Synthesis and conformational analysis of constrained ethylene-bridged bis(hydroxylamino-1,3,5-triazine) compounds as tetradentate ligands; structure of rigid dinuclear Ti(IV) complex

Journal of Organic Chemistry

Volumn 73, Issue 15, 2008, Pages 5953-5958

  Hermon, Tal ^a   Tshuva, Edit Y ^a  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

ARSENIC COMPOUNDS; CHELATION; CHEMICAL COMPOUNDS; CHEMICAL REACTIONS; ETHYLENE; LIGANDS; TITANIUM COMPOUNDS;

CHEMICAL EQUATIONS; CONFORMATIONAL ANALYSIS (CA); DINUCLEAR; ETHYLENE-BRIDGED; TETRADENTATE LIGANDS;

COMPLEXATION;

2,4,6 TRICHLORO 1,3,5 TRIAZINE; AMINE; AROMATIC COMPOUND; BRIDGED COMPOUND; ETHYLENE; HYDROXYL GROUP; LIGAND; TITANIUM; TRIAZINE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL BOND; COMPLEX FORMATION; CRYSTAL STRUCTURE; DRUG CONFORMATION; DRUG CYTOTOXICITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; PROTON NUCLEAR MAGNETIC RESONANCE; QUANTUM YIELD; REACTION ANALYSIS; STRUCTURE ACTIVITY RELATION; X RAY CRYSTALLOGRAPHY;

EID: 48249142807     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800966s     Document Type: Article

References (47)

