Synthesis of 1,3,5-trisubstituted pyrazoline nucleus containing compounds and screening for antimicrobial activity

被引：0
作者：
Manish Agrawal
Pankaj Kumar Sonar
Shailendra K. Saraf
机构：
[1] Northern India Engineering College,Faculty of Pharmacy
来源：
Medicinal Chemistry Research | 2012年 / 21卷
关键词：
Pyrazoline; Chalcone; Antimicrobial activity; Claisen-Schmidt reaction;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
In this study, a novel series of heterocyclic compounds containing pyrazoline nucleus has been synthesized. The compounds were synthesized in two steps. Chalcone was synthesized in the first step by Claisen-Schmidt reaction, using 1-acetylnaphthalene and p-nitro benzaldehyde as reactants. In the second step, the chalcone was cyclized in an acidic medium with some hydrazine derivatives to form pyrazolines. All the compounds were characterized by physical, chromatographic, spectroscopic, and elemental analysis and evaluated in vitro for antimicrobial activity against nine microorganisms by cup-plate method. The minimum inhibitory concentration of all the compounds was determined by tube dilution method. All the compounds exhibited higher antibacterial activity as compared to the antifungal activity. Compound 5g (3-Naphthalen-1-yl-1-(2-nitro-phenyl)-5-(4-nitro-phenyl)-4,5-dihydro-1H-pyrazole) exhibited maximum antibacterial and antifungal activity and may be designated as the most potent member of the series, with 2-nitrophenyl group at N-1 position of the 2-pyrazoline ring.
引用
收藏
页码：3376 / 3381
页数：5
相关论文
共 83 条
  • [1] Abdel-Wahab BF(2009)Synthesis and antimicrobial evaluation of 1-(benzofuran-2-yl)-4-nitro-3-arylbutan-1-ones and 3-(benzofuran-2-yl)-4,5-dihydro-5-aryl-1-[4-(aryl)-1,3-thiazol-2-yl]-1H-pyrazoles Eur J Med Chem 44 2632-2635
  • [2] Abdel-Aziz HA(2008)Synthesis and biological activity of some new pyrazoline and pyrrolo[3,4-c]pyrazole-4,6-dione derivatives: reaction of nitrilimines with some dipolarophiles Molecules 13 1011-1024
  • [3] Ahmed EM(2006)Convenient synthesis of some 3,5-arylated-2-pyrazolines carrying 4-methylthiophenyl moiety and evaluation of their antimicrobial activity J Pharmacol Toxicol 1 464-470
  • [4] Abunada NM(2003)Microwave-assisted synthesis of some 3,5-arylated 2-pyrazolines Molecules 8 642-648
  • [5] Hassaneen HM(2002)Synthesis and characterization of new 3,5-dinaphthyl substituted 2-pyrazolines and study of their antimicrobial activity Molecules 7 885-895
  • [6] Kandile NG(2011)Synthesis of some new 1,3,5-trisubstituted pyrazolines bearing benzene sulfonamide as anticancer and anti-inflammatory agents Bioorg Med Chem Lett 21 4301-4305
  • [7] Mieldad OA(2009)Bis-pyrazolines: synthesis, characterization and antiamoebic activity as inhibitors of growth of Eur J Med Chem 44 426-431
  • [8] Ashok M(2010)Syntheses, characterization and antimicrobial evaluation of some 1,3,5-trisubustituted pyrazole derivatives E–J Chem 7 1190-1195
  • [9] Holla BS(2010)Synthesis and pharmacological study of 1-acetyl/propyl-3-aryl-5-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-pyrazoline Eur J Med Chem 45 4640-4644
  • [10] Azarifar D(2009)Synthesis of novel thiazolone-based compounds containing pyrazoline moiety and evaluation of their anticancer activity Eur J Med Chem 44 1396-1404
123456789