New synthetic applications and biological activity of diazenes

Journal of Heterocyclic Chemistry

Volumn 42, Issue 3, 2005, Pages 401-412

  Polanc, Slovenko ^a  

^a UNIVERSITY OF LJUBLJANA   (Slovenia)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; AROMATIC COMPOUND; CARBONYL DERIVATIVE; CISPLATIN; DISULFIDE; HYDRAZIDE DERIVATIVE; HYDRAZINE DERIVATIVE; PLATINUM DERIVATIVE; SEMICARBAZIDE DERIVATIVE; THIOL DERIVATIVE; VINCRISTINE;

AMINATION; ANTINEOPLASTIC ACTIVITY; CANCER CELL CULTURE; CHEMICAL PROCEDURES; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONFERENCE PAPER; CYTOTOXICITY; DRUG ACTIVITY; DRUG EFFECT; DRUG EFFICACY; DRUG MECHANISM; DRUG POTENCY; DRUG SENSITIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; ELECTROCHEMISTRY; EXPERIMENT; HUMAN; MICHAEL ADDITION; OXIDATION; REACTION ANALYSIS; REACTION TIME; STRUCTURE ANALYSIS; TEMPERATURE; TUMOR CELL;

EID: 17644420393     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570420307     Document Type: Conference Paper

References (59)

