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■ Furan-2-carboxylic Acids from the Leaves of Nicotiana tabacum and Their Anti-Tobacco Mosaic Virus Activities

Chun-Bo Liu, Xin-Meng Xu, Qin-Peng Shen, Wei Zhang, Xiao-Feng Shen, Ye-Kun Yang, Feng-Mei Zhang, Pei He, Xiao-Xi Si, Ya-Dong Guo, Jian-Jun Xia,* and Guang-Yu Yang*

*Key Laboratory of Tobacco Chemistry of Yunnan Province, China Tobacco Yunnan Industry Company, Hongjin Road 181#, Kunming, 650231, China

Abstract

Three new furan-2-carboxylic acids, 5-(4-hydroxy-2-methoxy-6-methyl- phenyl)-3-methylfuran-2-carboxylic acid (1), methyl 5-(4-hydroxy-2-methoxy-6- methylphenyl)-3-methylfuran-2-carboxylate (2), and 5-(3-hydroxy-4-methoxy-5- methylphenyl)-3-methylfuran-2-carboxylic acid (3), together with two known furan-2-carboxylic acids (4 and 5) were isolated from the leaves of Nicotiana tabacum. Their structures were determined by means of HRESIMS and extensive 1D and 2D NMR spectroscopic studies. Compounds 1-5 were tested for their anti-TMV activities. The results showed that compounds 3 and 4 exhibited high anti-TMV activities with inhibition rates of 29.8 and 30.3%. These rates are close to that of positive control. The other compounds also showed potential activities with inhibition rates in the range of 22.8%~25.4%, respectively.