Abstract
This study examined the antibacterial properties of nineteen benzoxazole, isoniazid, ethionamide and salicylanilide derivatives against Staphylococcus aureus (S. aureus). It was found that three salicylanilide-derived compounds demonstrated antistaphylococcal activity: 5-Chloro-2-hydroxy-N-(4-(trifluoromethyl)phenyl)benzamide (5-Cl-4-CF3- SAL), 4-chloro-2-(3-chlorophenylcarbamyoyl)phenyl)-2-(benzyloxycarbonylamino)propanoate (AIM31) and 4-chloro-2- (4-(trifluoromethyl)phenylcarbamoyl)phenyl acetate (AIM33). Investigation of the chemical structures of these three compounds and comparison with a non-inhibitory salicylanilide compound (i.e. 5,3-diCl-SAL) illustrated that different combinations of chemical groups at defined positions on the salicylanilide core structure had a marked influence on antistaphylococcal activity. The most effective compound was AIM33 which inhibited staphylococcal growth and displayed an initial MIC value of 3.12 μg ml-1 and subsequent investigation revealed that an MIC as low as of 0.5 μg ml-1 was achievable. In this case, the dual presence of a trifluoromethyl group and an acetylated phenolic hydroxyl to the salicylanilide core structure led to greatly enhanced activity.
Keywords: Antimicrobial resistance, chemotherapeutic agents, MRSA, salicylanilide, Staphylococcus aureus, anti-staphylococcal drugs, Antistaphylococcal Activity, nosocomial pathogens, benzoxazole
Current Drug Discovery Technologies
Title: Antistaphylococcal Activity of Novel Salicylanilide Derivatives
Volume: 9 Issue: 1
Author(s): Annmarie Mollaghan, Jarmila Vinsova, Ales Imramovsky, Lesley Cotter, Brigid Lucey, Jim O'Mahony, Aisling Costelloe and Aidan Coffey
Affiliation:
Keywords: Antimicrobial resistance, chemotherapeutic agents, MRSA, salicylanilide, Staphylococcus aureus, anti-staphylococcal drugs, Antistaphylococcal Activity, nosocomial pathogens, benzoxazole
Abstract: This study examined the antibacterial properties of nineteen benzoxazole, isoniazid, ethionamide and salicylanilide derivatives against Staphylococcus aureus (S. aureus). It was found that three salicylanilide-derived compounds demonstrated antistaphylococcal activity: 5-Chloro-2-hydroxy-N-(4-(trifluoromethyl)phenyl)benzamide (5-Cl-4-CF3- SAL), 4-chloro-2-(3-chlorophenylcarbamyoyl)phenyl)-2-(benzyloxycarbonylamino)propanoate (AIM31) and 4-chloro-2- (4-(trifluoromethyl)phenylcarbamoyl)phenyl acetate (AIM33). Investigation of the chemical structures of these three compounds and comparison with a non-inhibitory salicylanilide compound (i.e. 5,3-diCl-SAL) illustrated that different combinations of chemical groups at defined positions on the salicylanilide core structure had a marked influence on antistaphylococcal activity. The most effective compound was AIM33 which inhibited staphylococcal growth and displayed an initial MIC value of 3.12 μg ml-1 and subsequent investigation revealed that an MIC as low as of 0.5 μg ml-1 was achievable. In this case, the dual presence of a trifluoromethyl group and an acetylated phenolic hydroxyl to the salicylanilide core structure led to greatly enhanced activity.
Export Options
About this article
Cite this article as:
Mollaghan Annmarie, Vinsova Jarmila, Imramovsky Ales, Cotter Lesley, Lucey Brigid, O'Mahony Jim, Costelloe Aisling and Coffey Aidan, Antistaphylococcal Activity of Novel Salicylanilide Derivatives, Current Drug Discovery Technologies 2012; 9 (1) . https://dx.doi.org/10.2174/157016312799304525
DOI https://dx.doi.org/10.2174/157016312799304525 |
Print ISSN 1570-1638 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6220 |
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
- Announcements
Related Articles
-
Recent Advances in QSAR-based Identification and Design of Anti-Tubercular Agents
Current Pharmaceutical Design Magnetic Digital Microfluidics for Point-of-Care Testing: Where Are We Now?
Current Medicinal Chemistry Microwave-Assisted Multicomponent Reactions: Rapid and Regioselective Formation of New Extended Angular Fused Aza-Heterocycles
Combinatorial Chemistry & High Throughput Screening An Overview of Novel Coronavirus Disease 2019: A Global Havoc
Coronaviruses In silico Analysis of Several Signal Peptides for the Excretory Production of Reteplase in Escherichia coli
Current Proteomics Adhatoda vasica Nees: Phytochemical and Pharmacological Profile
The Natural Products Journal Recent Advancement in Predicting Subcellular Localization of Mycobacterial Protein with Machine Learning Methods
Medicinal Chemistry Atranorin – An Interesting Lichen Secondary Metabolite
Mini-Reviews in Medicinal Chemistry Toll Like Receptors Signaling Pathways as a Target for Therapeutic Interventions
Current Signal Transduction Therapy Surfactant Protein (SP)-A and SP-D as Antimicrobial and Immunotherapeutic Agents
Recent Patents on Anti-Infective Drug Discovery Open Source Software and Web Services for Designing Therapeutic Molecules
Current Topics in Medicinal Chemistry Insights into Antimicrobial Peptides from Spiders and Scorpions
Protein & Peptide Letters Multi-Target QSAR Approaches for Modeling Protein Inhibitors. Simultaneous Prediction of Activities Against Biomacromolecules Present in Gram-Negative Bacteria
Current Topics in Medicinal Chemistry Synthesis and Biological Evaluation of Curcumin-Nitroxide-Based Molecular Hybrids as Antioxidant and Anti-Proliferative Agents
Medicinal Chemistry Synthesis of Coumarin-benzotriazole Hybrids and Evaluation of their Anti-tubercular Activity
Letters in Organic Chemistry Assessment and Management of Loose Bodies in the Knee Joint and Related Disease: A Narrative Review
Current Rheumatology Reviews Facile Microwave-assisted Synthesis of Various C5-modified Pyrimidine Pyranonucleosides as Potential Cytotoxic Antitumor Agents
Current Microwave Chemistry Identifying the Structural Features of Diphenyl Ether Analogues for InhA Inhibition: A 2D and 3D QSAR Based Study
Letters in Drug Design & Discovery Different Methods for Molecular and Rapid Detection of Human Novel Coronavirus
Current Pharmaceutical Design Vincristine-Induced Seizure Potentiated by Itraconazole Following RCHOP Chemotherapy for Diffuse Large B-Cell Lymphoma
Current Drug Safety