Synthesis of novel coumarin and benzocoumarin derivatives and their biological and photophysical studies

Journal of Heterocyclic Chemistry

Volumn 44, Issue 6, 2007, Pages 1287-1301

  Abd El Aziz, Alaa S ^a,b   Mohamed, Hany M ^b   Mohammed, Shawkat ^b,c   Zahid, Shamsulhaq ^b   Ata, Athar ^b   Bedair, Ahmed H ^b   El Agrody, Ahmed M ^b   Harvey, Pierre D ^c  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

^b UNIVERSITY OF WINNIPEG   (Canada)

^c UNIVERSITÉ DE SHERBROOKE   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

1 [(BENZO[D]THIAZOL 2 YL)METHYL] 9 HYDROXYBENZO[F]COUMARIN; 9 BROMO 1 (CHLOROMETHYL) 3H BENZO[F]CHROMEN 3 ONE; BENZOCOUMARIN DERIVATIVE; CARBENE; COUMARIN 3N CARBOXAMIDE DERIVATIVE; COUMARIN DERIVATIVE; CYANIDE; HETEROCYCLIC COMPOUND; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ANTIBACTERIAL ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; ELEMENTAL ANALYSIS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; NONHUMAN; PECHMANN DUISBERG REACTION; PROTON NUCLEAR MAGNETIC RESONANCE; QUANTUM YIELD; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 38149047985     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570440610     Document Type: Article

References (51)

