Megastigmane glycosides from the leaves of <i>Nicotiana tabacum</i> and their neuroprotective activities

A total of 12 megastigmane glycosides (<b>1 </b>-<b> 12</b>), including four undescribed ones, were extracted from the leaf tissues of <i>Nicotiana tabacum</i>. The molecular frameworks of all isolates could be indicated by 1D and 2D-NMR analysis and mass spectrometry along with comparison with those previously reported. Absolute configuration from four new metabolites (<b>1 </b>-<b> 4</b>) was established through ECD and empirical rules of <sup>13</sup>C-NMR chemical shift. Additionally, a hydrogen peroxide-induced SH-SY5Y cell model was used to assess the isolates' <i>in vitro</i> neuroprotective activity, and the bioassay results demonstrated compounds <b>2</b>, <b>3</b>, <b>6</b>, and <b>7</b> displayed moderate protective effects against H<sub>2</sub>O<sub>2</sub>-induced neurotoxicity at 10 μM in comparison to the positive control, edaravone.

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Publication Details

Journal
Natural Product Research
Published
2025-10-29
DOI
https://doi.org/10.1080/14786419.2025.2572035
Primary Topic
Phytochemistry and Biological Activities
Type
article
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article

Megastigmane glycosides from the leaves of Nicotiana tabacum and their neuroprotective activities

Duobin Mao, Hongxun Tao, Junzhi Wu, Bing‐Bing Lin et al.
Natural Product Research
Phytochemistry and Biological Activities
article

Megastigmane glycosides from the leaves of Nicotiana tabacum and their neuroprotective activities

Duobin Mao, Hongxun Tao, Junzhi Wu, Bing‐Bing Lin, Jun Gu
article en

Abstract

A total of 12 megastigmane glycosides (<b>1 </b>-<b> 12</b>), including four undescribed ones, were extracted from the leaf tissues of <i>Nicotiana tabacum</i>. The molecular frameworks of all isolates could be indicated by 1D and 2D-NMR analysis and mass spectrometry along with comparison with those previously reported. Absolute configuration from four new metabolites (<b>1 </b>-<b> 4</b>) was established through ECD and empirical rules of <sup>13</sup>C-NMR chemical shift. Additionally, a hydrogen peroxide-induced SH-SY5Y cell model was used to assess the isolates' <i>in vitro</i> neuroprotective activity, and the bioassay results demonstrated compounds <b>2</b>, <b>3</b>, <b>6</b>, and <b>7</b> displayed moderate protective effects against H<sub>2</sub>O<sub>2</sub>-induced neurotoxicity at 10 μM in comparison to the positive control, edaravone.

Natural Product Research
Zhengzhou University of Light Industry (CN), China Tobacco (CN)
Openalex Percentile: Top 77%
Phytochemistry and Biological Activities
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Megastigmane glycosides from the leaves of <i>Nicotiana tabacum</i> and their neuroprotective activities — Duobin Mao, Hongxun Tao, et al. · Natural Product Research (2025) | TGRS Research Map | TGRS