Copyright (c) 2014 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
A New Phenolic Compound from the Roots of Flue-Cured Tobacco and Its Anti-Tobacco Mosaic Virus Activity
Corresponding Author(s) : Yadong Guo
Asian Journal of Chemistry,
Vol. 26 No. 15 (2014): Vol 26 Issue 15
Abstract
A new phenolic compound, (6S)-6-(4-(hydroxymethyl)-2-methoxyphenyl)-6-methoxy-2-methylheptan-1-ol (1), was isolated from the roots of flue-cured tobacco (a variety of Nicotiana tabacum L). Its structure was elucidated by spectroscopic methods, including extensive 1D and 2D NMR techniques. Compound 1 was tested for its anti-tobacco mosaic virus (anti-TMV) activity and it shows potential anti-tobacco mosaic virus activity with inhibition rates of 16.4 %.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- The Editorial Committee of the Administration Bureau of Flora of China, Flora of China, 67 vols. Beijing Science and Technology Press, Beijing (2005).
- T.W. Hu and Z. Mao, Tob. Control, 15(suppl_1), i37 (2006); doi:10.1136/tc.2005.014621.
- A. Rodgman and T.A. Perfetti, The Chemical Components of Tobacco and Tobacco Smoke. CRC Press, Taylor and Francis Group, Boca Raton, Florida (2008).
- A.P. Cavender and M. Alban, J. Ethnobiol. Ethnomed., 5, 3 (2009); doi:10.1186/1746-4269-5-3.
- A. Inta, P. Shengji, H. Balslev, P. Wangpakapattanawong and C. Trisonthi, J. Ethnopharmacol., 116, 508 (2008); doi:10.1016/j.jep.2007.12.015.
- X. Feng, J.-S. Wang, J. Luo and L.-Y. Kong, J. Asian Nat. Prod. Res., 12, 252 (2010); doi:10.1080/10286020903550947.
- Y. Shinozaki, T. Tobita, M. Mizutani and T. Matsuzaki, Biosci. Biotechnol. Biochem., 60, 903 (1996); doi:10.1271/bbb.60.903.
- T. Pettersson, A.M. Eklund and I. Wahlberg, J. Agric. Food Chem., 41, 2097 (1993); doi:10.1021/jf00035a052.
- X.C. Wei, S.C. Sumithran, A.G. Deaciuc, H.R. Burton, L.P. Bush, L.P. Dwoskin and P.A. Crooks, Life Sci., 78, 495 (2005); doi:10.1016/j.lfs.2005.09.009.
- T. Braumann, G. Nicolaus, W. Hahn and H. Elmenhorst, Phytochemistry, 29, 3693 (1990); doi:10.1016/0031-9422(90)85311-3.
- Y.K. Chen, X.S. Li, G.Y. Yang, Z.Y. Chen, Q.F. Hu and M.M. Miao, J. Asian Nat. Prod. Res., 14, 450 (2012); doi:10.1080/10286020.2012.669578.
- Q.-F. Hu, G. Yang, X. Li, X. Yang, H. Mu, Y. Chen and X.-M. Gao, Heterocycles, 85, 147 (2012); doi:10.3987/COM-11-12349.
- Z.Y. Chen, J.L. Tan, G.Y. Yang, M.M. Miao, Z.Y. Chen and T.F. Li, Phytochem. Lett., 5, 233 (2012); doi:10.1016/j.phytol.2012.01.001.
- Y. Chen, T. Li, Z.-Y. Chen, G. Yang, M. Miao and J. Tan Heterocycles, 83, 2381 (2011); doi:10.3987/COM-11-12317.
- W. Li, L.B. Zhang, J.H. Peng, N. Li and X.Y. Zhu, Ind. Crops Prod., 27, 341 (2008); doi:10.1016/j.indcrop.2007.11.011.
- Q. Hu, M. Miao, W. Zhao, T. Zhang, L. Wan, G. Yang, Y. Chen and D. Mou, Heterocycles, 85, 2485 (2012); doi:10.3987/COM-12-12557.
- W.H. Zhong, C.J. Zhu, M. Shu, K.D. Sun, L. Zhao, C. Wang, Z.J. Ye and J.M. Chen, Bioresour. Technol., 101, 6935 (2010); doi:10.1016/j.biortech.2010.03.142.
- Y.M. Chung, C.K. Wei, D.W. Chuang, M. El-Shazly, C.T. Hsieh, T. Asai, Y. Oshima, T.J. Hsieh, T.L. Hwang, Y.C. Wu and F.R. Chang, Bioorg. Med. Chem., 21, 3866 (2013); doi:10.1016/j.bmc.2013.04.004.
- J.X. Chen, H.Q. Leng, Y.X. Duan, W. Zhao, G.Y. Yang, Y.D. Guo, Y.K. Chen and Q.F. Hu, Phytochem. Lett., 6, 144 (2013); doi:10.1016/j.phytol.2012.12.001.
