Diorganotin(IV) Derivatives of Substituted Benzohydroxamic Acids with High Antitumor Activity

Chemistry - A European Journal

Volumn 10, Issue 6, 2004, Pages 1456-1462

  Li, Qingshan ^a,b   Guedes Da Silva, M Fátima C ^a,c   Pombeiro, Armando J L ^a  

^a INSTITUTO SUPERIOR TÉCNICO   (Portugal)

^b SHANXI MEDICAL UNIVERSITY   (China)

^c UNIVERSIDADE LUSÓFONA DE HUMANIDADES E TECNOLOGIAS   (Portugal)

Author keywords

Antitumor agents; Hydroxamate ligands; Organotin complexes; Structure activity relationships; Tin; X ray diffraction

Indexed keywords

COMPLEXATION; DERIVATIVES; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; X RAY DIFFRACTION;

GASTRIC TUMORS; LIGANDS;

ORGANIC ACIDS;

ALCOHOL; ALKYL GROUP; BENZOHYDROXAMIC ACID; CARBONYL DERIVATIVE; CHLORINATED HYDROCARBON; CISPLATIN; LIGAND; ORGANOTIN COMPOUND; SOLVENT; TIN; TIN DERIVATIVE;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; DECOMPOSITION; DRUG SYNTHESIS; HUMAN; HUMAN CELL; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; MELTING POINT; MOLECULAR STABILITY; MOUSE; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; SOLUBILITY; X RAY DIFFRACTION;

ANTINEOPLASTIC AGENTS; CELL DIVISION; CELL LINE, TUMOR; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; HYDROXAMIC ACIDS; LIGANDS; MODELS, MOLECULAR; ORGANOTIN COMPOUNDS;

EID: 1842562972     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.200305266     Document Type: Article

References (52)

