Synthesis and structure-activity relationships of new antimicrobial active multisubstituted benzazole derivatives

European Journal of Medicinal Chemistry

Volumn 39, Issue 3, 2004, Pages 291-298

  Yildiz Oren, Ilkay ^a   Yalcin, Ismail ^a   Aki Sener, Esin ^a   Ucarturk, Nejat ^a  

^a ANKARA UNIVERSITY   (Turkey)

Author keywords

Antimicrobial activity; Benzimidazole; Benzothiazole; Benzoxazole; Synthesis

Indexed keywords

AMOXICILLIN DERIVATIVE; AMPICILLIN; ANTIINFECTIVE AGENT; BENZIMIDAZOLE DERIVATIVE; BENZOTHIAZOLE DERIVATIVE; BENZOXAZOLE DERIVATIVE; CLOTRIMAZOLE; HALOPROGIN; STREPTOMYCIN; TETRACYCLINE DERIVATIVE;

ANTIFUNGAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ARTICLE; CANDIDA ALBICANS; DRUG SYNTHESIS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; NONHUMAN; STAPHYLOCOCCUS AUREUS; STRUCTURE ACTIVITY RELATION;

ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; BACTERIA; BENZIMIDAZOLES; BENZOXAZOLES; CANDIDA ALBICANS; MICROBIAL SENSITIVITY TESTS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 1642388870     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejmech.2003.11.014     Document Type: Article

References (46)

