Molecular structures and stability constants of gossypol and its aza-derivative complexes with silver(I) cations studied by potentiometrie, ESI MS, NMR, and AM1d semiempirical methods

Journal of Physical Chemistry A

Volumn 112, Issue 35, 2008, Pages 8061-8069

  Przybylski, Piotr ^a   Kira, Jaromir ^b   Schroeder, Grzegorz ^a   Brzezinski, Bogumit ^a   Bart, Franz ^c  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

^b UNIVERSITY OF GDA SK   (Poland)

^c CHARITÉ UNIVERSITÄTSMEDIZIN BERLIN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

NUCLEAR MAGNETIC RESONANCE; ORGANIC POLYMERS; PHOTORESISTS; SILVER; SILVER COMPOUNDS;

AM1D SEMI-EMPIRICAL METHODS; SCHIFF BASES; SILVER CATIONS; STABILITY CONSTANTS;

CHLORINE COMPOUNDS;

GOSSYPOL; HETEROCYCLIC COMPOUND; ORGANOMETALLIC COMPOUND; SCHIFF BASE; SILVER;

ARTICLE; CHEMICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; ELECTROSPRAY MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POTENTIOMETRY; THERMODYNAMICS;

AZA COMPOUNDS; GOSSYPOL; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; POTENTIOMETRY; SCHIFF BASES; SILVER; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; THERMODYNAMICS;

EID: 52349097603     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp8043434     Document Type: Article

References (51)

