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Synthesis and Antitumor Activities of Some 2-Oxo-quinoline-3-Schiff Base Derivatives
Corresponding Author(s) : Ye Zhang
Asian Journal of Chemistry,
Vol. 26 No. 21 (2014): Vol 26 Issue 21
Abstract
A series of 2-oxo-quinoline-3-Schiff-base derivatives (4a1-4n2) have been designed and synthesized as new antitumor agents. in vitro Antitumor activities were evaluated against four cancer cell lines including MGC80-3, BEL-7404, A549 and NCI-H460. Compounds 4a1, 4a2, 4c2, 4d1, 4d2 and 4l2 exhibited better inhibition activities than commercial antitumor drug 5-fluorouracil (5-fluorouracil, IC50 = 44 ± 0.54 μM) on NCI-H460, with IC50 of 35.52 ± 0.86, 16.22 ± 0.71, 11.62 ± 0.52, 5.16 ± 0.37, 7.62 ± 0.46 and 7.66 ± 0.65 μM, respectively.
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References
B.N. Ames, M.K. Shigenaga and T.M. Hagen, Proc. Natl. Acad. Sci. USA, 90, 7915 (1993); doi:10.1073/pnas.90.17.7915.
Y.K. Tyagi, A. Kumar, H.G. Raj, P. Vohra, G. Gupta, R. Kumari, P. Kumar and R.K. Gupta, Eur. J. Med. Chem., 40, 413 (2005); doi:10.1016/j.ejmech.2004.09.002.
K. Iwasa, M. Moriyasu, Y. Tachibana, H. Kim, Y. Wataya, W. Wiegrebe, K.F. Bastow, L.M. Cosentino, M. Kozuka and K. Lee, Bioorg. Med. Chem., 9, 2871 (2001); doi:10.1016/S0968-0896(01)00154-7.
D.L. Minor, S.D. Wyrick, P.S. Charifson, V.J. Watts, D.E. Nichols and R.B. Mailman, J. Med. Chem., 37, 4317 (1994); doi:10.1021/jm00051a008.
R. Naito, Y. Yonetoku, Y. Okamoto, A. Toyoshima, K. Ikeda and M. Takeuchi, J. Med. Chem., 48, 6597 (2005); doi:10.1021/jm050099q.
J. Chen, X. Chen, M. Bois-Choussy and J. Zhu, J. Am. Chem. Soc., 128, 87 (2006); doi:10.1021/ja0571794.
J. DeRuiter, A.N. Brubaker, W.L. Whitmer and J.L. Stein, J. Med. Chem., 29, 2024 (1986); doi:10.1021/jm00160a038.
P. Hewawasam, W. Fan, J. Knipe, S.L. Moon, C.G. Boissard, V.K. Gribkoff and J.E. Starrett Jr, Bioorg. Med. Chem. Lett., 12, 1779 (2002); doi:10.1016/S0960-894X(02)00240-8.
J. Rousell, E.B. Haddad, J.C. Mak, B.L. Webb, M.A. Giembycz and P.J. Barnes, Mol. Pharmacol., 49, 629 (1996).
I.V. Ukrainets, V.O. Gorokhova, A.P. Benzuglyi and V.L. Sidorenko, Farm. Zh., 1, 75 (2000).
Y. Zhang, B.Q. Zou, K. Wang, Y.M. Pan, H. Liang, X.H. Yi and H.S. Wang, Med. Chem. Res., 21, 1341 (2012); doi:10.1007/s00044-011-9648-7.
S. Rubino, S. Petruso, R. Pierattelli, G. Bruno, G.C. Stocco, L. Steardo, M. Motta, M. Passerotto, E.D. Giudice and G. Gulì, J. Inorg. Biochem., 98, 2071 (2004); doi:10.1016/j.jinorgbio.2004.09.012.
M. Botta, S. Armaroli, D. Castagnolo, G. Fontana, P. Pera and E. Bombardelli, Bioorg. Med. Chem. Lett., 17, 1579 (2007); doi:10.1016/j.bmcl.2006.12.101