Design and syntheses of some new quinoxaline derivatives containing pyrazoline residue as potential antimicrobial agents

被引:0
作者
Jagdish Kumar
Gita Chawla
Umesh Kumar
Kapendra Sahu
机构
[1] Jamia Hamdard (Hamdard University),Department of Pharmaceutical Chemistry, Faculty of Pharmacy
来源
Medicinal Chemistry Research | 2014年 / 23卷
关键词
Antibacterial activity; Antifungal activity; Quinoxaline; Pyrazoline;
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学科分类号
摘要
A series of 3-[{5-(substituted-phenyl)-3-(phenyl/4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl}carbonyl]quinoxalin-2-ol derivatives (3–24) were synthesized by reacting 2-hydroxy quinoxaline-3-hydrazide with different substituted 1,3-diphenyl prop-2-en-1-ones in absolute ethanol. The structures of all the compounds were established on the basis of spectral data (IR, 1H NMR 13C NMR, and mass) and elemental analysis. All the newly synthesized compounds were examined for their in vitro antimicrobial activity against Staphylococcus aureus, Escherichia coli, Penicillium citrinum, and Aspergillus niger by the agar-well diffusion method employing ofloxacin and ketoconazole as reference drugs. All the tested compounds were found to possess substantial antimicrobial activity. Compound 5 and 12 showed excellent antibacterial and antifungal activity against all the tested strains. It was interesting and encouraging to note that all the compounds established high-antifungal activity than standard drug ketoconazole against P. citrinum.
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页码:3929 / 3940
页数:11
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  • [1] Al-Omran F(2004)Synthesis of polyfunctionally substituted heteroaromatic compounds via benzotriazolyl chalcones with antimicrobial and antifungal activities J Heterocyclic Chem 41 327-333
  • [2] El-Khair AA(2006)New quinoxaline 1,4-di-N-oxides. Part 1: hypoxia-selective cytotoxins and anticancer agents derived from quinoxaline 1,4-di-N-oxides Bioorgan Med Chem 14 6917-6923
  • [3] Amin KM(1986)Antibacterial activity of dioxidine under aero- and anaerobic conditions Antibiot Med Biotek 10 760-764
  • [4] Ismail MM(2004)Synthesis and preliminary evaluation of some pyrazine containing thiazolines and thiazolidinones as antimicrobial agents Bioorgan Med Chem 12 2151-2161
  • [5] Noaman E(2009)Synthesis of new 2-(5-substituted-3-phenyl-2-pyrazolinyl)-1,3-thiazolino[5,4-b]quinoxaline derivatives and evaluation of their antiamoebic activity Eur J Med Chem 44 1317-1325
  • [6] Soliman DH(2005)Structures of complexes between echinomycin and duplex DNA Acta Crystallogr 4 442-448
  • [7] Ammar YA(2013)Review on synthesis of pyrazole and pyrazolines Intent J Res Pharm Biomed Sci 4 17-26
  • [8] Bol’shakov LV(1986)Activity of heterocyclic derivatives derived from ethyl 2-hydroxy- quinoxaline-3-carboxylate J Indian Chem Soc LXlII 427-429
  • [9] Bonde CG(2012)Quinoxaline derivatives: a patent review (2006-present) Expert Opin Ther Pat 11 1289-1302
  • [10] Gaikwad NJ(2007)Uncatalyzed condensation between aryl-1,2-diamines and diethyl bromomalonate: a one-pot access to substituted ethyl 3-hydroxyquinoxaline-2-carboxylates Tetrahedron Lett 48 5855-5857