1. Giacomelli, G.; Porcheddu, A.; Luca, L. D. Curr. Org. Chem. 2004, 8, 1497.
2. Blotny, G. Tetrahedron 2006, 62, 9507.
3. Mooibroek, T. J.; Gamez, P. Inorg. Chim. Acta Inorg. Chem. 2007, 360, 381.
4. Kaminski, Z. J. Biopolymers 2000, 55, 140.
5. Gamez, P.; Reedijk, J. Eur. J. Inorg. Chem. 2006, 29.
6. Cousson, A.; Nicolai, B.; Fillaux, F. Acta Crystallogr., Sect. E 2005, 61, 222.
7. Gun, J.; Ekeltchik, I.; Lev, O.; Shelkov, R.; Melman, A. Chem. Commun. 2005, 5319.
8. Ekeltchik, I.; Gun, J.; Lev, O.; Shelkov, R.; Melman, A. Dalton Trans. 2006, 1285.
9. Carrion, M. C.; Guerrero, A.; Jalon, F. A.; Manzano, B. R.; de la Hoz, A.; Claramunt, R. M.; Milata, V.; Elguero, J. Inorg. Chem. 2003, 42, 885.
10. Gelling, A.; Orrell, K. G.; Osborne, A. G.; Sik, V. J. Chem. Soc., Dalton Trans. 1996, 3371.
11. Ma, D.-L.; Che, C.-M.; Siu, F.-M.; Yang, M.; Wong, K.-Y. Inorg. Chem. 2007, 46, 740.
12. Lu, H.-J.; Fan, Y.-T.; Gao, J.; Hou, H.-W. J. Coord. Chem. 2004, 57, 693.
13. Sivashankar, K.; Ranganathan, A.; Pedireddi, V. R.; Rao, C. N. R. J. Mol. Struct. 2001, 559, 41.
14. Peri, D.; Alexander, J.; Tshuva, E. Y.; Melman, A. Dalton Trans. 2006, 4169.
15. Clarke, M. J.; Zhu, F.; Frasca, D. R. Chem. Rev. 1999, 99, 2511.
16. Kratz, F.; Schütte, M. T. Cancer J. 1998, 11, 176.
17. Köpf-Maier, P. Eur. J. Clin. Pharmacol. 1994, 47, 1.
18. Köpf-Maier, P.; Köpf, H. Chem. Rev. 1987, 87, 1137.
19. Christodoulou, C. V.; Eliopoulos, A. G.; Young, L. S.; Hodgkins, L.; Ferry, D. R.; Kerr, D. J. Br. J. Cancer 1998, 77, 2088.
20. Desoize, B. Anticancer Res. 2004, 24, 1529.
21. Xu, G.; Cui, Y. B.; Cui, K.; Gou, S. H. Prog. Chem. 2006, 18, 107.
22. Galanski, M.; Arion, V. B.; Jakupec, M. A.; Keppler, B. K. Curr. Pharm. Des. 2003, 9, 2078.
23. Ott, I.; Gust, R. Arch. Pharm. Chem. Life Sci. 2007, 340, 117.
24. Katsaros, N.; Anagnostopoulou, A. Crit. Rev. Oncol. Hemat. 2002, 42, 297.
25. Kostova, I. Curr. Med. Chem. 2006, 13, 1085.
26. Evangelou, A. M. Crit. Rev. Oncol. Hemat. 2002, 42, 249.
27. Meléndez, E. Crit. Rev. Oncol. Hemat. 2002, 42, 309.
28. Caruso, F.; Rossi, M.; Pettinari, C. Expert Opin. Ther. Pat. 2001, 11, 969.
29. Köpf-Maier, P.; Köpf, H. Struct. Bonding (Berlin) 1988, 70, 103.
30. Kelter, G.; Sweeney, N. J.; Strohfeldt, K.; Fiebig, H.-H.; Tacke, M. Anti-Cancer Drugs 2005, 16, 1091.
31. Keppler, B. K.; Friesen, C.; Moritz, H. G.; Vongerichten, H.; Vogel, E. Struct. Bonding (Berlin) 1991, 78, 97.
32. Caruso, F.; Rossi, M.; Tanski, J.; Sartori, R.; Sariego, R.; Moya, S.; Diez, S.; Navarrete, E.; Cingolani, A.; Marchetti, F.; Pettinari, C. J. Med. Chem. 2000, 43, 3665.
33. Caruso, F.; Rossi, M. Mini-Rev. Med. Chem. 2004, 4, 49.
34. Shavit, M.; Peri, D.; Manna, C. M.; Alexander, J. S.; Tshuva, E. Y. J. Am. Chem. Soc. 2007, 129, 12098.
35. Shavit, M.; Peri, D.; Melman, A.; Tshuva, E. Y. J. Biol. Inorg. Chem. 2007, 12, 825.
36. Yang, P.; Guo, M. Coord. Chem. Rev. 1999, 189, 185-186.
37. Caruso, F.; Rossi, M.; Opazo, C.; Pettinari, C. Bioinorg. Chem. Appl. 2005, 3, 317.
38. Tshuva, E. Y.; Versano, M.; Goldberg, I.; Kol, M.; Weitman, H.; Goldschmidt, Z. Inorg. Chem. Commun. 1999, 2, 371.
39. Lai, L.-L.; Wang, L.-Y.; Lee, C.-H.; Lin, Y.-C.; Cheng, K.-L. Org. Lett. 2006, 8, 1541.
40. Chen, H.-T.; Neerman, M. F.; Parrish, A. R.; Simanek, E. E. J. Am. Chem. Soc. 2004, 126, 10044.
41. Umali, A. P.; Simanek, E. E. Org. Lett. 2003, 5, 1245.
42. de Hoog, P.; Gamez, P.; Driessen, W. L.; Reedijk, J. Tetrahedron Lett. 2002, 43, 6783.
43. Yang, X.; Lowe, C. R. Tetrahedron Lett. 2003, 44, 1359.
44. Marsh, A.; Carlisle, S. J.; Smith, S. C. Tetrahedron Lett. 2001, 42, 493.
45. Zhang, W.; Simanek, E. E. Tetrahedron Lett. 2001, 42, 5355.
46. Borkovec, A. B.; DeMilo, A. B. J. Med. Chem 1967, 10, 457.
47. Reddy, N. D.; Elias, A. J.; Vij, A. J. Chem. Res. Synop. 1998, 504.