1. Kennedy, R. O.; Thornes, R. D. Coumarins: Biology, Applications and Mode of Action; Wiley: Chichester, 1997.
2. Murray, R. D. H; Mendez, J.; Brown, S. A. The Natural Coumarins: Occurrence, Chemistry and Biochemistry; Wiley: New York, 1982.
3. a) Egan, D.; Kennedy, R. O.; Moran, E.; Cox, D.; Prosser, E. and R. D. Thornes, Drug Metab. Rev., 1990, 22, 503.
4. b) Gabor, M. The Pharmacology of Benzopyron Derivatives and Related Compounds (Akademiai Kiado, Budapest, 1988), pp. 91-126.
5. Larson, R. A. Photochemistry, 1988, 27, 969.
6. Mora, A.; Paya, M.; Rios, J. L.; Alcaraz, M. J. Biochem. Pharmacol., 1990, 40, 793.
7. Lee, R. E.; Bykadi, G.; Ritschel, W. A. Arz. Forsch./Drug Res., 1981, 31, 640.
8. Neichi, T.; Koshihara, Y.; Mutora, S. I. Biochem. Biophys. Acta, 1983, 753, 130.
9. Kimura, Y.; Okuda, H.; Arichi, S.; Baba, K.; Kozawa, M. Biochem. Biophys. Acta, 1985, 834, 224.
10. Craven, P. A.; Pfanstiel, J.; De Rubertis, F. R. J. Clin. Invest., 1986, 77, 850.
11. Ozaki, Y.; Ohashi, T.; Niwa, Y. Biochem. Pharmacol., 1986, 35, 3481.
12. Von Pechmann, H.; Duisberg, C. Ber. Dtsch. Chem. Ges., 1884, 47, 929.
13. Johnson, J. R. Org. React, 1942, 1, 210.
14. Jones, G. Org. React., 1967, 15, 204.
15. Shirner, R. L. Org. React., 1942, I, 1.
16. Yavari, I.; Hekmat-Shoar, R.; Zonouzi, A. Tetrahedron Lett., 1998, 39, 2391.
17. Sentha, S. M.; Shah, N. M.; Shah, R. C. J. Chem. Soc., 1938, 228.
18. Robertson, A.; Sandrock, W. F.; Henry, C. B. J. Chem. Soc., 1931, 2426.
19. Woods, L. L.; Sapp, J. J. Org. Chem., 1962, 27, 3703.
20. Guilbault, G. G.; Practical Fluorescence. Theory, Methods and Techniqyes; Marcel Dekker: New York, 1973; p 354.
21. Rathbone, D. L.; Su, D.; Wang, Y.; Billington, D. C. Tetrahedron Lett., 2000, 123.
22. Abd-El-Aziz, A. S.; El-Agrody, A. M.; Bedair, A. H.; Corkery, C. T.; Ata, A. Heterocyles, 2004, 63, 1793.
23. Youssef, A. M.; Mohamed, H. M.; Czezowski, C.; Ata, A.; Abd-El-Aziz, A. S., Heterocyles, 2005, 63, 1793.
24. Korotchenko, O. D.; Alekseev, S. M.; Evstigneeva, R. P.; Karpova, G. V.; Isai, S. V. Chem. Nat. Compd., 2000, 35, 612.
25. Clinton,. R. O.; Laskwski, S. C. J. Am. Chem. Soc., 1949, 71, 602.
26. Bonsignore, L.; Cottiglia, F.; Maccioni, A. M.; Sacci, D.; Lavagna, S. M.; J. Hetrocycl. Chem., 1995, 32, 573.
27. Tupathy, P. K.; Mukerjee, A. K. Indian J. Chem. Sect. B, 1987, 26, 61.
28. Okogun, J. I.; Enyenihi, V. U.; Ekong, D. E. U. Tetrahedron, 1978, 34, 1221.
29. Bedair, A. H. J. Prakt. Chem., 1987, 329, 359.
30. El-Agrody, A. M.; Abdul-Ghany, A. R.; Bedair, A. H.; Ghazal, S. A. Afinidad, 1988, XLV, 417, 447-450.
31. Czerney, P.; Hartmann, H. J. Prakt. Chemie., 1983, 325, 551.
32. Gewald, K. Chimia., 1980, 34, 101.
33. Gewald, K. Khimiya., 1976, 10, 1299.
34. Horning, E. C.; Horning, M. G.; Dimmig, D. A. Org. Synth., 1948, 28, 24.
35. Cigolani, E. Gazz. Chem. Ital., 1954, 84, 843.
36. Thakav, K. A.; Goswami, D. D. Indian J. Appl. Chem., 1972, 35, 93.
37. El-Agrody, A.; Abd El-Latif, M. M. S.; Fakery, A.; Bedair, H. J. Chem. Res. (S), 2000, 1, 26.
38. El-Agrody A.; Abd El-Latif, M., M. S.; El-Hady, N. A.; Fakery, A. H.; Bedair, A. H. Molecules, 2001, 6, 519.
39. Bedair, A. H.; El-Hady, N. A.; Abd El-Latif, M. S.; Fakery, A. H.; El-Agrody A. M., IL Farmaco, 2000, 55, 708.
40. Karapire, C.; Olancilar, H.; Oyman, K. U.; Icli, S. J. Photochem. Photobio., A: Chem., 2002, 153, 173.
41. Pilota, A. M. S.; Costa, P. G.; Goncalves, M. S. T., Tetrahedron Lett., 2005, 46, 4757.
42. Costela, A.; Garcia-Moreno, I .; barroso, J.; Sastre, R. J. Appl. Phys., 1998, 83, 650.
43. Xu, L.-H.; Zhang, Y.Y.; Wang, X.-L.; Chou, J. Y. Dyes & Pigments, 2004, 62, 283.
44. Raju, B. B.; Costa, S. M. B. J. Phys. Chem. B, 1999, 103, 4309.
45. Klink, S. I.; Alink, P. O.; Grave, L.; F. Peters, G. A.; Hofstraat, J. W.; Geuts, F.; van Veggel F. C. J. M. J. Chem. Soc., Perkin Trans., 2001, 2, 363.
46. Havia, P. R.; Heijs, D. J.; Bowden, T.; Pugzlys, A.; van Esch, J.; Knoester, J.; Duppen K., J. Phys. Chem. B, 2004, 108, 71.
47. Huang, Z.-L.; Li, N.; Sun, Y.-F.; Wang, H. Z.; Song, H. C.; Xu, Z.-L. J. Mol. Struct., 2003, 657, 343.
48. Brites, M. J.; Santos, C.; Nascimento, S. B.; Gigante, M. N. Tetrahedron Lett., 2004, 45, 6927.
49. Sarker, A. M.; Kaneko, Y.; Neckers, D. C., J. Photochem. Photobio. A: Chem., 1998, 117, 67.
50. Bradley, E.; Cotterill, W. D.; Livingstone, R.; Walshaw, M. J. Chem. Soc. (C), 1971, 3028.
51. Morris, J. V.; Mahaney, M. A.; Hube, J. R., The Journal of Physical Chemistry, 1976, 80 969.