Synthesis, crystal structures, cytotoxicity and qualitative structure-activity relationship (QSAR) of cis-bis{5-[(E)-2-(aryl)-1-diazenyl]quinolinolato}di-n-butyltin(IV) complexes, nBu2Sn(L)2

Journal of Inorganic Biochemistry

Volumn 102, Issue 9, 2008, Pages 1719-1730

  Basu Baul, Tushar S ^a   Mizar, Archana ^a   Chandra, Asit K ^a   Song, Xueqing ^b   Eng, George ^b   Jirásko, Robert ^c   Holčapek, Michal ^c   Vos, Dick de ^d   Linden, Anthony ^e  

^a NORTH EASTERN HILL UNIVERSITY   (India)

^b UNIVERSITY OF THE DISTRICT OF COLUMBIA   (United States)

^c UNIVERSITY OF PARDUBICE   (Czech Republic)

^d TEVA Pharmachemie   (Netherlands)

^e UNIVERSITY OF ZURICH   (Switzerland)

Author keywords

5 (E) 2 (aryl) 1 diazenyl quinolin 8 ol; 119mSn M ssbauer; Crystal structures; Cytotoxicity; Di n butyltin(IV) complexes; ESI MS; NMR

Indexed keywords

DIBUTYLTIN;

ARTICLE; CHEMICAL STRUCTURE; CONTROLLED STUDY; CRYSTAL STRUCTURE; CYTOTOXICITY; ELECTROSPRAY MASS SPECTROMETRY; HUMAN; HUMAN CELL; MOSSBAUER SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; QUANTITATIVE STRUCTURE ACTIVITY RELATION; SYNTHESIS; TUMOR CELL LINE; X RAY DIFFRACTION;

CELL LINE, TUMOR; CELL SURVIVAL; CRYSTALLOGRAPHY, X-RAY; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; ORGANOTIN COMPOUNDS; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SPECTROSCOPY, MOSSBAUER;

EID: 49049111479     PISSN: 01620134     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2008.05.001     Document Type: Article

References (62)

