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A New Benzofuran Derivatives from Flue-Cured Tobacco and Its Anti-Tobacco Mosaic Virus Activity
Corresponding Author(s) : Zhangyu Chen
Asian Journal of Chemistry,
Vol. 27 No. 8 (2015): Vol 27 Issue 8
Abstract
A new benzofuran derivative, (2S,3R,4R)-3,4-dihydroxy-2,7-dimethoxy-3,4-dihydro-1(2H)- dibenzofuranone (1), was isolated from the leaves 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 also tested for its anti-tobacco mosaic virus activity and it shows potential anti-tobacco mosaic virus activity with inhibition rates of 42.3 %.
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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, 134 (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.
Y. Liu, M. Kubo and Y. Fukuyama, J. Nat. Prod., 75, 2152 (2012); doi:10.1021/np300566y.
M. Koreeda, N. Harada and K. Nakanishi, J. Am. Chem. Soc., 96, 266 (1974); doi:10.1021/ja00808a053.
C.L. Cardoso, V.S. Bolzani, D.H.S. Silva, H. Ishii, N. Berova and K. Nakanishi, J. Nat. Prod., 69, 1046 (2006); doi:10.1021/np050522y.
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