- Q.F. Hu, B. Zhou, J.M. Huang, X.M. Gao, L.D. Shu, G.Y. Yang and C.T. Che, J. Nat. Prod., 76, 292 (2013); doi:10.1021/np300727f.
- Q.F. Hu, B. Zhou, X.M. Gao, L.Y. Yang, L.D. Shu, Y.Q. Shen, G.P. Li, C.T. Che and G.Y. Yang, J. Nat. Prod., 75, 1909 (2012); doi:10.1021/np300395m.
References
The Editorial Committee of the Administration Bureau of Flora of China, Flora of China, 67 vols. Beijing Science and Technology Press, Beijing (2005).
T.W. Hu and Z. Mao, Tob. Control, 15(suppl_1), i37 (2006); doi:10.1136/tc.2005.014621.
A. Rodgman and T.A. Perfetti, The Chemical Components of Tobacco and Tobacco Smoke. CRC Press, Taylor and Francis Group, Boca Raton, Florida (2008).
A.P. Cavender and M. Alban, J. Ethnobiol. Ethnomed., 5, 3 (2009); doi:10.1186/1746-4269-5-3.
A. Inta, P. Shengji, H. Balslev, P. Wangpakapattanawong and C. Trisonthi, J. Ethnopharmacol., 116, 508 (2008); doi:10.1016/j.jep.2007.12.015.
X. Feng, J.-S. Wang, J. Luo and L.-Y. Kong, J. Asian Nat. Prod. Res., 12, 252 (2010); doi:10.1080/10286020903550947.
Y. Shinozaki, T. Tobita, M. Mizutani and T. Matsuzaki, Biosci. Biotechnol. Biochem., 60, 903 (1996); doi:10.1271/bbb.60.903.
T. Pettersson, A.M. Eklund and I. Wahlberg, J. Agric. Food Chem., 41, 2097 (1993); doi:10.1021/jf00035a052.
X.C. Wei, S.C. Sumithran, A.G. Deaciuc, H.R. Burton, L.P. Bush, L.P. Dwoskin and P.A. Crooks, Life Sci., 78, 495 (2005); doi:10.1016/j.lfs.2005.09.009.
T. Braumann, G. Nicolaus, W. Hahn and H. Elmenhorst, Phytochemistry, 29, 3693 (1990); doi:10.1016/0031-9422(90)85311-3.
Y.K. Chen, X.S. Li, G.Y. Yang, Z.Y. Chen, Q.F. Hu and M.M. Miao, J. Asian Nat. Prod. Res., 14, 450 (2012); doi:10.1080/10286020.2012.669578.
Q.-F. Hu, G. Yang, X. Li, X. Yang, H. Mu, Y. Chen and X.-M. Gao, Heterocycles, 85, 147 (2012); doi:10.3987/COM-11-12349.
Z.Y. Chen, J.L. Tan, G.Y. Yang, M.M. Miao, Z.Y. Chen and T.F. Li, Phytochem. Lett., 5, 233 (2012); doi:10.1016/j.phytol.2012.01.001.
Y. Chen, T. Li, Z.-Y. Chen, G. Yang, M. Miao and J. Tan Heterocycles, 83, 2381 (2011); doi:10.3987/COM-11-12317.
W. Li, L.B. Zhang, J.H. Peng, N. Li and X.Y. Zhu, Ind. Crops Prod., 27, 341 (2008); doi:10.1016/j.indcrop.2007.11.011.
Q. Hu, M. Miao, W. Zhao, T. Zhang, L. Wan, G. Yang, Y. Chen and D. Mou, Heterocycles, 85, 2485 (2012); doi:10.3987/COM-12-12557.
W.H. Zhong, C.J. Zhu, M. Shu, K.D. Sun, L. Zhao, C. Wang, Z.J. Ye and J.M. Chen, Bioresour. Technol., 101, 6935 (2010); doi:10.1016/j.biortech.2010.03.142.
Y.M. Chung, C.K. Wei, D.W. Chuang, M. El-Shazly, C.T. Hsieh, T. Asai, Y. Oshima, T.J. Hsieh, T.L. Hwang, Y.C. Wu and F.R. Chang, Bioorg. Med. Chem., 21, 3866 (2013); doi:10.1016/j.bmc.2013.04.004.
J.X. Chen, H.Q. Leng, Y.X. Duan, W. Zhao, G.Y. Yang, Y.D. Guo, Y.K. Chen and Q.F. Hu, Phytochem. Lett., 6, 144 (2013); doi:10.1016/j.phytol.2012.12.001.
Q.F. Hu, B. Zhou, J.M. Huang, X.M. Gao, L.D. Shu, G.Y. Yang and C.T. Che, J. Nat. Prod., 76, 292 (2013); doi:10.1021/np300727f.
Q.F. Hu, B. Zhou, X.M. Gao, L.Y. Yang, L.D. Shu, Y.Q. Shen, G.P. Li, C.T. Che and G.Y. Yang, J. Nat. Prod., 75, 1909 (2012); doi:10.1021/np300395m.