Yang Pei-Song, Tang Shi-Yun, Liu Chun-Bo, Ye Ling, Zhang Feng-Mei, He Pei, Liu Zhi-Hua, Chen Yong-Kuan, Miao Ming-Ming, Shen Qin-Peng, Wang Jia-Qiang
a School of Chemical Science and Technology , Yunnan University , Kunming 650091 , China.
b Key Laboratory of Tobacco Chemistry of Yunnan Province , China Tobacco Yunnan Industrial Co. Ltd , Kunming 650231 , China.
J Asian Nat Prod Res. 2019 Feb;21(2):109-116. doi: 10.1080/10286020.2017.1408597. Epub 2017 Nov 30.
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 IC values in the range of 6.7-9.6 μM.
从烟草茎中分离出三种新的倍半萜，4-异丙基-7-甲氧基-6-甲基萘-1-羧酸甲酯（1）、2-羟基-4-异丙基-7-甲氧基-6-甲基萘-1-羧酸甲酯（2）和2-羟基-6-（羟甲基）-4-异丙基-7-甲氧基萘-1-羧酸甲酯（3），以及三种已知的倍半萜（4-6）。通过高分辨电喷雾电离质谱（HRESIMS）以及广泛的一维和二维核磁共振光谱研究确定了它们的结构。结果表明，化合物2、3和5表现出较高的抗烟草花叶病毒（TMV）活性，抑制率分别为33.6%、35.8%和36.7%。化合物1-6对一些测试的人类肿瘤细胞系（NB4、A549、SHSY5Y、PC3和MCF7）表现出较弱的抑制活性，半数抑制浓度（IC）值在6.7-9.6 μM范围内。
