Synthesis of 4-aminoantipyrine Schiff bases and their antimicrobial activities

doi:10.5246/jcps.2018.11.076

中国药学(英文版) ›› 2018, Vol. 27 ›› Issue (11): 753-766.DOI: 10.5246/jcps.2018.11.076

Synthesis of 4-aminoantipyrine Schiff bases and their antimicrobial activities

Olatunde S. Oladeji, Monisola I. Ikhile^*, Carine M. D. Fotsing, Messai Mamo, Patrick G. Ndungu, Derek T. Ndinteh^*

Department of Applied Chemistry, Faculty of Science, University of Johannesburg, P.O Box 2028, South Africa

收稿日期:2018-04-27 修回日期:2018-06-18 出版日期:2018-11-28 发布日期:2018-09-13
通讯作者: Tel.: +27-115596160, E-mail: miikhile@gmail.com; dndinteh@uj.ac.za
基金资助:
This project was supported by the Faculty of Science, Department of Applied Chemistry, the University of Johannesburg for providing enabling environment to perform this work and the National Research Foundation (NRF) for the provision of running cost of this work.

Synthesis of 4-aminoantipyrine Schiff bases and their antimicrobial activities

Olatunde S. Oladeji, Monisola I. Ikhile^*, Carine M. D. Fotsing, Messai Mamo, Patrick G. Ndungu, Derek T. Ndinteh^*

Department of Applied Chemistry, Faculty of Science, University of Johannesburg, P.O Box 2028, South Africa

Received:2018-04-27 Revised:2018-06-18 Online:2018-11-28 Published:2018-09-13
Contact: Tel.: +27-115596160, E-mail: miikhile@gmail.com; dndinteh@uj.ac.za
Supported by:
This project was supported by the Faculty of Science, Department of Applied Chemistry, the University of Johannesburg for providing enabling environment to perform this work and the National Research Foundation (NRF) for the provision of running cost of this work.

摘要/Abstract

摘要：

Various compounds of 4-aminoantipyrine Schiff bases (M₁–M₁₂) were synthesized via a condensation reaction of 4-aminoantipyrine with different benzaldehydes through a conventional method of refluxing the mixture for 3–4 h. The synthesizedSchiff bases were characterized by using elemental analyses, FT-IR, UV-Vis, Mass, ¹H and ¹³C NMR spectroscopy. The antimicrobial activity of the synthesized Schiff bases was investigated against 12 bacterial strains(Mycobacterium smegmatis, Bacillus cereus, Bacillus subtilis, Enterococcus faecalis, Staphylococcus epidermidis, Klebsiella pneumonia, Escherichia coli, Enterobacter cloacae,Klebsiella oxytoca, Proteus vulgaris, Enterobacter aerogenes, and Pseudomonas aeruginosa), and antifungal activities were tested against seven fungal strains (Aspergillus flavus, Aspergillus carbonarious, Aspergillus parasiticus, Aspergillus fumigatus,Aspergillus niger, Fusarium verticillioides and Fusarium proliferatum). The antimicrobial activities of the synthesized compounds were compared with standard streptomycin and nalidixicacid. The results obtained from antibacterial assay indicated that M₁–M₁₂ inhibited potential growth of Proteus vulgaris with minimum inhibitory concentrations (MICs) ranging from 15.6–250 µg/mL compared with the standard nalidixic acid with an MIC of 500 µg/mL. Moreover, we could conclude that most of the tested compounds experienced mild to low activities at 15.6 µg/mL. Their activities could be attributed to their low concentrations.The antifungal analysis showed that the tested fungi were not sensitive to the prepared Schiff bases at the prepared concentration of 500 µg/mL. Therefore, we recommended further analysis on both cytotoxicity and minimum bactericidal concentration (MBC) to ascertain their potential effects against human cells.

关键词: 4-Aminoantipyrine, Antibacterial, Schiff bases, Antifungal, Synthesis, Inhibition

Abstract:

Key words: 4-Aminoantipyrine, Antibacterial, Schiff bases, Antifungal, Synthesis, Inhibition

中图分类号:

R916

Supporting:

Olatunde S. Oladeji, Monisola I. Ikhile, Carine M. D. Fotsing, Messai Mamo, Patrick G. Ndungu, Derek T. Ndinteh. Synthesis of 4-aminoantipyrine Schiff bases and their antimicrobial activities[J]. 中国药学(英文版), 2018, 27(11): 753-766.

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Synthesis of 4-aminoantipyrine Schiff bases and their antimicrobial activities

Synthesis of 4-aminoantipyrine Schiff bases and their antimicrobial activities

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