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Copyright (c) 2014 Yong-Zhong Lu1, Qian-Jun Zhang1, Yun-Qian Zhang1, Ying-Chun Zhao1
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis and Antitumor Activities of Benzofuran[3,2-d]pyrimidine Derivatives
Corresponding Author(s) : Yong-Zhong Lu1
Asian Journal of Chemistry,
Vol. 26 No. 23 (2014)
Abstract
Benzofuran[3,2-d]pyrimidine derivatives have good biological activity. This paper reported the synthesis of six compounds of benzofuran[3,2-d]pyrimidine derivatives. There structures were confirmed by EI-MS, 1H NMR, 13C NMR and single crystal X-ray diffraction analysis. The single crystal of 2-chloro-4-(N,N-diethyl-amino)-8-nitro-benzofuran[3,2-d]pyrimidine was obtained by recrystallization from chloroform solution. It crystallized in the monoclinic system, P21/c space group. The target compounds were screened in vitro anticancer activity using human lung cancer cell line A549 cells and human leukemia cell line K562 cells.
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References
C. Carmi, E. Galvani, F. Vacondio, S. Rivara, A. Lodola, S. Russo, S. Aiello, F. Bordi, G. Costantino, A. Cavazzoni, R.R. Alfieri, A. Ardizzoni, P.G. Petronini and M. Mor, J. Med. Chem., 55, 2251 (2012).
C.-H. Wu, M.S. Coumar, C.-Y. Chu, W.-H. Lin, Y.-R. Chen, C.-T. Chen, H.-Y. Shiao, S. Rafi, S.-Y. Wang, H. Hsu, C.-H. Chen, C.-Y. Chang, T.-Y. Chang, T.-W. Lien, M.-Y. Fang, K.-C. Yeh, C.-P. Chen, T.-K. Yeh, S.-H. Hsieh, J.T.-A. Hsu, C.-C. Liao, Y.-S. Chao and H.-P. Hsieh, J. Med. Chem., 53, 7316 (2010).
A. Garofalo, L. Goossens, B. Baldeyrou, A. Lemoine, S. Ravez, P. Six, M.-H. David-Cordonnier, J.-P. Bonte, P. Depreux, A. Lansiaux and J.-F. Goossens, J. Med. Chem., 53, 8089 (2010).
J.W. Wu, W.T. Chen, G.X. Xia, J. Zhang, J.A. Shao, B.Q. Tan, C.C. Zhang, W.W. Yu, Q.J. Weng, H.Y. Liu, M. Hu, H.L. Deng, Y. Hao, J.K. Shen and Y.P. Yu, ACS Med. Chem. Lett., 4, 974 (2013).
S. Sogabe, Y. Kawakita, S. Igaki, H. Iwata, H. Miki, D.R. Cary, T. Takagi, S. Takagi, Y. Ohta and T. Ishikawa, ACS Med. Chem. Lett., 4, 201 (2013).
R.A. Ward, M.J. Anderton, S. Ashton, P.A. Bethel, M. Box, S. Butterworth, N. Colclough, C.G. Chorley, C. Chuaqui, D.A.E. Cross, L.A. Dakin, J.É. Debreczeni, C. Eberlein, M.R.V. Finlay, G.B. Hill, M. Grist, T.C.M. Klinowska, C. Lane, S. Martin, J.P. Orme, P. Smith, F. Wang and M.J. Waring, J. Med. Chem., 56, 7025 (2013).
D.P. Sutherlin, L. Bao, M. Berry, G. Castanedo, I. Chuckowree, J. Dotson, A. Folks, L. Friedman, R. Goldsmith, J. Gunzner, T. Heffron, J. Lesnick, C. Lewis, S. Mathieu, J. Murray, J. Nonomiya, J. Pang, N. Pegg, W.W. Prior, L. Rouge, L. Salphati, D. Sampath, Q. Tian, V. Tsui, N.C. Wan, S. Wang, B.Q. Wei, C. Wiesmann, P. Wu, B.-Y. Zhu and A. Olivero, J. Med. Chem., 54, 7579 (2011).
L. H. Hurley, D. Mahadevan, H. Han, D. J. Bearss, H. Vankayalapati, S. Bashyam, R. M. Munoz, S. L. Warner, C. K. Della, D. D. Von Hoff, C. L. Grand, PCT Int. Appl. WO 2005/037825, (2005).
N. Harris, C. Higgs, S. Wren, H. J. Dyke, S. Price, S. Cramp, PCT Int. Appl. WO 2006/050965, (2006).
M.G. Liu, Y.G. Hu, G.P. Cheng, T. Xie and Z. Yang, J. China Three Gorges Univ. (Nat. Sci.), 2, 174 (2007).
G.M. Sheldrick, SHELXL-97 Program for the Solution and Refinement of Crystal structures, University of Göttingen, Germany (1997)