1. A. J. Crowe, "Antitumor Activity of Tin Compounds" in Metal Compounds in Cancer Therapy (Ed.: S. P. Fricker), Chapman & Hall, London, 1994, pp. 147-179.
2. a) A. J. Crowe, P. J. Smith, G. Atassi, Chem.-Biol. Interact. 1980, 32, 171;
3. b) A. J. Crowe, P. J. Smith, G. Atassi, Inorg. Chim. Acta 1984, 93, 179.
4. A. K. Saxena, F. Huber, Coord. Chem. Rev. 1989, 95, 109.
5. a) A. Penninks, M. Bol-Schoenmakers, W. Seinen, Cellular Activity of Organotin Compounds in Relation to their Antitumor Series in Tin-Based Antitumor Drugs (Ed.: M. Gielen), NATO ASI Series, Springer, Berlin, 1990, p. 169;
6. b) C. Pettinari, F. Marchetti, A. Cingolani, A. Lonrenzotti, E. Mundorff, M. Rossi, F. Caruso, Inorg. Chim. Acta 1997, 262, 33.
7. A. J. Crowe, P. J. Smith, J. Organomet. Chem. 1982, 224, 223.
8. M. Gielen, Coord. Chem. Rev. 1996, 151, 41.
9. T. V. Drovetskaia, N. S. Yashina, T. V. Leonova, V. S. Petrosyan, J. Lorberth, S. Wocadlo, W. Massa, J. Pebler, J. Organomet. Chem. 1996, 507, 201.
10. T. V. Drovetskaia, N. S. Yashina, T. V. Leonova, V. S. Petrosyan, A. V. Yatsenko, A. L. Aslanov, Appl. Organomet. Chem. 1994, 8, 11.
11. M. K. Das, M. Nath, J. J. Zuckerman, Inorg. Chim. Acta 1983, 71, 49.
12. P. G. Harrison, J. A. Richards, J. Organomet. Chem. 1980, 185, 9.
13. P. G. Harrison, T. J. King, K. C. Molloy, J. Organomet. Chem. 1980, 185, 199.
14. K. S. Gupta, C. K. Narula, V. D. Gupta, Indian J. Chem. 1980, 19A, 491.
15. B. Pradhan, A. K. Ghosh, J. Organomet. Chem. 1977, 131, 23.
16. P. G. Harrison, T. J. King, R. C. Phillips, J. Chem. Soc. Dalton Trans 1976, 2317.
17. P. G. Harrison, T. J. King, J. A. Richards, J. Chem. Soc. Dalton Trans 1975, 826.
18. M. Gielen, P. Lelieveld, D. de Vos, H. Pan, R. Willem, M. Biesemans, H. H. Fiebig, Inorg. Chim. Acta 1992, 196, 115.
19. A. Dobosz, N. M. Dudarenko, I. O. Fritsky, T. Glowiak, A. Karaczyn, H. Kozlowski, T. Y. Silva, J. Swiatek-Kozlowska, J. Chem. Soc. Dalton Trans. 1999, 743.
20. K. N. Raymond, Coord. Chem. Rev. 1990, 105, 135.
21. P. Yang, Q. Li, Chinese J. Structure. Chem. 1996, 15, 163.
22. Q. Li, P. Yang, Ys. N. Tian, J. Z. Wan, W. S. Wu, Synth. Methods Organomet. Inorg. Chem. 1996, 26, 561.
23. Q. Li, unpublished results;
24. b) Q. Li, Ph. D. Thesis, Nanjing University, September, 1996.
25. a) L. Wang, L. Wang, P. Yang, CN 1238339, 1999;
26. b) L. Wang, L. Wang, P. Yang, CN 1238335, 1999;
27. c) J. Ding, L. Wang, P. Yang, CN 1238334, 1999;
28. d) L. Wang, L. Wang, P. Yang, CN 1238338, 1999;
29. e) L. Wang, L. Wang, P. Yang, CN 1242369, 2000 (Chinese Patents).
30. a) M. Gielen, H. Dalil, R. Willem, M. Biesemans, D. de Vos, EP 0848008 A1, 1998;
31. b) M. Bouälam, M. Gielen, A. El Khloufi, D. de Vos, R. Willem, EP 0538517 A1, 1993.
32. M. K. Das, M. R. Ghosh, J. Indian Chem. Soc. 1980, 57, 678.
33. a) A. Saxena, F. Huber, L. Pellerito, A. Girasolo, G. C. Stocco, Inorg. Chim. Acta. Bioinorg. Chem. 1986, 125, 197;
34. b) S. Dutta, B. K. Deb, A. K. Ghosh, Indian J. Chem. 1993, 32A, 907.
35. K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, 4th ed., Wiley Interscience, New York, 1986, Chapt. III, pp. 259-267.
36. a) G. K. Sandhu, N. S. Boparoy, J. Organomet. Chem. 1991, 411, 89;
37. b) G. K. Sandhu, N. S. Boparoy, J. Organomet. Chem. 1991, 420, 23.
38. G. K. Sandhu, R. Hundal, E. R. T. Tiekink, J. Organomet. Chem. 1991, 412, 31.
39. F. Caruso, D. Leonesi, F. Marchetti, E. Rivarola, M. Rossi, V. Tomov, C. Pettinari, J. Organomet. Chem. 1996, 519, 29.
40. C. I. F. Denekamp, D. F. Evans, A. M. Z. Slawin, D. J. Williams, C. Y. Wong, J. D. Woollins, J. Chem. Soc. Dalton Trans. 1992, 2375.
41. a) R. W. Jones, R. C. Fay, Inorg. Chem. 1973, 12, 1599;
42. b) M. M. McGrady, R. S. Tobias, Inorg. Chem. 1964, 3, 1157.
43. a) B. Wrackmeyer, Annu. Rep. NMR Spectrosc. 1985, 23, 73;
44. b) W. F. Howard, R. W. Crecely, W. H. Nelson, Inorg. Chem. 1985, 24, 2204;
45. c) H. C. Clark, V. K. Jain, R. C. Mehrotra, B. P. Singh, G. Srivastava, T. Birchall, J. Organomet. Chem. 1985, 279, 385.
46. T. P. Lockhard, W. F. Manders, Inorg. Chem. 1986, 25, 892.
47. C. Pettinari, F. Marchetti, D. Leonesi, M. Rossi, F. Caruso, J. Organomet. Chem. 1994, 483, 123.
48. C. Pettinari, F. Marchetti, A. Gregori, A. Cingolani, J. Tanski, M. Rossi, F. Caruso, Inorg. Chim. Acta 1997, 257, 37.
49. B. Chatterjee, Coord. Chem. Rev. 1978, 26, 281.
50. G. M. Sheldrick, Acta Crystallogr. Sect. A 1990, 46, 467.
51. G. M. Sheldrick, SHELXL-97, University of Gottingen (Germany), 1997.
52. F. Denizot, R. Lang, J. Immunol. Methods 1986, 89, 271.