β-d-glucopyranoside (7) and 5,7-dihydroxy-4H-chromen-4-one-3-O-β-d-xylopyranoside (8), together with 25 known compounds, were isolated from the stems of Eurya japonica. Structural elucidation of compounds 1-8 was established by spectroscopic methods, especially 2D NMR techniques, electronic circular dichroism data, and comparison with reported data. The isolates were evaluated for antioxidant and anti-NO production activities. Compounds 1, 2, 12-20, and 29 (ED50 23.40 μM for 1) demonstrated potent antioxidant activity compared to the positive control α-tocopherol (ED50 27.21 μM). On the other hand, compounds 1, 2, 7-9, 12-20, and 32 showed only weak anti-NO production activity when compared to the positive control quercetin.

Original languageEnglish
Pages (from-to)580-587
Number of pages8
JournalJournal of Natural Products
Volume76
Issue number4
DOIs
Publication statusPublished - Apr 26 2013

ASJC Scopus subject areas

  • Complementary and alternative medicine
  • Molecular Medicine
  • Organic Chemistry
  • Analytical Chemistry
  • Pharmaceutical Science
  • Pharmacology
  • Drug Discovery

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  • Cite this

    Yang Kuo, L. M., Zhang, L. J., Huang, H. T., Lin, Z. H., Liaw, C. C., Cheng, H. L., Lee, K. H., Morris-Natschke, S. L., Kuo, Y. H., & Ho, H. O. (2013). Antioxidant lignans and chromone glycosides from Eurya japonica. Journal of Natural Products, 76(4), 580-587. https://doi.org/10.1021/np3007638