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International Journal of Medicinal Chemistry
Volume 2018, Article ID 9197821, 8 pages
https://doi.org/10.1155/2018/9197821
Research Article

Synthesis, Characterization, and Antimicrobial Activity of a Novel Trisazo Dye from 3-Amino-4H-thieno[3,4-c][1]benzopyran-4-one

1Laboratory of Applied Synthetic Organic Chemistry, Department of Chemistry, Faculty of Science, University of Dschang, P.O. Box 67, Dschang, Cameroon
2Department of Organic Chemistry, University of Yaoundé I, P.O. Box 812, Yaoundé, Cameroon
3Laboratory of Microbiology and Antimicrobial Substances, Department of Biochemistry, Faculty of Science, University of Dschang, P.O. Box 067, Dschang, Cameroon
4Laboratory of Analytical and Molecular Chemistry, Polydisciplinary Faculty of Safi, Cadi Ayyad University, Route Sidi Bouzid, BP 4162, 46000 Marrakech-Safi, Morocco

Correspondence should be addressed to Emmanuel Sopbué Fondjo; rf.oohay@eubpos

Received 22 August 2017; Revised 18 October 2017; Accepted 22 November 2017; Published 1 February 2018

Academic Editor: Hussein El-Subbagh

Copyright © 2018 Joseph Tsemeugne et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

A new trisazo dye has been synthesized by coupling the diazonium ion of 3-amino-4H thieno[3,4-c][1]benzopyran-4-one with 2-tert-butyl-4-methoxyphenol. The newly prepared trisazo dye was characterized by its physical, elemental, and spectroscopic data. 2D-NMR (COSY, HSQC, and HMBC) techniques were used to secure the structural assignments. The new trisazo dye (compound 7) along with precursors 3, 4, and 6 was screened by microdilution susceptibility assay for antibacterial and antifungal activities towards eight bacterial strains and three yeasts selected on the basis of their relevance as human pathogens. The results showed that compound 7 (MIC = 2–128 μg/mL) was the most active as compared with its precursors. The most resistant microorganisms were V. cholerae NB2 and V. cholerae SG24, whereas the most sensitive microorganism was C. neoformans. The overall results of this study indicated that compound 7 had the greatest potential value against both yeasts and multidrug-resistant bacteria, so further investigation is warranted.