Noreudesmane sesquiterpenoids from the leaves of Nicotiana tabacum |
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| Institution: | 1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan 650201, PR China;2. University of Chinese Academy of Sciences, Beijing 100049, PR China;1. Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China;2. School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China;3. College of Pharmaceutical and Biotechnology Engineering, Shenyang University of Chemical Technology, Shenyang 110142, China;4. Biology Institute of Shandong Academy of Sciences, Jinan, China |
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| Abstract: | Six new 14-noreudesmane sesquiterpenoids, nicotabacosides A–F (1–6), along with five known sesquiterpenoids (7–11), were isolated from the leaves of Nicotiana tabacum. The structures of compounds 1–6 were elucidated as isorishitin 3-O-β-d-glucopyranoside (1), rishitin 3-O-β-d-glucopyranoside (2), rishitin 2-O-β-d-glucopyranoside (3), 1, 6-dehydro-rishitin 3-O-β-d-glucopyranoside (4), 2-hydroxyl-ligudentatol 3-O-β-d-glucopyranoside (5) and oxyglutinosone 3-O-β-d-glucopyranoside (6) based on extensive spectroscopic analyses (HRESIMS, UV, IR, 1D and 2D NMR). Their absolute configurations were determined by X-ray single-crystal diffraction and comparison of their electronic circular dichroism (ECD) spectra. |
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