1. Fridkin S.K., Gaynes R.P. Clin. Chest Med. 20:1999;303-316.
2. Hubschwerlen C., Pflieger P., Specklin J.L., Gubernator K., Gmunder H., Angehrn P., Kompis I. J. Med. Chem. 35:1992;1385-1388.
3. Perrin L., Rakik A., Yearly S., Baumberger C., Kinloch-de Loies S., Pechiere M., Hirschel B. AIDS. 10:1996;1233-1237.
4. Kim J.S., Sun Q., Gatto B., Yu C., Liu A., Liu L.F., LaVoie E.J. Bioorg. Med. Chem. 4:1996;621-630.
5. Kim J.S., Yu C., Liu A., Liu L.F., LaVoie E.J. J. Med. Chem. 40:1997;2818-2824.
6. Shi D.F., Bradshaw T.D., Wrigley S., McCall C.J., Lelieveld P., Fichtner I., Stevens M.F.G. J. Med. Chem. 39:1996;3375-3384.
7. Zhou R., Skibo E.B. J. Med. Chem. 39:1996;4321-4331.
8. Arpaci O.T., Sener E.A., Yalcin I., Altanlar N. Arch. Pharm. Phar. Med. Chem. 6:2002;283-288.
9. Arpaci O.T., Oren I., Altanlar N. Il Farmaco. 57:2002;175-181.
10. Staszewski S., Massari F.E., Kober A., Göhler R., Durr S., Anderson K.W., Schneider C.L., Waterburry J.A., Bakshi K.K., Taylor V.I., et al. J. Infect Dis. 171:1995;1159-1165.
11. Olsen D.B., Carroll S.S., Culberson J.C., Shafer J.A., Kuo L.C. Nucleic Acids Res. 22:1994;1437-1443.
12. Peel M.R., Milstead M.W., Sternbach D.D., Besterman M., Leitner P., Morton B. Bioorg. Med. Chem. Lett. 5:1995;2129-2132.
13. Hutchinson I., Jennings S.A., Vishnuvajjala B.R., Westwell A.D., Stevens M.F.G. J. Med. Chem. 45:2002;744-747.
14. Ueki M., Ueno K., Miyadoh S., Abe K., Shibata K., Tanguchi M., Oi S. J. Antibiot. 46:1993;1089-1094.
15. Ueki M., Shibata K., Taniguchi M. J. Antibiot. 51:1998;883-885.
16. Ueki M., Taniguchi M. J. Antibiot. 50:1997;788-790.
17. Yalcin I., Sener E., Ozden T., Ozden S., Akin A. Eur. J. Med. Chem. 25:1990;705-708.
18. Yalcin I., Oren I., Sener E., Akin A., Uçartürk N. Eur. J. Med. Chem. 27:1992;401-406.
19. Yalcin I., Sener E. Int. J. Pharm. 98:1993;1-8.
20. Sener E., Yalcin I., Sungur E. Quant. Struc. Act. Rel. 10:1991;223-228.
21. Sener E., Yalcin I., Temiz O., Oren I., Akin A., Uçartürk N. Il Farmaco. 52:1997;99-103.
22. Arpaci O.T., Oren I., Sener E., Yalcin I., Ucarturk N. Il Farmaco. 53:1998;337-341.
23. Oren I., Temiz O., Yalcin I., Sener E., Akin A., Altanlar N. Eur. J. Pharm. Sci. 7:1998;153-160.
24. Sener E.A., Arpacý O.T., Yalcin I., Altanlar N. Il Farmaco. 55:2000;397-405.
25. Sener E., Turgut H., Yalcin I., Oren I., Turker L., Celebi N. Inter. J. Pharm. 110:1994;109-115.
26. Oren I., Temiz O., Yalcin I., Sener E., Akin A., Uçartürk N. Arzneim. Forsch. 47:1997;1393-1397.
27. Akbay A., Oren I., Arpaci O.T., Sener E.A., Yalcin I. Arzneim. Frosch. 53:2003;266-271.
28. Aizpurua J.M., Palomo C. Soc. Chim. France Bull. 1984;142-144.
29. Phillips M.A. J. Chem. Soc. 1928;2393-2399.
30. Olagbemiro T.O., Agho M.O., Abayeh O.J., Amupitan J.O. Recl. Trav. Chim. Pays-Bas. 115:1996;337-338.
31. L.G.S. Brooker, F.L. White, US 2,478,366, 1949.
32. J.E. Cranham, W.A.W. Cummings, A.M. Johnston, H.A. Stevenson, J. Sci. Food Agr. 9 (1958) 143-147; Chem. Abstr. 52 (1958) 11773f
33. J.E. Cranham, W.A.W. Cummings, A.M. Johnston, H.A. Stevenson, J. Sci. Food Agr. 9 (1958) 143-147; Chem. Abstr. 52 (1958) 11773f
34. Somat A., Guglielmetti R., Metzger J. Helv. Chim. Acta. 55:1972;1783-1801.
35. L.G.S. Brooker, F.L. White, US 2,494,031 (1950); Chem. Abstr. 44 (1950) 7686g
36. L.G.S. Brooker, F.L. White, US 2,494,031 (1950); Chem. Abstr. 44 (1950) 7686g
37. King F.E., Acheson R.M. J. Chem. Soc. 1949;1396-1400.
38. Gümüs F., Altuntas T.G., Saygun T., Özden T., Özden S. Pharm. Belg. 44:1989;398-402.
39. Chugai Pharmaceutical Co. Japan 7538 (67); Chem. Abstr. 68 (1964) 29698y
40. Chugai Pharmaceutical Co. Japan 7538 (67); Chem. Abstr. 68 (1964) 29698y
41. Kaupp G., Sailer K. Angew. Chem. 102:1990;917-919.
42. Gilman H., Adams R., Clarke H.T., Conant J.B., Marvel C.S., Noller C.R., Whitmore F.C. Organic Synthesis. second ed Collective. Volume I:1941;237-238 John Wiley and Sons, Inc, New York.
43. Einhorn A., Rubbert E. Annalen der Chem. 325:1902;305-339.
44. Thomas P.R., Tyler G.J. J. Chem. Soc. 1957;2197-2202.
45. Shadomy S., Espinel A. A Manual of Clinical Microbiology. Am. Soc. Microbiol. 1980;647. Washington, DC.
46. Charles E.S., Agrawal V.K., Sharma S., Iyer R.N. Eur. J. Med. Chem. Chim. Ther. 14:1979;435-438.