Synthesis, spectroscopic and antibacterial investigations of new hydroxy ethers and heterocyclic coumarin derivatives

Journal of Heterocyclic Chemistry

Volumn 45, Issue 6, 2008, Pages 1835-1842

  Hamdi, Naceur ^a   Saoud, Mustapha ^b   Romerosa, Antonio ^b   Hassen, Rached Ben ^c  

^a UNIVERSITY OF CARTHAGE   (Tunisia)

^b UNIVERSITY OF ALMERÍA   (Spain)

^c University Tunis El Manar   (Tunisia)

Author keywords

[No Author keywords available]

Indexed keywords

2,2 (2,5,8,11,14,17 HEXAOXAOCTADECANE 1,18 DIYL) DIOXIRANE; 2,2 (2,5,8,11,14,17,20,23 OCTAOXATETRACOSANE 1,24 DIYL) DIOXIRANE; 2,2 (2,5,8,11,14,17,20,23,26,29 DECAOXATRIACONTANE 1,30 DIYL) DIOXIRANE; 3 (3 DIMETHYLAMINOACRYLOYL) 4 HYDROXY 2H CHROMEN 2 ONE; 3 [3 (DIMETHYLAMINO) ACRYLOYL] 4 HYDROXY 2H CHROMEN 2 ONE; 4 HYDROXY 3 (1 PHENYL PYRAZOL 3 YL) 2H CHROMEN 2 ONE; 4 HYDROXY 3 (1H PYRAZOL 3 YL) 2H CHROMEN 2 ONE; 4 HYDROXY 3 (ISOXAZOL 3 YL) 2H CHROMEN 2 ONE; 4,4 [ (2,21 DIHYDROXY 4,7,10,13,16,19 HEXAOXADOCOSANE 1,22 DIYL) BIS (OXY) ] BIS (2H CHROMEN 2 ONE); 4,4 [ (2,27 DIHYDROXY 4,7,10,13,16,19,22,25 OCTAOXAOCTACOSANE 1,28 DIYL) BIS (OXY) ] BIS (2H CHROMEN 2 ONE); 4,4 [ (2,33 DIHYDROXY 4,7,10,13,16,19,22,25,28,31 DECAOXATETRATRIACONTANE 1,34 DIYL) BIS (OXY) ] BIS (2H CHROMEN 2 ONE); 7,7 [ (2,21 DIHYDROXY 4,7,10,13,16,19, HEXAOXADOCOSANE 1,22 DIYL) BIS (OXY) ] BIS (4 METHYL 2H CHROMEN 2 ONE); 7,7 [ (2,23 DIHYDROXY 4,7,10,13,16,19,22,25,28,31 DECAOXATETRATRIACONTANE 1,34 DIYL) BIS (OXY) ] BIS (4 METHYL 2H CHROMEN 2 ONE); 7,7 [ (2,27 DIHYDROXY 4,7,10,13,16,19,22,25 OCTAOXAOCTACOSANE 1,28 DIYL) BIS (OXY) ] BIS (4 METHYL 2H CHROMEN 2 ONE); COUMARIN DERIVATIVE; ETHER DERIVATIVE; HETEROCYCLIC COMPOUND; MACROGOL; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG STRUCTURE; DRUG SYNTHESIS; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; NUCLEAR OVERHAUSER EFFECT; PROTON NUCLEAR MAGNETIC RESONANCE; SPECTROSCOPY;

EID: 57749119414     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570450644     Document Type: Article

References (38)

