Synthesis and antiproliferative activities of N-(naphthalen-2-yl)acetamide and N-(substituted phenyl)acetamide bearing quinolin-2(1H)-one and 3,4-dihydroquinolin-2(1H)-one derivatives

European Journal of Medicinal Chemistry

Volumn 59, Issue , 2013, Pages 227-234

  Chen, I Li ^a   Chen, Jih Jung ^a   Lin, Yu Chin ^b   Peng, Ching Tien ^b,c,d   Juang, Shin Hun ^b,c   Wang, Tai Chi ^a  

^a TAJEN UNIVERSITY   (Taiwan)

^b CHINA MEDICAL UNIVERSITY   (Taiwan)

^c CHINA MEDICAL UNIVERSITY HOSPITAL   (Taiwan)

^d ASIA UNIVERSITY   (Taiwan)

Author keywords

3,4 Dihydroquinolin 2(1H) one; Antiproliferative activity; Nasopharyngeal carcinoma; Quinolin 2(1H) one

Indexed keywords

ANTIMITOTIC AGENT; N (NAPHTHALEN 2 YL) 2 (2 OXO 1,2 DIHYDROQUINOLIN 6 YLOXY)ACETAMIDE; N (NAPHTHALEN 2 YL) 2 (2 OXO 1,2 DIHYDROQUINOLIN 8 YLOXY)ACETAMIDE; N (NAPHTHALEN 2 YL) 2 (2 OXO 1,2,3,4 TETRAHYDROQUINOLIN 6 YLOXY)ACETAMIDE; N (NAPHTHALEN 2 YL) 2 (2 OXO 1,2,3,4 TETRAHYDROQUINOLIN 7 YLOXY)ACETAMIDE; N (NAPHTHALEN 2 YL) 2 (2 OXO 1,2,3,4 TETRAHYDROQUINOLIN 8 YLOXY)ACETAMIDE; UNCLASSIFIED DRUG;

ANTIPROLIFERATIVE ACTIVITY; ARTICLE; CANCER CELL CULTURE; CELL CYCLE S PHASE; CELL DIVISION; CONCENTRATION RESPONSE; CYTOTOXICITY; DOSE RESPONSE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; PERIPHERAL BLOOD MONONUCLEAR CELL;

ACETAMIDES; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CELL PROLIFERATION; HUMANS; LEUKOCYTES, MONONUCLEAR; MOLECULAR STRUCTURE; NAPHTHALENES; QUINOLONES; S PHASE;

EID: 84870667743     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2012.11.016     Document Type: Article

References (24)

