Towards the Prediction of Antimicrobial Efficacy for Hydrogen Bonded, Self‐Associating Amphiphiles
| Autor: | Rebecca J. Ellaby, Helena J. Shepherd, Ben Wilson, George T. Williams, Daniel P. Mulvihill, Jessica E. Boles, Jennifer R. Hiscock, Dominique Chu, Kendrick K. L. Ng, Laura R. Blackholly, Lisa J. White, Nyasha Allen |
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| Rok vydání: | 2020 |
| Předmět: |
Methicillin-Resistant Staphylococcus aureus
In silico Supramolecular chemistry Structure-activity relationships Microbial Sensitivity Tests medicine.disease_cause 01 natural sciences Biochemistry Supramolecular Chemistry Hydrogen bonds Surface-Active Agents Drug Discovery Amphiphile Escherichia coli medicine Molecule QD General Pharmacology Toxicology and Pharmaceutics Pharmacology Molecular Structure Full Paper biology 010405 organic chemistry Hydrogen bond Chemistry Organic Chemistry Hydrogen Bonding Amphiphiles Full Papers Antimicrobial biology.organism_classification Combinatorial chemistry Anti-Bacterial Agents 0104 chemical sciences 010404 medicinal & biomolecular chemistry QD431 Molecular Medicine Salts Bacteria |
| Zdroj: | Chemmedchem |
| ISSN: | 1860-7187 1860-7179 |
| Popis: | Herein we report 50 structurally related supramolecular self‐associating amphiphilic (SSA) salts and related compounds. These SSAs are shown to act as antimicrobial agents, active against model Gram‐positive (methicillin‐resistant Staphylococcus aureus) and/or Gram‐negative (Escherichia coli) bacteria of clinical interest. Through a combination of solution‐state, gas‐phase, solid‐state and in silico measurements, we determine 14 different physicochemical parameters for each of these 50 structurally related compounds. These parameter sets are then used to identify molecular structure‐physicochemical property‐antimicrobial activity relationships for our model Gram‐negative and Gram‐positive bacteria, while simultaneously providing insight towards the elucidation of SSA mode of antimicrobial action. The antimicrobial efficacy of 50 supramolecular self‐associating salts (SSAs) and related compounds was established against MRSA and E. coli. In addition, 14 different physicochemical properties were determined experimentally for each compound within this library. From these data we identified relationships between compound structure, physiochemical property, and antimicrobial activity. |
| Databáze: | OpenAIRE |
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