1. Yeow, W. S.; Baras, A.; Chua, A.; Nguyen, D. M.; Sehgal, S. S.; Schrump, D. S.; Nguyen, D. M. J. Thorac Cardiov. Sur. 2006, 132, 1356.
2. Huang, Y. W.; Wang, L. S.; Chang, H. L.; Ye, W.; Dowd, M. K.; Wan, P. J.; Lin, Y. C. Anticancer Res. 2006, 26, 1925.
3. Dodou, K. Expert Opin. Invest. Drugs 2005, 14, 1419.
4. Bauer, J. A.; Trask, D. K.; Kumar, B.; Los, G.; Castro, J.; Lee, J. S. J.; Chen, J.; Wang, S.; Bradford, C. R.; Carey, T. E. Mol. Cancer. Ther. 2005, 4, 1096.
5. Bourinbaiar, A. S.; Lee-Huang, S. Contraception 1994, 49, 131.
6. Wang, X.; Wang, J.; Wong, S. C. H.; Chow, L. S. N.; Nicholls, J. M.; Wong, Y. C.; Liu, Y.; Kwong, D. L. W.; Sham, J. S. T.; Tsao, S. W. Life Sci. 2000, 67, 2663.
7. Buser, M. D.; Abbas, H. K. Journal of Toxicology - Toxin Rev. 2001, 20, 179.
8. Vander Jagt, D. L.; Deck, L. M.; Royer, R. E. Curr. Med. Chem. 2000, 7, 479.
9. Skutches, C. L.; Herman, D. L.; Smith, F. H. J. Nutr. 1974, 104, 415.
10. Fletcher, J. L.; Barrentine, B. T.; Dreesen, L. J.; Hill, J. E.; Shawver, C. B. Poultry Sci. 1953, 32, 740.
11. Liang, X. S.; Rogers, A. J.; Webber, C. L.; Ormsby, T. J.; Tiritan, M. E.; Matlin, S. A.; Benz, C. C. Inv. New Drugs 1995, 13, 181.
12. Radloff, R. J.; Deck, L. M.; Royer, R. E.; Vander Jagt, D. L. Pharmacol. Res. Commun. 1986, 18, 1063.
13. Kenar, J. A. J. Am. Oil. Chem. Soc. 2006, 83, 269.
14. Matlin, S. A.; Roshdy, S.; Cass, Q. B.; Freitas, L. C. G.; Longo, R. L.; Malvestiti, I. J. Braz. Chem. 1990, 1, 128.
15. Quang, T. T.; Nguyen, K. P. P.; Hansen, P. E. Magn. Reson. Chem. 2005, 43, 302.
16. Fish, R. G.; Groundwater, P. W.; Morgan, J. J. G. Tetrahedron- Asymmetry 1995, 6, 873.
17. Dao, V.-T.; Gaspard, C.; Mayer, M.; Werner, G. H.; Nguyen, S. N.; Michelot, R. J Eur. J. Med. Chem. 2000, 35, 805.
18. Przybylski, P.; Schilf, W.; Lewandowska, W.; Brzezinski, B. Biopolymers 2006, 83, 213.
19. Przybylski, P.; Schroeder, G.; Brzezinski, B. J. Mol. Struct. 2004, 699, 65.
20. Przybylski, P.; Schroeder, G.; Brzezinski, B J. Mol. Struct. 2003, 658, 115.
21. Przybylski, P.; Schroeder, G.; Brzezinski, B.; Bartl, F. J. Phys. Org. Chem. 2003, 16, 289.
22. Przybylski, P.; Schroeder, G.; Brzezinski, B. Phys. Chem. Chem. Phys. 2002, 4, 6137.
23. Rozwadowski, Z. J. Mol. Struct. 2005, 753, 127.
24. Kasuga, N.Ch.; Yamamoto, R.; Hara, A.; Amano, A.; Nomiya, K. Inorg. Chim. Acta 2006, 359, 4412.
25. Isab, A. A.; Wazeer, M. I. M. Spectrochim. Acta A 2006, 65, 191.
26. Gottschaldt, M.; Pfeifer, A.; Koth, D.; Gorls, H.; Dahse, H. M.; Mollmann, U.; Obata, M.; Yano, S. Tetrahedron 2006, 62, 11073.
27. Przybylski, P.; Bartl, F.; Brzezinski, B. Biopolymers 2002, 65, 111.
28. Adams, R.; Morris, R. C.; Geissman, T. A.; Butterbaugh, D. J.; Kirkpatrick, K. C. J. Am. Chem. Soc. 1938, 60, 2193.
29. Przybylski, P.; Matoszyńska, M.; Brzezinski, B. J. Mol. Struct. 2005, 750, 152.
30. Przybylski, P.; Lewandowska, W.; Brzezinski, B.; Bartl, F. J. Mol. Struct. 2006, 797, 92.
31. Przybylski, P.; Brzezinski, B. Biopolymers:Biospectroscopy 2002, 67, 61.
32. Przybylski, P.; Ratajczak-Sitarz, M.; Katrusiak, A.; Wojciechowski, G.; Schilf, W.; Brzezinski, B. J. Mol. Struct. 2003, 655, 293.
33. Przybylski, P.; Brzezinski, B.; Bartl, F. J. Mol. Struct. 2006, 794, 237.
34. Przybylski, P.; Jasiński, K.; Brzezinski, B.; Bartl, F. J. Mol. Struct. 2002, 611, 193.
35. Ossowski, T.; Kira, J.; Rogowska, D.; Warmke, H.; Młodzianowski, J. J. Chem. Soc., Dalton Trans. 2000, 689.
36. Kostrowicki, J.; Liwo, A. Talanta 1990, 37, 645.
37. Cache 7.5 WS Pro.(WinMopac 2007), User Guide 2007, Fujitsu, Chiba, Japan.
38. Stewart, J. J. P. J. Comput. Chem. 1991, 12, 320.
39. Izatt, R. M.; Pawlak, K.; Bradshaw, J. S.; Bruening, R. L. Chem. Rev. 1991, 91, 1721.
40. Nabeshima, T. J. Incl. Phenomen. Mol. Recogn. Chem. 1998, 32, 331.
41. Heidari, N.; Thaler, A.; Schneider, H.; Cox, B. G. Inorg. Chim. Acta 1998, 279, 186.
42. Sil, A.; Ijeri, V. S.; Srivastava, A. K. Supramol. Chem. 2003, 15, 451.
43. Sil, A.; Srivastava, A. K. Supramol. Chem. 2004, 16, 343.
44. Buschmann, H.-J.; Schollmeyer, E. J. Electroanal. Chem. 1999, 474, 188.
45. Thaler, A.; Bergter, R.; Ossowski, T.; Cox, B. G.; Schneider, H. Inorg. Chim. Acta 1999, 285, 1.
46. Marciniak, B.; Schroeder, G.; Kozubek, H.; Brzezinski, B. J. Chem. Soc. Perkin Trans. 2 1991, 1359.
47. Breitmaier, E. in Structure Elucidation by NMR in Organic Chemistry: A Practical Guide, John Wiley&Sons Ltd, West Sussex, England, thid revised edn., 2002, ch. 4. pp. 205-207.
48. Przybylski, P.; Bejcar, G.; Huczyński, A.; Schroeder, G.; Brzezinski, B.; Bartl, F. Biopolymers 2006, 82, 521.
49. Radecka-Paryzek, W.; Patroniak, V.; Lisowski, J. Coordinat. Chem. Rev. 2005, 249, 2156.
50. Lehn, J.-M. Supramolecular Chemistry: Concepts and Perspectives. 1995, Wiley-VCH: Weinheim.
51. Takeda, Y.; Endo, K.; Yoshiyama, D.; Watanabe, K.; Fukada, N.; Katsuta, S. J. Mol. Liquid 2007, 130, 21.