1. W. Fang, X. Li, Q. Jiang, Z. Liu, H. Yang, S. Wang, S. Xie, Q. Liu, T. Liu, J. Huang, W. Xie, Z. Li, Y. Zhao, E. Wang, F.M. Marincola, and K. Yao J. Transl. Med. 6 2008 32 38
2. E.T. Chang, and H.O. Adami Cancer Epidemiol. Biomarkers Prev. 15 2006 1765 1777
3. W. Zhong, H. Liu, M.R. Kaller, C. Henley, E. Magal, T. Nguyen, T.D. Osslund, D. Powers, R.M. Rzasa, H.-L. Wang, W. Wang, X. Xiong, J. Zhang, and M.H. Norman Bioorg. Med. Chem. Lett. 17 2007 5384 5389
4. R.H. Guo, Q. Zhang, Y.B. Ma, J. Luo, C.A. Geng, L.J. Wang, X.M. Zhang, J. Zhou, Z.Y. Jiang, and J.J. Chen Eur. J. Med. Chem. 46 2011 307 319
5. J. Ramnauth, J. Speed, S.P. Maddaford, P. Dove, S.C. Annedi, P. Renton, S. Rakhit, J. Andrews, S. Silverman, G. Mladenova, S. Zinghini, S. Nair, C. Catalano, D.K.H. Lee, M.D. Felice, and F. Porreca J. Med. Chem. 54 2011 5562 5575
6. S. Vangveravong, Z. Zhang, M. Taylor, M. Bearden, J. Xu, J. Cui, W. Wang, R.R. Luedtke, and R.H. Mach Bioorg. Med. Chem. 19 2011 3502 3511
7. T. Nishi, F. Tabusa, T. Tanaka, T. Shimizu, and K. Nakagawa Chem. Pharm. Bull. 33 1985 1140 1147
8. N.R. Pai, and A.B. Samel Asian J. Chem. 23 2011 1655 1660
9. M. Tominaga, H. Ogawa, E. Yo, S. Yamashita, Y. Yabuuchi, and K. Nakagawa Chem. Pharm. Bull. 35 1987 3699 3704
10. B.S. Creaven, B. Duff, D.A. Egan, K. Kavanagh, G. Rosair, V.R. Thangella, and M. Walsh Inorg. Chim. Acta 363 2010 4048 4058
11. C.T. Alabaster, A.S. Bell, S.F. Campbell, P. Ellis, C.G. Henderson, D.S. Morris, D.A. Roberts, K.S. Ruddock, G.M.R. Samuels, and M.H. Stefaniak J. Med. Chem. 32 1989 575 583
12. T. Fujioka, S. Teramoto, T. Mori, T. Hosokawa, T. Sumida, M. Tominaga, and Y. Yabuuchi J. Med. Chem. 35 1992 3607 3612
13. T. Uno, Y. Ozeki, Y. Koga, G.N. Chu, M. Okada, K. Tamura, T. Igawa, F. Unemi, M. Kido, and T. Nishi Chem. Pharm. Bull. 43 1995 1724 1733
14. T.C. Wang, Y.L. Zhao, and D.H. Kuo Eur. J. Med. Chem. 36 2001 909 914
15. T.C. Wang, Y.L. Chen, C.C. Tzeng, S.S. Liou, W.F. Tzeng, Y.L. Chang, and C.M. Teng Helv. Chim. Acta 81 1998 1038 1047
16. L.C. Chen, I.L. Chen, C.C. Huang, C.H. Liao, J.Y. Chen, and T.C. Wang J. Chin. Chem. Soc. 57 2010 1331 1340
17. C.C. Tzeng, I.L. Chen, Y.L. Chen, T.C. Wang, Y.L. Chang, and C.M. Teng Helv. Chim. Acta 83 2000 349 358
18. I.L. Chen, K.M. Chang, C.L. Miaw, C.H. Liao, J.J. Chen, and T.C. Wang Bioorg. Med. Chem. 15 2007 6527 6534
19. I.L. Chen, J.Y. Chen, P.C. Shieh, J.J. Chen, C.H. Lee, S.H. Juang, and T.C. Wang Bioorg. Med. Chem. 16 2008 7639 7645
20. F. Kohen, B. Gayer, T. Kulik, V. Frydman, N. Nevo, S. Katzburg, R. Limor, O. Sharon, N. Stern, and D. Somjen J. Med. Chem. 50 2007 6405 6410
21. M. Cabrera, M. Simoens, G. Falchi, M.L. Lavaggi, O.E. Piro, E.E. Castellano, A. Vidal, A. Azqueta, A. Monge, A. Lopez de Cerain, G. Sagrera, G. Seoane, H. Cerecetto, and M. Gonzalez Bioorg. Med. Chem. 15 2007 3356 3367
22. K.A. Kang, R. Zhang, M.J. Piao, D.O. Ko, Z.H. Wang, B.J. Kim, J.W. Park, H.S. Kim, D.H. Kim, and J.W. Hyun Bioorg. Med. Chem. 16 2008 1133 1141
23. C.X. Qin, X. Chen, R.A. Hughes, S.J. Williams, and O.L. Woodman J. Med. Chem. 51 2008 1874 1884
24. M.B. Hansen, S.E. Nielsen, and K. Berg J. Immunol. Methods 119 1989 203 210