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Synthesis and Antibacterial Evaluation of Some Novel 1,3,4-oxadiazol Derivatives Incorporated with Quinoline Moiety

Ratnadeep S. Joshi|Charansingh H. Gill|Priyanka G. Mandhane|Wajid Khan
대한화학회|2011.08|대한화학회지 (Journal of the Korean Chemical Society)|제55권 제4호|pp. 656-661

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참고문헌

키워드

31Antibacterial activity항균활성Gallic acid4-OxadiazoleQuinoline-3-carbaldehyde
주제분류화학

초록

5-(3,4,5-Triethoxyphenyl)-1,3,4-oxadiazole-2-thiol 6 on treatment with substituted 3-(bromomethyl)-2-chloroquinoline or 2-(p-tolyloxy)-3-(bromomethyl)quinoline 4a-j afforded the corresponding 3-((5-(3,4,5 triethoxyphenyl)-1,3,4-oxadiazol-2-ylthio)methyl)-2-chloroquinoline or 3-((5-(3,4,5-triethoxyphenyl)-1,3,4-oxadiazol-2-ylthio)methyl)-2-(p-tolyloxyquinoline 7a-j, in the presence of K_2CO_3 and DMF under stirring at ambient temperature. All the synthesized compounds were further screened for their antibacterial activities. Some of our compounds showed excellent antibacterial activities against test organisms and reference standard.

Abstract

5-(3,4,5-Triethoxyphenyl)-1,3,4-oxadiazole-2-thiol 6을 3-(bromomethyl)-2-chloroquinoline or 2-(p-tolyloxy)-3-(bromomethyl) quinoline 4a-j 화합물과 반응시켜서 3-((5-(3,4,5-triethoxyphenyl)-1,3,4-oxadiazol-2-ylthio)methyl)-2 chloroquinoline 또는 3-((5-(3,4,5-triethoxyphenyl)-1,3,4-oxadiazol-2-ylthio)methyl)-2-(p-tolyloxy)quinoline 7a-j를 합성하였다. 합성한 화합물들에 대한 항균활성을 측정하였으며, 화합물 7d, 7i 및 7j 은 우수한 활성을 나타내었다.

참고문헌 (42)

  1. Eicher, T., "The chemistry of Heterocycles, 2nd ed", pp.316~ (2003), Wiley-VCH
  2. Bray, P. G., , Curr. Top. Microbiol, 3, pp.295~ (2005)
  3. Zouhiri, F., , Tetrahedron Lett, 46, pp.2201~ (2005)
  4. Normand-Bayle, M., , Bioorg. Med. Chem. Lett, 15, pp.4019~ (2005)
  5. Narender, P., , Bioorg. Med. Chem, 14, pp.4600~ (2006)
  6. Nayyar, A., , Bioorg. Med. Chem, 14, pp.7302~ (2006)
  7. Rossiter, S., , Bioorg. Med. Chem. Lett, 15, pp.4806~ (2005)
  8. Maguire, M. P., , J. Med. Chem, 37, pp.2129~ (1994)
  9. Larsen, R. D., , J. Org. Chem, 61, pp.3398~ (1996)
  10. Kalluraya, B., , Farmaco, 53, pp.399~ (1998)
  11. Doube, D., , Bioorg. Med. Chem. Lett, 8, pp.1255~ (1998)
  12. Roma, G., , Eur. J. Med. Chem, 35, pp.1021~ (2000)
  13. Gabriele, B., , J. Org. Chem, 72, pp.6873~ (2007)
  14. Croisy-Delcey, M., , Bioorg. Med. Chem, 8(ii), pp.2629~ (2000)
  15. Dlugosz, A., , Farmaco, 51, pp.367~ (1996)
  16. Abadi, A. H., , Arzneimforsch Drug Res, 53, pp.655~ (2003)
  17. Niehaus, J. U., , Phytochemistry, 45, pp.1555~ (1997)
  18. Kandi, F. E., , Phytochemistry, 42(4), pp.1243~ (1996)
  19. Cai, L., , J. Nat. Prod, 59(10), pp.987~ (1996)
  20. Kashiwada, Y., , J. Nat. Prod, 55(8), pp.1033~ (1992)
  21. Yasuda, T., , J. Nat. Prod, 63(10), pp.1444~ (2000)
  22. Cho, S. J., , J. Med. Chem, 39, pp.1383~ (1996)
  23. Bibby, M. C., , Drugs. Future, 27(5), pp.475~ (2002)
  24. Lounasmaa, M., , Heterocycles, 23(2), pp.371~ (1985)
  25. Meksuriyen, D., , J. Nat. Prod, 51(1), pp.88~ (1988)
  26. Pettit, G. R., , J. Nat. Prod, 63(7), pp.969~ (2000)
  27. Carlson, H. A., , J. Med. Chem, 43(11), pp.2100~ (2000)
  28. Tillekeratne, L. M. V., , Bioorg. Med. Chem. Lett, 11, pp.2763~ (2001)
  29. Tillekeratne, L. M. V., , Bioorg. Med. Chem. Lett, 12(4), pp.525~ (2002)
  30. Masuda, T., , J. Nat. Prod, 61, pp.609~ (1998)
  31. Griffith, R., , Bioorg. Med. Chem. Lett, 12(4), pp.539~ (2002)
  32. Palaska, E., , IL. Farmaco, 57, pp.101~ (2002)
  33. Dogan, H., , Bioorg. Med. Chem, 10, pp.2893~ (2002)
  34. Adelstein, G. W., , J. Med. Chem, 19, pp.1221~ (1976)
  35. Angelini, I., "Brit. Patent, 1,161,801, 1966", 1969, Chem. Abstr, 1969
  36. Brown, P., , J. Med. Chem, 40, pp.2563~ (1997)
  37. Singh, H., , Acta. Chem. Hung, 11, pp.118~ (1985)
  38. Mandhane, P. G., , Phos. Sul. Sili, 186(1), pp.149~158 (2011)
  39. Joshi, R. S., , Bioorg. & Med. Chem. Letts, 20, pp.3721~ (2010)
  40. -quinoline and Its Antibacterial Activity, "Bulletin of the Korean Chemical Society", 2010, 2341~2344, pp.대한화학회
  41. Joshi, R. S., , Ultrason. Sonochem, 18, pp.735~ (2011)
  42. Christine, H. F., , Antimicrob. Agents Chemother, 29, pp.38~ (1986)

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