Neolignans, lignans and glycoside from the fruits of Melia toosendan

  • Fitoterapia. 2014 Dec:99:92-8. doi: 10.1016/j.fitote.2014.09.008.
Lun Wang  1 ,  Fu Li  2 ,  Chun-Yan Yang  1 ,  Ashfaq-Ahmad Khan  3 ,  Xin Liu  4 ,  Ming-Kui Wang  5
Affiliations
  • 1. Key Laboratory of Mountain Ecological Restoration and Bioresource Utilization & Ecological Restoration Biodiversity Conservation Key Laboratory of Sichuan Province, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China; University of Chinese Academy of Sciences, Beijing 100049, China.
  • 2. Key Laboratory of Mountain Ecological Restoration and Bioresource Utilization & Ecological Restoration Biodiversity Conservation Key Laboratory of Sichuan Province, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China.
  • 3. Key Laboratory of Mountain Ecological Restoration and Bioresource Utilization & Ecological Restoration Biodiversity Conservation Key Laboratory of Sichuan Province, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China; Phytopharmaceutical and Neutraceutical Research Laboratories, Institute of Chemical Sciences, University of Peshawar, Peshawar 25120, Pakistan.
  • 4. Beijing Entry-Exit Inspection and Quarantine Bureau, Beijing 100026, China.
  • 5. Key Laboratory of Mountain Ecological Restoration and Bioresource Utilization & Ecological Restoration Biodiversity Conservation Key Laboratory of Sichuan Province, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China. Electronic address: [email protected].
PMID: 25250895 DOI: 10.1016/j.fitote.2014.09.008
Abstract

Four new neolignans, meliasendanins A-D (1-4), and a new glycoside, toosenoside A (5), together with ten known ones (6-15), were isolated from a n-BuOH partition of the fruits of Melia toosendan. Their structures were elucidated by analyses of extensive spectroscopic data and comparison of the NMR data with those reported previously. Meliasendanin A (1) was a rare neolignan containing isochroman moiety, and its absolute configuration was determined using a CD spectrum. Toosenoside A (5) was an unusual glycoside with a rare naturally occurring aglycone and its structure was confirmed by X-ray single crystal diffraction analysis. The antioxidant activity of the isolated neolignans and Lignans was evaluated by ABTS radical-scavenging assay. Compounds 1 and 13 exhibited strong antioxidant activity, with IC₅₀ values of 62.8 and 45.1 μM, respectively.

Keywords
Antioxidant activity; Glycoside; Lignans; Melia toosendan; Meliaceae; Neolignans.
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