Synthesis of novel 3-[5-ethyl-2-(2-phenoxy-ethyl)-pyridin]-5-substituted isoxazoline libraries via 1,3-dipolar cycloaddition and evaluation of antimicrobial activities

被引:0
作者
S.L. Gaonkar
K.M. Lokanatha Rai
B. Prabhuswamy
机构
[1] University of Mysore,Department of Studies in Chemistry
来源
Medicinal Chemistry Research | 2007年 / 15卷
关键词
Isoxazolines; Antimicrobial activity; Chloramine-T; 1,3-dipolar cycloaddition;
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摘要
A series of novel 3-[5-ethyl-2-(2-phenoxy-ethyl)-pyridin]-5-substituted isoxazolines were synthesized via 1,3-dipolar cycloaddition of in situ generated nitrile oxide from 4-[2-(5-ethylpyridyl)-ethoxy]-benzaldoxime with alkenes to obtain new heterocyclic libraries containing a pyridine moiety in addition to the isoxazoline ring. The newly synthesized compounds were screened for their antimicrobial activity and were compared with standard drugs. The compounds demonstrated potent to weak antimicrobial activity. Of the compounds studied, compounds 3c and 3f showed significant antibacterial as well as antifungal activity. Compounds 3e and 3g showed moderate activity. The title compounds represent a novel class of potent antimicrobial agents.
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页码:407 / 417
页数:10
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  • [1] Basappa M(2003)Solution-phase synthesis of novel Δ Bioorg Med Chem 11 4539-undefined
  • [2] Sadashiva P(2004)-isoxazoline libraries via 1,3-dipolar cycloaddition and their antifungal properties Bioorg Med Chem Lett 14 3679-undefined
  • [3] Mantelingu K(1998)Novel δ Bioorg Med Chem 16 401-undefined
  • [4] Nanjunda Swamy S(2005)-isoxazolines as group II phospholipase A Acta Cryst E 61 751-undefined
  • [5] Rangappa KS(2006) inhibitors Eur J Med Chem 41 841-undefined
  • [6] Basappa M(1992)Synthesis of new Δ Bioorg Med Chem Lett 2 1571-undefined
  • [7] Kumar S(1995)-isoxazoline derivatives and their pharmacological characterization as β -adrenergic receptor antagonists Bioorg Med Chem 3 125-undefined
  • [8] Nanjunda Swamy S(2001)4-[2-(5-Ethylpyridin-2-yl)ethoxy]benzaldehyde oxime Bioorg Med Chem 299 Lett 11 1997-undefined
  • [9] Mahendra M(2003)Synthesis and antimicrobial studies of a new series of 2-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-5-substituted-1,3,4-oxadiazoles J Mycol Med 13 189-undefined
  • [10] Shashidhara Prasad J(1994)Inhibition of human leukocyte elastase and cathepsin G by isoxazoline derivatives Bioorg Med Chem Lett 4 1703-undefined