1. Gielen M., Willem R., Holeček J., and Lyčka A. Main Group Met. Chem. 16 (1993) 29-43
2. In: Gielen M., and Tiekink E.R.T. (Eds). Metallotherapeutic Drug and Metal-based Diagnostic Agents: The Use of Metals in Medicine (2005), John Wiley & Sons Ltd., Chichester, UK 421-430 and references therein
3. Lyčka A., Holeček J., Schneider B., and Straka J. J. Organomet. Chem. 389 (1990) 29-39
4. Lyčka A., Holeček J., Sebald A., and Tkac I. J. Organomet. Chem. 409 (1991) 331-339
5. Schlemper E.O. Inorg. Chem. 6 (1967) 2012-2017
6. Chen W., Ng W.K., Kumar Das V.G., Jameson G.B., and Butcher R.J. Acta Crystallogr. Sect. C 45 (1989) 861-864
7. Kellö E., Vrábel V., Holeček J., and Sivy J. J. Organomet. Chem. 493 (1995) 13-16
8. Szorcsik A., Nagy L., Scopelliti M., Deák A., Pellerito L., and Hegetschweiler K. J. Organomet. Chem. 690 (2005) 2243-2253
9. Linden A., Basu Baul T.S., and Mizar A. Acta Crystallogr. Sect. E 61 (2005) m27-m29
10. Ng S.W., Wei C., Kumar Das V.G., Charland J.P., and Smith F.E. J. Organomet. Chem. 364 (1989) 343-351
11. Schumann M., Schmiedgen R., Huber F., Silvestri A., Ruisi G., Paulsen A.B., and Barbieri R. J. Organomet. Chem. 584 (1999) 103-117
12. Basu Baul T.S., Mizar A., Song X., Eng G., Willem R., Biesemans M., Verbruggen I., and Butcher R. J. Organomet. Chem. 691 (2006) 2605-2613
13. Basu Baul T.S., Mizar A., Lyčka A., Rivarola E., Jirásko R., Holčapek M., de Vos D., and Englert U. J. Organomet. Chem. 691 (2006) 3416-3425
14. Ensling J., Gutlich P., Hassellbach K.M., and Fitzsimmons B.W. J. Chem. Soc. (A) (1971) 1940-1943
15. Poller R.C., and Ruddick J.N.R. J. Organomet. Chem. 39 (1972) 121-128
16. Basu Baul T.S., Mizar A., Rivarola E., and Englert U. J. Organomet. Chem. 693 (2008) 1751-1758
17. Narayanan V.L., Nasr M., and Paul K.D. In: Gielen M. (Ed). Tin-based Antitumor Drugs (1990), Springer-Verlag, Berlin 201-217
18. Crowe A.J. In: Gielen M. (Ed). Metal Based Antitumour Drugs vol. 1 (1988), Freund, London 103-149
19. Gielen M., Lelieveld P., de Vos D., and Willem R. In: Gielen M. (Ed). Metal Based Antitumour Drugs vol. 2 (1992), Freund, Tel Aviv 29-54
20. Pellerito C., Agati P.D., Fiore T., Mansueto C., Mansueto V., Stocco G., Nagy L., and Pellerito L. J. Inorg. Biochem. 99 (2005) 1294-1305
21. Cima F., and Ballarin L. Appl. Organomet. Chem. 13 (1999) 697-703
22. Shuaibu M.N., Kanbara H., Yanagi T., Ichinose A., Ameh D.A., Bonire J.J., and Nok A.J. Jpn. Parasitolog. Res. 91 (2003) 5-11
23. Carraher Jr. C.E., Battin A., Shahi K.R., and Roner M.R. J. Inorg. Organomet. Polym. 17 (2007) 631-639
24. Barot G., Shahi K.R., Roner M.R., and Carraher C.E. J. Inorg. Organomet. Polym. 17 (2007) 595-603
25. Roner M., Carraher C., Roehr J., and Bassett K. J. Polym. Mater. 23 (2006) 153-159
26. Carraher C., and Siegmann-Louda D. Macromolecules Containing Metal and Metal-like Elements vol. 3 (2004), Wiley, Hoboken, NJ
27. Blower P.J. Inorganic pharmaceuticals. Annu. Rep. Prog. Chem. Sect A 100 (2004) 633-658
28. Kemmer M., Gielen M., Biesemans M., de Vos D., and Willem R. Metal-Based Drugs 5 (1998) 189-196
29. Kemmer M., Ghys L., Gielen M., Biesemans M., Tiekink E.R.T., and Willem R. J. Organomet. Chem. 582 (1999) 195-203
30. Gielen M., Lelieveld P., de Vos D., Pan H., Willem R., Biesemans M., and Fiebig H.H. Inorg. Chim. Acta 196 (1992) 115-117
31. M. Bouǎlam, M. Gielen, A. El Khloufi, D. de Vos, R. Willem, Novel Organo-tin Compounds having Anti-tumour Activity and Anti-tumour compositions, Pharmachemie B.V., Eur. Pat., Publ 538 517, Appl. 91/202, 746.3-, 22.10.91; Chem. Abstr. 119 (1993) 117548b.
32. Gielen M., Willem R., Dalil H., de Vos D., Kuiper C.M., and Peters G.J. Metal-Based Drugs 5 (1998) 83-90
33. Růžička A., Dostál L., Jambor R., Buchta V., Brus J., Císařová I., Holčapek M., and Holeček J. Appl. Organomet. Chem. 16 (2002) 315-322
34. Růžička A., Lyčka A., Jambor R., Novák P., Císařová I., Holčapek M., Erben M., and Holeček J. Appl. Organomet. Chem. 17 (2003) 168-174
35. Hooft R. KappaCCD Collect Software (1999), Nonius BV, Delft, The Netherlands
36. Z. Otwinowski, W. Minor, in: C.W. Carter Jr., R.M. Sweet (Eds.), Methods in Enzymology, vol. 276, Macromolecular Crystallography, Part A, Academic Press, New York, 1997, pp. 307-326.
37. Blessing R.H. Acta Crystallogr. Sect. A 51 (1995) 33-38
38. Sheldrick G.M. SHELXS97, Program for the Solution of Crystal Structures (1997), University of Göttingen, Germany
39. Altomare A., Cascarano G., Giacovazzo C., Guagliardi A., Burla M.C., Polidori G., and Camalli M. SIR92. J. Appl. Crystallogr. 27 (1994) 435
40. van der Sluis P., and Spek A.L. Acta Crystallogr. Sect. A 46 (1990) 194-201
41. Spek A.L. PLATON, Program for the Analysis of Molecular Geometry (2005), University of Utrecht, The Netherlands
42. Sheldrick G.M. SHELXL97, Program for the Refinement of Crystal Structures (1997), University of Göttingen, Germany
43. Boyd M.R. Principl. Practice Oncol. 3 (1989) 1-12
44. Keepers Y.P., Pizao P.E., Peters G.J., Van Ark-Otte J., Winograd B., and Pinedo H.M. Eur. J. Cancer 27 (1991) 897-900
45. Lee C., Yang W., and Parr R.G. Phys. Rev. 37B (1988) 785-789
46. Chandra A.K., Michalska D., Wysokinsky R., and Zeegers-Huyskens T. J. Phys. Chem. Sect. A 108 (2004) 9593-9600
47. Chandra A.K., and Zeegers-Huyskens T. J. Org. Chem. 68 (2003) 3618-3625
48. Frisch M.J., et al. Gaussian 03, Revision D.01 (2004), Gaussian, Inc., Wallingford, CT
49. Hansch C., Leo A., and Taft R.W. Chem. Rev. 91 (1991) 165-195
50. Pauling L. The Nature of Chemical Bond. third ed. (1960), Cornell University Press, New York
51. Otera J. J. Organomet. Chem. 221 (1981) 57-61
52. Kawasaki K., and Okawara R. J. Organomet. Chem. 6 (1966) 249-258
53. Holeček J., Nádvorník M., Handliř K., and Lyčka A. J. Organomet. Chem. 315 (1986) 299-308
54. Shi D., and Hu S. Chin. J. Struct. Chem. 7 (1988) 111
55. Huber F., and Kaiser R. J. Organomet. Chem. 6 (1966) 126-132
56. Lyčka A., Holeček J., and Nádvorník M. Main Group Met. Chem. 12 (1989) 169-186
57. Jain V.K., Mason J., Saraswat B.S., and Mehrotra R.C. Polyhedron 4 (1985) 2089-2096
58. Parish R.V. In: Kothari L.S., Baijal J.S., and Tewari S.P. (Eds). Mössabauer Effect: Current Applications to Physical Sciences (1984), Academic Publications, Delhi, India 162
59. 119Sn Mössbauer Studies on Tin Compounds (1998), Blackie, London 496-540
60. Poller R.C., and Ruddick J.N.R. J. Chem. Soc. (A) (1969) 2273-2276
61. Kolářová L., Holčapek M., Jambor R., Dostál L., Růžička A., and Nádvorník M. J. Mass Spectrom. 39 (2004) 621-629
62. Li H., Lai C.S., Wu J., Ho P.C., De Vos D., and Tiekink E.R.T. J. Inorg. Biochem. 101 (2007) 809-816