1. Borges, F.; Roleira, F.; Milhazes, N.; Santana, L.; Uriarte, E. Curr. Med. Chem. 2005, 12, 887.
2. Murray, R. D.; Mendez, J.; Brown, S. A. The Natural Coumarins. Ocurrence and Biochemistry, J. Wiley and Sons, Chichester, 1982, 714 p.
3. Kennedy, R. O.; Thornes, R. D. Coumarins, Biology. Applications and Mode of Action, J. Wiley and Sons, Chichester, 1997, 348 p.
4. Malikov, V. M.; Saidkhodzhaev, A. I. Chem. Nat. Compd.1998, 34, 202.
5. Albengres, E.; Louet, H.; Tillement, J. P. Drug Safety 1998, 18, 83.
6. Sardari, S.; Nishibe, S.; Daneshtalab, M. Stud. Nat. Prod. Chem. 2000, 23, 335.
7. Maxwell, A. Mol. Microbiol. 1993, 9, 681.
8. Abd-Allah, O. A. Farmaco, 2000, 55, 641.
9. El-Agrody, A. M.; El-Latif, M. S.; El-Hady, N. A.; Fakary, A. H., Bedair, A. H. Molecules 2001, 6, 519.
10. Emmanuel, G. A. ; Fylaktakidou, K. C.; Hadjipavlou Litina, D. J.; Litinas, K.E.; Nicolaides, D. N. Heterocycl. Chem. 2001, 38, 717.
11. Manolov, I.; Danchev, N. D. Eur. J. Med. Chem. 1995, 30, 531.
12. Dexeus, F. H.; Logothetis, C. J.; Sella, A.; Fitz, K.; Amato, J.M. ; Reuben, R.; Dossier, N. J. Clin. Oncol. 1990, 8, 325.
13. Nogal, Z. M.; El-Zahar, M. I.; El-Karim, S. A. Molecules 2000, 5, 99.
14. Whittle, A. J. Eur. Pat. Appl. EP, 1986 175, 466, GB Appl. 84/23,782, 20 Sept. 1984, 7 p.
15. Zhao, H.; Neamati, N.; Hong, H.; Mazumder, A.; Wang, S.; Sunder, S.; Milne, G. W.; Pommier, Y.; Burke, T. R. J. Med. Chem. 1997, 40, 242.
16. Renil, M.; Medal, M. Tetrahedron Lett. 1996, 37, 6185.
17. Ovchinnikov,F.; Chernoivanov, V. A. USSR Pat. 937456; Chem. Abstr. 1982, 97, 30.
18. Kikui, T.; Maeda, H.; Nakatsuji, Y.; Okahara, M. Synthesis 1984, 74.
19. Smid, J. Ind. Eng. Chem. Prod. Res. Dev. 1980, 19, 364.
20. Fukunishi, K.; Czech, B.; Regen, S. L. J. Org. Chem. 1981, 46, 1218
21. Bourgoin, M.; Wong, K. H.; Hui, J. Y.; Smid, J. J. Am. Chem. Soc. 1975, 97, 3462.
22. Iked, I.; Katayama, T.; Okahara, M.; Shono, T. Tetrahedron Lett. 1981, 22, 3615.
23. Dishong, D. M.; Diamond, C. J.; Cinoman, M. I.; Gokel, G. W. J. Am. Chem. Soc. 1983, 105, 586.
24. Nakatsuji, Y.; Nakamura, T.; Okahara, M.; Dishong, D. M.; Gödel, G. W. Tetrahedron Lett. 1982, 1351.
25. Nakatsuji, Y.; Nakamura, T.;Okahara, M. D.; Göde, D. M. J. Org. Chem. 1983, 48, 1237.
26. Frederick, L. A.; Fyles, T. M.; Gurprasad, N. P.; Whitfield, D.M. Can. J. Chem. 1981, 59, 1724.
27. Charewitz, W. A.; Heo, G. S.; Bartsch, R. A. Anal. Chem. 1982, 54, 2094.
28. Nakatsuji, Y.; Kobayashi, H.; Okahara, M. J. Chem. Soc. 1983, 800.
29. Nakatsuji, Y.; Kobayashi, H.; Okahara, M. J. Chem. Connnun. 1983, 800-883.
30. Naceur, H.; Chaker, L.; Mustapha, S.; Antonio, R. N.; Hedi, Z. Chem. Heterocyclic. Compounds. 2006, 3, 361.
31. Renil, M.; Medal, M. Tetrahedron Lett. 1996, 37, 6185.
32. Darbarwar, M.; Sundaramurthy, V. Synthesis. 1982, 337.
33. Obaseki, O.; Porter, W. R. J. Heterocycl. Chem. 1982, 19, 385.
34. Risitano, F.; Grassi, G.; Foti, F.; Bilardo, C. Tetrahedron Lett. 2001, 42, 3503.
35. Traven, V. F.; Safronova, O. B.; Vorob'eva, L. I.; Chibisova, T. A.; Senchenya, I. N. Russ. J. Gen. Chem. 2000, 70, 793-797.
36. Lyssenko, K. A.; Antipin, M. Yu. Russ. Chem. Bull. Int. Ed. 2001, 3, 418-431.
37. Appendino, G.; Cravotto, G.; Tagliapietra, S.; Ferraro, S.; Nano, G. M.; Palmisano, G. Helv. Chim. Acta 1991, 74, 1451.
38. Villanowa, NCCLS, Pa. Methods for Dilution Antimicrobial Susceptibility. Test for Bacteria That Grow Aerobically, Fourth ed., Approved Standard. NCCLS Document M7-A4, 1997.