Design, synthesis, and antitumor activity of new bis-aminomethylnaphthalenes

Bioorganic and Medicinal Chemistry

Volumn 16, Issue 17, 2008, Pages 8003-8010

  Bollini, Mariela ^a   Casal, Juan José ^a   Bruno, Ana María ^a  

^a UNIVERSIDAD DE BUENOS AIRES   (Argentina)

Author keywords

Antitumor activity; Bis aminomethylnaphthalenes; DNA binding; Synthesis

Indexed keywords

1,1' BIS NAPHTHALEN 2 YLMETHYL)[4,4']BIPIPERIDINE; 1,1' BIS(6 METHOXYNAPHTHALEN 2 YLMETHYL)[4,4']BIPIPERIDINE; 2,2' [ETHANE 1,2 DIYLBIS(OXY)]BIS[N (NAPHTHALEN 2 YLMETHYL)ETHANAMINE; 2,2' [ETHANE 1,2 DIYLBIS(OXY)]BIS[N [(6 METHOXYNAPHTHALEN 2 YL)METHYL]ETHANAMINE]; 3,3' (PIPERAZINE 1,4 DIYL)BIS[N [(6 METHOXYNAPHTHALEN 2 YL)METHYL]PROPAN 1 AMINE]; BISAMINOMETHYLNAPHTHALENE DERIVATIVE; N,N' BIS(6 METHOXYNAPHTHALEN 2 YLMETHYL)HEXANE 1,6 DIAMINE; N,N' BIS[(6 METHOXYNAPHTHALEN 2 YL)METHYL]DODECANE 1,12 DIAMINE; N,N' BIS[(6 METHOXYNAPHTHALEN 2 YL)METHYL]OCTANE 1,8 DIAMINE; N,N' BIS[(NAPHTHALEN 2 YL)METHYL]HEXANE 1,6 DIAMINE; NAPHTHALENE DERIVATIVE; UNCLASSIFIED DRUG;

AMINATION; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; DNA BINDING; DRUG DESIGN; DRUG SYNTHESIS; HUMAN; HUMAN CELL; MOUSE; NONHUMAN; ULTRAVIOLET SPECTROSCOPY;

AMINATION; ANIMALS; ANTINEOPLASTIC AGENTS; BINDING SITES; CATTLE; CELL CYCLE; CELL LINE, TUMOR; CELL PROLIFERATION; DNA; DNA FRAGMENTATION; DRUG DESIGN; DRUG SCREENING ASSAYS, ANTITUMOR; FLOW CYTOMETRY; HUMANS; MOLECULAR STRUCTURE; NAPHTHALENES; SPECTROPHOTOMETRY, ULTRAVIOLET; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; TIME FACTORS;

EID: 50349101092     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.07.069     Document Type: Article

References (24)

1. Thurston D.E. Br. J. Cancer 80 (1999) 65
2. Hurley L.H. Nat. Rev. Cancer 2 (2002) 188
3. Charmantray F., Demeunynck M., Carrez D., Croisy A., Lansiaux A., Bailly C., and Colson P. J. Med. Chem. 46 (2003) 967
4. Pindur U., Kim Y.-S., and Mehrabani F. Curr. Med. Chem. 6 (1999) 29
5. Braña M.F., Cacho M., Gradillas A., de Pascual-Teresa B., and Ramos A. Curr. Pharm. Des. 7 (2001) 1745
6. Doan Thi Mai H., Gaslonde T., Michel S., Tillequin F., Koch M., Bongui J.-B., Elomri A., Seguin E., Pfeiffer B., Renard P., David-Cordonnier M.-H., Tardy C., Laine W., Bailly C., Kraus-Berthier L., Léonce S., Hickman J.-A., and Pierré A. J. Med. Chem. 46 (2003) 3072
7. Gregson S.J., Howard P.W., Hartley J.A., Brooks N.A., Adams L.J., Jenkins T.C., Kelland L.R., and Thurston D.E. J. Med. Chem. 44 (2001) 737
8. Cozzi P. Farmaco 56 (2001) 57
9. Waring M.J., and Wakelin L.P.G. Nature 252 (1974) 653
10. Atwell G.J., Baguley B.C., Wilmanska D., and Denny W.A. J. Med. Chem. 29 (1984) 69
11. Bruno A.M., Gaeta J., and Gaozza C.H. An. Quim. 88 (1992) 267
12. Bruno A.M., Asís S.E., Lo Balbo A., Molina D., Conti G.M., and Gaozza C.H. Boll. Chim. Farma. 135 (1996) 374
13. Sprung M.M. Chem. Rev. 26 (1940) 297
14. Horii Z., Sakai T., and Inoi T. J. Pharm. Soc. Jpn. 75 (1955) 1161
15. Boyd M.R. Princ. Pract. Oncol. 3 (1989) 1
16. Hollingshead M.G., Alley M.C., Camalier R.F., Abbott B.J., Mayo J.G., Malspeis L., and Grever M.R. Life Sci. 57 (1995) 131
17. Paull K.D., Shoemaker R.H., Hodes L., Monks A., Scudiero D.A., Rubinstein L., Plowman J., and Boyd M.R. J. Natl. Cancer Inst. 81 (1989) 1088
18. http://dtp.nci.nih.gov/docs/compare/compare.html.
19. Data concerning the NCI screening are accessible from the NCI via the Internet from the following address: http://dtp.nci.nih.gov/webdata.html.
20. Weinstein J.N., Myers T.G., O' Connor P.M., Friend S.H., Fornace A.J., Kohn K.W., Fojo T., Bates S.E., Rubinstein L.V., Anderson N.L., Buolamwini J.K., van Osdol W.W., Monks A., Scudiero D.A., Sausville E.A., Zaharevitz D.W., Bunow B., Viswanadhan V.N., Johnson G.S., Wittes R.E., and Paull K.D. Science 275 (1997) 343
21. Asís S.E., Bruno A.M., Martínez A.R., Sevilla M.V., Gaozza C.H., Romano A.M., Coussio J.D., and Ciccia G. Farmaco 54 (1999) 517
22. Seshadri R., Israel M., and Pegg W. J. Med. Chem. 26 (1983) 11
23. Mc Pherson D.D., and Pezzuto J.M. J. Chromatogr. 281 (1983) 348
24. Romano A., Mongelli E., Bruno A.M., Gaozza C., Coussio J., and Ciccia G. Pharmazie 55 (2000) 612