Synthesis of thiazo- or thiadiazo- naphthalene carboxamides via mercuric intermediates and their antitumor and DNA photocleavage activities

Tetrahedron

Volumn 61, Issue 27, 2005, Pages 6634-6641

  Li, Zhigang ^a   Yang, Qing ^a   Qian, Xuhong ^a,b  

^a DALIAN UNIVERSITY OF TECHNOLOGY   (China)

^b EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Antitumor; Intercalating; Photocleavage

Indexed keywords

MERCURY; N [2 (DIMETHYLAMINO)ETHYL] 2 (4 METHOXYPHENYL)NAPHTHA[2,1 D]THIAZOLE 5 CARBOXAMIDE; N [2 (DIMETHYLAMINO)ETHYL] 2 (4 METHOXYPHENYL)NAPHTHA[2,1 D]THIAZOLE 6 CARBOXAMIDE; N [2 (DIMETHYLAMINO)ETHYL] 2 PHENYLNAPHTHA[2,1 D]THIAZOLE 5 CARBOXAMIDE; N [2 (DIMETHYLAMINO)ETHYL] 2 PHENYLNAPHTHA[2,1 D]THIAZOLE 6 CARBOXAMIDE; N [2 (DIMETHYLAMINO)ETHYL]NAPHTHA[2,1 D][1,2,3]THIADIAZOLE 5 CARBOXAMIDE; N [2 (DIMETHYLAMINO)ETHYL]NAPHTHA[2,1 D][1,2,3]THIADIAZOLE 6 CARBOXAMIDE; N [3 (DIMETHYLAMINO)PROPYL]NAPHTHA[2,1 D][1,2,3]THIADIAZOLE 5 CARBOXAMIDE; N [3 (DIMETHYLAMINO)PROPYL]NAPHTHA[2,1 D][1,2,3]THIADIAZOLE 6 CARBOXAMIDE; NAPHTHALENE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CARCINOMA CELL; CONTROLLED STUDY; CYTOTOXICITY; DNA CLEAVAGE; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; LEUKEMIA CELL; LUNG ADENOCARCINOMA; MOUSE; NONHUMAN; PHOTODEGRADATION; PRIORITY JOURNAL; QUANTITATIVE ANALYSIS;

EID: 20444480259     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.03.135     Document Type: Article

References (26)

1. M.F. Braña, M. Cacho, A. Gradillas, B. Pascual-Teresa, and A. Ramos Curr. Pharm. Des. 7 2001 1745
2. M.F. Braña, and A. Ramos Curr. Med. Chem: Anti-Cancer Agents 1 2001 237
3. S.M. Sami, R.T. Dorr, D.S. Alberts, and W.A. Remers J. Med. Chem. 36 1993 765
4. S.M. Sami, R.T. Dorr, and D.S. Alberts J. Med. Chem. 43 2000 3067
5. M.F. Braña, M. Cacho, and M.A. Garcia J. Med. Chem. 45 2002 5813
6. M.F. Braña, M. Cacho, and M.A. Garcia J. Med. Chem. 47 2004 1391
7. X. Qian, and W. Yao Tetrahedron Lett. 42 2001 6175
8. X. Qian, P. Mao, W. Yao, and X. Guo Tetrahedron Lett. 43 2002 2995
9. Y. Li, Y. Xu, and X. Qian Tetrahedron Lett. 45 2004 1247
10. Y. Li, Y. Xu, and X. Qian Bioorg. Med. Chem. Lett. 13 2003 3513
11. W. Yao, X. Qian, and Q. Hu Tetrahedron Lett. 41 2000 711
12. X. Qian, Y. Li, and Y. Xu Bioorg. Med. Chem. Lett. 14 2004 2665
13. Y. Xu, and X. Qian Bioorg. Med. Chem. 11 2003 5427
14. I. Satio, M. Takayama, and T. Sakurai J. Am. Chem. Soc. 116 1994 2653
15. I. Satio, and M. Takayama J. Am. Chem. Soc. 117 1995 5590
16. I. Satio, M. Takayama, H. Sugiyama, and K. Nakatani J. Am. Chem. Soc. 117 1995 6406
17. B.G. Leuck, R.P. Perkins, and F.C. Whitmore J. Am. Chem. Soc. 51 1929 1831
18. F.C. Whitmore, and A.L. Fox J. Am. Chem. Soc. 51 1929 3363
19. R.J. Bailey, and H. Schechter J. Am. Chem. Soc. 105 1983 6096
20. A. Rosowsky, J.E. Wright, C.M. Vaidya, R.A. Forsch, and H. Bader J. Med. Chem. 43 2000 1620
21. K. Yamada, K.C. Rice, and J.L. Flippen-Anderson J. Med. Chem. 39 1996 1967
22. K.J. Duffy, M.G. Darcy, and E. Delorme J. Med. Chem. 44 2001 3730
23. W. Yao, and X. Qian Dyes Pigments 48 2001 43
24. M. Gupta, and R.J. Ali Biochem. 95 1984 1253
25. P. Skehan, R. Storeny, D. Scudiero, A. Monks, J. McMahon, D. Vistica, J.T. Warren, H. Bokesc, S. Kenney, and M.R. Boyd J. Natl Cancer Inst. 82 1990 1107
26. M. Kuroda, Y. Mimaki, Y. Sashida, T. Hirano, K. Oka, A. Dobashi, H. Li, and N. Harada Tetrahedron 53 1997 11549