Three new sesquiterpenes from the stems of Nicotiana tabacum and their bioactivities |
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| Authors: | Pei-Song Yang Shi-Yun Tang Chun-Bo Liu Ling Ye Feng-Mei Zhang Pei He |
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| Affiliation: | 1. School of Chemical Science and Technology, Yunnan University, Kunming 650091, China;2. Key Laboratory of Tobacco Chemistry of Yunnan Province, China Tobacco Yunnan Industrial Co. Ltd, Kunming 650231, China;3. Key Laboratory of Tobacco Chemistry of Yunnan Province, China Tobacco Yunnan Industrial Co. Ltd, Kunming 650231, China |
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| Abstract: | Three new sesquiterpenes, methyl 4-isopropyl-7-methoxy-6-methylnaphthalene-1-carboxylate (1), methyl 2-hydroxy-4-isopropyl-7-methoxy-6-methylnaphthalene-1-carboxylate (2), and methyl 2-hydroxy-6-(hydroxymethyl)-4-isopropyl-7-methoxynaphthalene-1-carboxylate (3), together with three known sesquiterpenes (4–6), were isolated from the stems of Nicotiana tabacum. Their structures were determined by means of HRESIMS and extensive 1D and 2D NMR spectroscopic studies. The results showed that compounds 2, 3, and 5 exhibited high anti-TMV activity with inhibition rates of 33.6, 35.8, and 36.7%. Compounds 1–6 showed weak inhibitory activities against some tested human tumor cell lines (NB4, A549, SHSY5Y, PC3, and MCF7) with IC50 values in the range of 6.7–9.6 μM. |
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| Keywords: | Sesquiterpenes Nicotiana tabacum anti-tobacco mosaic virus activity cytotoxicity |
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