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2-Arylbenzofurans from the Leaves of Oriental Tobacco and Their Cytotoxicity
Corresponding Author(s) : Yaming Wan
Asian Journal of Chemistry,
Vol. 25 No. 15 (2013): Vol 25 Issue 15
Abstract
Four types of 2-arylbenzofurans (1-4), including a new compound, tobarylbenzofuran A (1), were isolated from the leaves of oriental tobacco (a variety of Nicotiana tabacum L). Their structures were elucidated by spectroscopic methods, including extensive 1D and 2D NMR techniques. The two compounds were tested for their cytotoxicity against five human tumors (NB4, A549, SHSY5Y, PC3, and MCF7) cell lines. The results showed that compound 1 showed notable inhibitory effect against SHSY5Y and MCF7 cell lines, with IC50 values of 3.5 and 1.8 μM, respectively.
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- The Editorial Committee of the Administration Bureau of Flora of China, Flora of China, Beijing Science and Technology Press, Beijing, Vol. 67 (2005).
- T.W. Hu and Z. Mao, Tob. Control, 15, 137 (2006).
- X. Feng, J.S. Wang, J. Luo and L.Y. Kong, J. Asian Nat. Prod. Res., 12, 252 (2010).
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- Y. Shinozaki, T. Tobita, M. Mizutani and T. Matsuzaki, Biosci. Biotechnol. Biochem., 60, 903 (1996).
- T. Petterson, A.M. Eklund and I. Wahlberg, J. Agric. Food. Chem., 41, 2097 (1993).
- A.H. Warfield, W.D. Galloway and A.G. Kallianos, Phytochemistry, 11, 3371 (1972).
- 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).
- T. Braumann, G. Nicolaus, W. Hahn and H. Elmenhorst, Phytochemistry, 29, 3693 (1990).
- 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).
- X.M. Gao, X.S. Li, X.Z. Yang, H.X. Mu, Y.K. Chen, G.Y. Yang and Q.F. Hu, Heterocycles, 85, 147 (2012).
- Z.Y. Chen, J.L. Tan, G.Y. Yang, M.M. Miao, Z.Y. Chen and T.F. Li, Phytochem. Lett., 5, 233 (2012).
- J.L. Tan, Z.Y. Chen, G.Y. Yang, M.M. Miao, Y.K. Chen and T.F. Li, Heterocycles, 83, 2381 (2011).
- D.R. Mou, W. Zhao, T. Zhang, W. Liu, G.Y. Yang, Y.K. Chen, Q.F. Hu and M.M. Miao, Asian J. Chem., 25, 6983 (2013).
- P. Basnet, S. Kadota, S. Terashima, M. Shimizu and T. Namba, Chem. Pharm. Bull., 41, 1238 (1993).
- T. Kanchanapoom, K. Suga, R. Kasai, K. Yamasaki and M.S. Kamel, Chem. Pharm. Bull., 50, 863 (2002).
- Y.X. Tan, V. Liu and R.Y. Chen, Phytochem. Lett., 5, 419 (2012).
- M. Halabalaki, X. Alexi, N. Aligiannis, M.N. Alexis and A.L. Skaltsounis, J. Nat. Prod., 71, 1934 (2008).
- T. Mosmann, J. Immunol. Methods, 65, 55 (1983)
References
The Editorial Committee of the Administration Bureau of Flora of China, Flora of China, Beijing Science and Technology Press, Beijing, Vol. 67 (2005).
T.W. Hu and Z. Mao, Tob. Control, 15, 137 (2006).
X. Feng, J.S. Wang, J. Luo and L.Y. Kong, J. Asian Nat. Prod. Res., 12, 252 (2010).
X. Feng, J.S. Wang, J. Luo and L.Y. Kong, J. Asian Nat. Prod. Res., 11, 675 (2009).
W. Inger, W. Ingrid, N. Kerstin, N. Toshiaki, R.E. Curt, W.R. William, Y. Noboru and Y. Chizuko, Acta Chem. Scand., 33b, 541 (1979).
Y. Shinozaki, T. Tobita, M. Mizutani and T. Matsuzaki, Biosci. Biotechnol. Biochem., 60, 903 (1996).
T. Petterson, A.M. Eklund and I. Wahlberg, J. Agric. Food. Chem., 41, 2097 (1993).
A.H. Warfield, W.D. Galloway and A.G. Kallianos, Phytochemistry, 11, 3371 (1972).
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).
T. Braumann, G. Nicolaus, W. Hahn and H. Elmenhorst, Phytochemistry, 29, 3693 (1990).
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).
X.M. Gao, X.S. Li, X.Z. Yang, H.X. Mu, Y.K. Chen, G.Y. Yang and Q.F. Hu, Heterocycles, 85, 147 (2012).
Z.Y. Chen, J.L. Tan, G.Y. Yang, M.M. Miao, Z.Y. Chen and T.F. Li, Phytochem. Lett., 5, 233 (2012).
J.L. Tan, Z.Y. Chen, G.Y. Yang, M.M. Miao, Y.K. Chen and T.F. Li, Heterocycles, 83, 2381 (2011).
D.R. Mou, W. Zhao, T. Zhang, W. Liu, G.Y. Yang, Y.K. Chen, Q.F. Hu and M.M. Miao, Asian J. Chem., 25, 6983 (2013).
P. Basnet, S. Kadota, S. Terashima, M. Shimizu and T. Namba, Chem. Pharm. Bull., 41, 1238 (1993).
T. Kanchanapoom, K. Suga, R. Kasai, K. Yamasaki and M.S. Kamel, Chem. Pharm. Bull., 50, 863 (2002).
Y.X. Tan, V. Liu and R.Y. Chen, Phytochem. Lett., 5, 419 (2012).
M. Halabalaki, X. Alexi, N. Aligiannis, M.N. Alexis and A.L. Skaltsounis, J. Nat. Prod., 71, 1934 (2008).
T. Mosmann, J. Immunol. Methods, 65, 55 (1983)