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Three new sesquiterpenes from the stems of Nicotiana tabacum and their bioactivities
Authors:Pei-Song Yang  Shi-Yun Tang  Chun-Bo Liu  Ling Ye  Feng-Mei Zhang  Pei He
Institution: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
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 (46), 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 16 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.
Keywords:Sesquiterpenes  Nicotiana tabacum  anti-tobacco mosaic virus activity  cytotoxicity
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