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Synthesis and Anticancer Evaluation of Novel 10-Methoxycamptothecin Derivatives
Corresponding Author(s) : Yang Wang
Asian Journal of Chemistry,
Vol. 27 No. 3 (2015): Vol 27 Issue 3
Abstract
As part of our continuing search for potential anticancer drug candidates, we have synthesized four 10-methoxycamptothecin derivatives. The compounds were synthesized by facile procedures and characterized by 1H NMR, 13C NMR and mass spectra study. The synthesized compounds were examined for their cytotoxic effect on a panel of five human cancer cell lines. Three out of five compounds were found to exhibit moderate anticarcinogenic activities in all cell lines. The result of the present investigation encourage us to develop more other related compounds and to screen them for a wide range of biological activity.
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References
M.E. Wall, M. Wani, C. Cook, K.H. Palmer, A. McPhail and G. Sim, J. Am. Chem. Soc., 88, 3888 (1966); doi:10.1021/ja00968a057.
C.G. Moertel, A.J. Schutt, R. Reitemeier and R. Hahn, Cancer Chemother. Rep., 56, 95 (1972).
J. Fassberg and V.J. Stella, J. Pharm. Sci., 81, 676 (1992); doi:10.1002/jps.2600810718.
Y.-H. Hsiang, R. Hertzberg, S. Hecht and L. Liu, J. Biol. Chem., 260, 14873 (1985).
T.G. Burke and Z. Mi, Anal. Biochem., 212, 285 (1993); doi:10.1006/abio.1993.1325.
J.A. Gottlieb, Cancer Chemother. Rep., 56, 103 (1972).
A.W. Nicholas, M.C. Wani, G. Manikumar, M.E. Wall, K.W. Kohn and Y. Pommier, J. Med. Chem., 33, 972 (1990); doi:10.1021/jm00165a014.
M. Odagi, K. Furukori, T. Watanabe and K. Nagasawa, Chem. Eur. J., 19, 16740 (2013); doi:10.1002/chem.201303006.
A. Veloso, B. Biewen, M.T. Paulsen, N. Berg, L. Carmo de Andrade Lima, J. Prasad, K. Bedi, B. Magnuson, T.E. Wilson and M. Ljungman, PLoS ONE, 8, e78190 (2013); doi:10.1371/journal.pone.0078190.
N.M. Carballeira, N. Montano, R. Alvarez-Velilla, C.F. Prada, R.M. Reguera and R. Balana-Fouce, Mar. Drugs, 11, 3661 (2013); doi:10.3390/md11103661.
J.M. Wan, W.H. Sit, X. Yang, P. Jiang and L.L. Wong, Chin. Med., 5, 16 (2010); doi:10.1186/1749-8546-5-16.
L.D. Hicks, J.L. Hyatt, S. Stoddard, L. Tsurkan, C.C. Edwards, R.M. Wadkins and P.M. Potter, J. Med. Chem., 52, 3742 (2009); doi:10.1021/jm9001296.
M. Wierdl, C.L. Morton, L.C. Harris, M.K. Danks, J.D. Schuetz and P.M. Potter, J. Pharmacol. Exp. Ther., 304, 699 (2003); doi:10.1124/jpet.102.044149.
Z.S. Cao, J. Mendoza, A. Dejesus and B. Giovanella, Acta Pharmacol. Sin., 26, 235 (2005); doi:10.1111/j.1745-7254.2005.00031.x.
Q. Li, W. Qiu, Q. Zhu, Y. Zu, X. Deng, T. Zhao, C. Jiang and L. Zhang, Molecules, 16, 7803 (2011); doi:10.3390/molecules16097803.
H.G. Lerchen, J. Baumgarten, K. von dem Bruch, T.E. Lehmann, M. Sperzel, G. Kempka and H.H. Fiebig, J. Med. Chem., 44, 4186 (2001); doi:10.1021/jm010893l.
M.C. Wani, P.E. Ronman, J.T. Lindley and M.E. Wall, J. Med. Chem., 23, 554 (1980); doi:10.1021/jm00179a016.
T. Mosmann, J. Immunol. Methods, 65, 55 (1983); doi:10.1016/0022-1759(83)90303-4.
Z. Chen, Y.M. Liu, S. Yang, B.A. Song, G.F. Xu, P.S. Bhadury, L.H. Jin, D.Y. Hu, F. Liu, W. Xue and X. Zhou, Bioorg. Med. Chem., 16, 1337 (2008); doi:10.1016/j.bmc.2007.10.072.