Synthesis, characterization and biological applications of novel Schiff bases of 2-(trifluoromethoxy) aniline

doi:10.5246/jcps.2018.05.032

中国药学(英文版) ›› 2018, Vol. 27 ›› Issue (5): 307-323.DOI: 10.5246/jcps.2018.05.032

Synthesis, characterization and biological applications of novel Schiff bases of 2-(trifluoromethoxy) aniline

Thierry Youmbi Fonkui¹, Monisola Itohan Ikhile^2*, Freddy Munyololo Muganza³, Marthe Carine Djuidje Fotsing², Charmaine Arderne⁴, Xavier Siwe-Noundou⁵, Rui Werner Macedo Krause⁵, Derek Tantoh Ndinteh^2*, Patrick Berka Njobeh¹

1. Department of Biotechnology and Food Technology, P.O. Box 17011, Doornfontein Campus 2028, University of Johannesburg, South Africa
2. Department of Applied Chemistry, P.O. Box 17011, Doornfontein Campus 2028, University of Johannesburg, South Africa
3. Department of Chemistry, Sefako Makgatho Health Sciences University, Molotlegi Street, Ga-Rankuwa 0204, Pretoria, South Africa
4. Department of Chemistry, P. O. Box 524, Auckland Park, Johannesburg, 2006, University of Johannesburg, South Africa
5. Department of Chemistry, P.O. Box 94, Grahamstown 6140, Rhodes University, South Africa

收稿日期:2018-01-13 修回日期:2018-03-22 出版日期:2018-05-31 发布日期:2018-04-18
通讯作者: Tel.: +2711559 6425, E-mail: miikhile@gmail.com; dndinteh@uj.ac.za

Synthesis, characterization and biological applications of novel Schiff bases of 2-(trifluoromethoxy) aniline

1. Department of Biotechnology and Food Technology, P.O. Box 17011, Doornfontein Campus 2028, University of Johannesburg, South Africa
2. Department of Applied Chemistry, P.O. Box 17011, Doornfontein Campus 2028, University of Johannesburg, South Africa
3. Department of Chemistry, Sefako Makgatho Health Sciences University, Molotlegi Street, Ga-Rankuwa 0204, Pretoria, South Africa
4. Department of Chemistry, P. O. Box 524, Auckland Park, Johannesburg, 2006, University of Johannesburg, South Africa
5. Department of Chemistry, P.O. Box 94, Grahamstown 6140, Rhodes University, South Africa

Received:2018-01-13 Revised:2018-03-22 Online:2018-05-31 Published:2018-04-18
Contact: Tel.: +2711559 6425, E-mail: miikhile@gmail.com; dndinteh@uj.ac.za

摘要/Abstract

摘要：

A series of five new Schiff bases (1–5) were synthesized by reacting 2-(trifluoromethoxy) aniline with different aromatic aldehydes. The Schiff base compounds were characterized by spectroscopic and analytical methods. Crystal structure of one new compound was also reported. The pharmacological properties, including antibacterial (14 bacterial species), antifungal (7 strains),antimalarial, anti-trypanosomal and anti-HIV activities of the compounds, were investigated. Cytotoxicity of the tested compounds was evaluated against human cervix adernocarcinoma cells (HeLa). Bacterial minimum inhibitory concentration (MIC) results by broth microdilution method showed that Bacillus subtilis, Enterococcus faecalis, Staphylococcus aureus, Staphylococcus epidermidis, Proteus vulgaris, Klebsiella oxytoc and Klebsiella pneumonia were more sensitive in the presence of tested compounds with an MIC value of 15.6 µg/mL. All the tested compounds showed good to moderate activity against fungi. The sensitivity of Aspergillus fumigatus was higher than other strains with aminimum cell death concentration (MFC) of 15.6 µg/mL. Compound 1 showed greater antimalarial and anti-trypanosomal properties with very low to no cytotoxic effects against HeLa cells as compared with compound 5, while other compounds exhibited poor activity. Compounds 1–5 demonstrated good activity against HIV type-1. These Schiff base compounds could be used as good antimicrobial agents.

关键词: Synthesis, Biological activity, Schiff bases, Antimicrobial, 2-(Trifluoromethoxy) aniline

Abstract:

Key words: Synthesis, Biological activity, Schiff bases, Antimicrobial, 2-(Trifluoromethoxy) aniline

中图分类号:

R916

Supporting:

Thierry Youmbi Fonkui, Monisola Itohan Ikhile, Freddy Munyololo Muganza, Marthe Carine Djuidje Fotsing, Charmaine Arderne, Xavier Siwe-Noundou. Synthesis, characterization and biological applications of novel Schiff bases of 2-(trifluoromethoxy) aniline[J]. 中国药学(英文版), 2018, 27(5): 307-323.

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Synthesis, characterization and biological applications of novel Schiff bases of 2-(trifluoromethoxy) aniline

Synthesis, characterization and biological applications of novel Schiff bases of 2-(trifluoromethoxy) aniline

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