Synthesis, Antimicrobial, and Docking Investigations of Remarkably Modified Sulfathiazole Derivatives
Gaballah, S., Amer, H., Hofinger-Horvath, A., Al-Moghazy, M., Hemida, M. (2020). Synthesis, Antimicrobial, and Docking Investigations of Remarkably Modified Sulfathiazole Derivatives. EKB Journal Management System, 63(1), 171-184. doi: 10.21608/ejchem.2019.13909.1862
Samir T. Gaballah; H. Amer; A. Hofinger-Horvath; M. Al-Moghazy; M. I. Hemida. "Synthesis, Antimicrobial, and Docking Investigations of Remarkably Modified Sulfathiazole Derivatives". EKB Journal Management System, 63, 1, 2020, 171-184. doi: 10.21608/ejchem.2019.13909.1862
Gaballah, S., Amer, H., Hofinger-Horvath, A., Al-Moghazy, M., Hemida, M. (2020). 'Synthesis, Antimicrobial, and Docking Investigations of Remarkably Modified Sulfathiazole Derivatives', EKB Journal Management System, 63(1), pp. 171-184. doi: 10.21608/ejchem.2019.13909.1862
Gaballah, S., Amer, H., Hofinger-Horvath, A., Al-Moghazy, M., Hemida, M. Synthesis, Antimicrobial, and Docking Investigations of Remarkably Modified Sulfathiazole Derivatives. EKB Journal Management System, 2020; 63(1): 171-184. doi: 10.21608/ejchem.2019.13909.1862

Synthesis, Antimicrobial, and Docking Investigations of Remarkably Modified Sulfathiazole Derivatives

Egyptian Journal of Chemistry
Article 14, Volume 63, Issue 1, January 2020, Page 171-184  XML PDF (1.38 MB)
Document Type: Original Article
DOI: 10.21608/ejchem.2019.13909.1862
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Authors
Samir T. Gaballah email orcid 1; H. Amer2; A. Hofinger-Horvath3; M. Al-Moghazy4; M. I. Hemida5
1Depatment of Photochemistry, National Research Centre, Dokki, Giza, Egypt
2Department of Chemistry of Natural and Microbial Products, National Research Centre, El-Buhoth St, Dokki 12622, Giza, Egypt
3Department of Chemistry, University of Natural Resources and Life Sciences, Muthgasse 18, A-1190 Vienna, Austria
4Food Sciences & Industry Division,National Research Centre
5Chemistry Department, Faculty of Science, Benha University, Benha-Egypt.
Abstract
Some new sulfathiazole derivatives were synthesized. The sulfathiazole starting material was reacted with ethyl bromoacetate and gave unpredictably an ester product 2. The substitution occurred selectively at the tautomeric proton of the NH thiazolyl nitrogen rather than the aromatic NH2 protons. The ester was further hydrazinolysed followed by condensation with several aldehydes to establish hydrazones (4a-h). Hantzesch thiazole synthesis was also applied to build antimicrobial agents containing multi-thiazole moieties. The structures of the synthesized compounds were confirmed by 1H, 13C, 2D 1H NMR, MS, and microanalyses. The synthesized compounds were tested for their antimicrobial activity towards Gram-positive and Gram-negative bacteria, and fungi strains. Some of the investigated compounds showed prominent high potency. The docking study revealed the mode of action between the modified sulfathiazole ligands and the binding site of DHPS.
Keywords
Sulfathiazole; Antimicrobial; Molecular docking; Dihydropteroate Synthase (DHPS)
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