1. S. Polanc, in Targets in Heterocyclic Systems. Chemistry and Properties, Vol 3, O. A. Attanasi and D. Spinelli, eds, Società Chimica Italiana, Roma, 2000, pp 33-91.
2. M. Kočevar, P. Mihorko and S. Polanc, Synlett, 241 (1995).
3. M. Kočevar, P. Sušin and S. Polanc, Synthesis, 773 (1993).
4. B. Košmrlj, B. Koklič, S. Polanc, Acta Chim. Slov., 43, 153 (1996).
5. M. Kočevar, P. Mihorko and S. Polanc, J. Org. Chem., 60, 1466 (1995).
6. T. G. Back, S. Collins and R. G. Kerr, J. Org. Chem., 46, 1564 (1981).
7. R. V. Hoffman and A. Kumar, J. Org. Chem., 49, 4014 (1984).
8. J. Tsuji, J. Hayakawa and H. Takayanagi. Chem. Lett., 437 (1975).
9. J. Tsuji, T. Nagashima, N. T. Qui and H. Takayanagi, Tetrahedron, 36, 1311 (1980).
10. S. Kafka, P. Trebše, S. Polanc and M. Kočevar, Synlett, 254 (2000).
11. B. Štefane, M. Kočevar and S. Polanc, Tetrahedron Lett., 40, 4429 (1999).
12. F. Požgan, S. Polanc and M. Kočevar, Synthesis, 2349 (2003).
13. B. Štefane, M. Kočevar and S. Polanc, Synth. Commun., 32, 1703 (2002).
14. Unpublished results from our laboratory.
15. S. W. Schneller, in Comprehensive Heterocyclic Chemistry, Vol 5; K. T. Potts, ed, Pergamon Press, Oxford, 1984, pp 847-904.
16. M. A. E. Shaban and A. Z. Nasr, Adv. Heterocycl. Chem., 49, 277 (1990), and references cited therein.
17. H. Reimlinger, F. Billiau and R. F. Lingier, Synthesis, 260 (1970).
18. A.-M. M. E. Omar, M. G. Kasem and I. M. Laabota, J. Heterocycl. Chem., 18, 499 (1981).
19. J. Košmrlj, M. Kočevar and S. Polanc, Synlett, 652 (1996).
20. I. Collins, J. L. Castro and L. J. Street, Tetrahedron Lett., 41, 781 (2000).
21. I. Collins, J. Chem. Soc, Perkin Trans. 1, 1921 (2002).
22. H. Wamhoff and M. Zahran, Synthesis, 876 (1987).
23. P. Majer and R. S. Randad, J. Org. Chem., 59, 1937 (1994).
24. I. Zaltgender, Y. Leblanc and M. A. Bernstein, Tetrahedron Lett., 34, 2441 (1993).
25. H. Mitchell and Y. Leblanc, J. Org. Chem., 59, 682 (1994).
26. Y. Leblanc and N. Boudreault, J. Org. Chem., 60, 4268 (1995).
27. N. Boudreault and Y. Leblanc, Org. Synth., 74, 241 (1996).
28. R. Lenaršič, M. Kočevar and S. Polanc, J. Org. Chem., 64, 2558 (1999).
29. S. Bombek, R. Lenaršič, M. Kočevar, L. Saint-Jalmes, J.-R. Desmurs and S. Polanc, Chem. Commun., 1494 (2002).
30. A. Vaitiekunas and F. F. Nord, J. Am. Chem. Soc., 75, 1764 (1953).
31. J. H. Wotiz and F. Huba, J. Org. Chem., 24, 595 (1959).
32. For reviews, see: [a] M. Schlosser, Eur. J. Org. Chem., 3975 (2001). [b] G. Quéguiner, F. Marsais, V. Snieckus and J. Epsztajn, Adv. Heterocycl. Chem., 52, 187 (1991). [c] J. F. Bunnett, Acc. Chem. Res., 5, 139 (1972).
33. For reviews, see: [a] M. Schlosser, Eur. J. Org. Chem., 3975 (2001). [b] G. Quéguiner, F. Marsais, V. Snieckus and J. Epsztajn, Adv. Heterocycl. Chem., 52, 187 (1991). [c] J. F. Bunnett, Acc. Chem. Res., 5, 139 (1972).
34. For reviews, see: [a] M. Schlosser, Eur. J. Org. Chem., 3975 (2001). [b] G. Quéguiner, F. Marsais, V. Snieckus and J. Epsztajn, Adv. Heterocycl. Chem., 52, 187 (1991). [c] J. F. Bunnett, Acc. Chem. Res., 5, 139 (1972).
35. A. A. Gakh and A. A. Tuinman, Tetrahedron Lett., 42, 7137 (2001), and the references therein.
36. A. G. Avent and R. Taylor, Chem. Commun., 2726 (2002).
37. S. Bombek, F. Požgan, M. Kočevar and S. Polanc, J. Org. Chem., 69, 2224 (2004).
38. th ed., Wiley, New York, 2001, p 681.
39. R. B. King, Encyclopedia of Inorganic Chemistry, Wiley, Chichester, 1994, p 303.
40. S. Bombek, R. Lenaršič, M. Kočevar and S. Polanc, Synlett, 1237 (2001).
41. J. Košmrlj, M. Kočevar and S. Polanc, J. Chem. Soc., Perkin Trans. 1, 3917 (1998).
42. For more details, see: [a] A. Meister, in Glutathione: Chemical, Biochemical, and Medical Aspects, Part A, D. Dolphin, R. Poulson and O. Avramović, ed., Wiley-Interscience, New York, 1989, pp 1-48 and pp 367-474. [b] J. Viňa, Glutathione: Metabolism and Physiological Functions, CRC Press, Boca Rotan, 1990. [c] H. F. Gilbert, in Comprehensive Biological Catalysts: A Mechanistic Reference, Vol 1, M. Sinnott, ed., Academic Press, San Diego, 1998, pp 609-625.
43. For more details, see: [a] A. Meister, in Glutathione: Chemical, Biochemical, and Medical Aspects, Part A, D. Dolphin, R. Poulson and O. Avramović, ed., Wiley-Interscience, New York, 1989, pp 1-48 and pp 367-474. [b] J. Viňa, Glutathione: Metabolism and Physiological Functions, CRC Press, Boca Rotan, 1990. [c] H. F. Gilbert, in Comprehensive Biological Catalysts: A Mechanistic Reference, Vol 1, M. Sinnott, ed., Academic Press, San Diego, 1998, pp 609-625.
44. For more details, see: [a] A. Meister, in Glutathione: Chemical, Biochemical, and Medical Aspects, Part A, D. Dolphin, R. Poulson and O. Avramović, ed., Wiley-Interscience, New York, 1989, pp 1-48 and pp 367-474. [b] J. Viňa, Glutathione: Metabolism and Physiological Functions, CRC Press, Boca Rotan, 1990. [c] H. F. Gilbert, in Comprehensive Biological Catalysts: A Mechanistic Reference, Vol 1, M. Sinnott, ed., Academic Press, San Diego, 1998, pp 609-625.
45. I. Beria, P. G. Baraldi, P. Cozzi, M. Caldarelli, C. Geroni, S. Marchini, N. Mongelli and R. Romagnoli, J. Med. Chem., 47, 2611 (2004), and the references therein.
46. M. Osmak, T. Bordukalo, J. Košmrlj, M. Kvajo, Z. Marijanović, D. Eljuga and S. Polanc, Neoplasma, 46, 201 (1999).
47. F. Tietze, Anal. Biochem., 27, 502 (1969).
48. S. Grabnar, J. Košmrlj, N. Bukovec and M. Čemažar, J. Inorg. Biochem., 95, 105 (2003).
49. M. Osmak, T. Bordukalo, A. Ambriović Ristov, B. Jernej, J. Košmrlj and S. Polanc, Neoplasma, 47, 390 (2000).
50. M. Osmak, T. Bordukalo, B. Jernej, J. Košmrlj and S. Polanc, Anti-Cancer Drugs, 10, 853 (1999).
51. G. Mickisch, S. Fajta, G. Keilhauer, E. Schlick, R. Tschada and P. Alken, Urol. Res., 18, 131 (1990).
52. D. Moskatelo, A. Benjak, V. Laketa, S. Polanc, J. Košmrlj and M. Osmak, Chemotherapy, 48, 36 (2002).
53. D. Moskatelo, S. Polanc, J. Košmrlj, L. Vuković and M. Osmak, Pharmacology & Toxicology, 91, 258 (2002).
54. E. Mounetou, J. Legault, J. Lacroix and R. C. Gaudreault, J. Med. Chem., 44, 694 (2001).
55. E. Mounetou, J. Legault, J. Lacroix and R. C. Gaudreault, J. Med. Chem., 46, 5055 (2003).
56. T. Čimbora-Zovko, S. Bombek, J. Košmrlj, L. Kovačič, S. Polanc, A. Katalinić and M. Osmak, Drug Develop. Res., 61, 95 (2004).
57. L. Peters, J. Košmrlj, R. Lenaršič, M. Kočevar and S. Polanc, ARKlVOC (Part V), 42 (2001).
58. For the synthesis of this compound, see reference 35.
59. T. Čimbora, S. Bombek, S. Polanc and M. Osmak, Toxicology in Vitro, 17, 159 (2003).