Anthranilamide-based Short Peptides Self-Assembled Hydrogels as Antibacterial Agents

In this study, we describe the synthesis and molecular properties of anthranilamide-based short peptides which were synthesised via ring opening of isatoic anhydride in excellent yields. These short peptides were incorporated as low molecular weight gelators (LMWG), bola amphiphile, and C 3 -symmetr...

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Vydáno v:Scientific reports Ročník 10; číslo 1; s. 770
Hlavní autoři: Aldilla, Vina R., Chen, Renxun, Martin, Adam D., Marjo, Christopher E., Rich, Anne M., Black, David StC, Thordarson, Pall, Kumar, Naresh
Médium: Journal Article
Jazyk:angličtina
Vydáno: London Nature Publishing Group UK 21.01.2020
Nature Publishing Group
Témata:
639/638/298/923
639/638/541/966
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacology
Antibacterial activity
Antibacterial agents
HEK293 Cells
Humanities and Social Sciences
Humans
Hydrogels
Hydrophobic and Hydrophilic Interactions
Hydrophobicity
Microbial Sensitivity Tests
Models, Molecular
Molecular Weight
multidisciplinary
ortho-Aminobenzoates - chemistry
Peptides
Peptides - chemical synthesis
Peptides - chemistry
Peptides - pharmacology
Protein structure
Protein Structure, Secondary
Science
Science (multidisciplinary)
Secondary structure
Staphylococcus aureus - drug effects
Staphylococcus aureus - growth & development
Toxicity
Viscoelasticity
Viscosity
ISSN:2045-2322, 2045-2322
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Shrnutí:In this study, we describe the synthesis and molecular properties of anthranilamide-based short peptides which were synthesised via ring opening of isatoic anhydride in excellent yields. These short peptides were incorporated as low molecular weight gelators (LMWG), bola amphiphile, and C 3 -symmetric molecules to form hydrogels in low concentrations (0.07–0.30% (w/v)). The critical gel concentration (CGC), viscoelastic properties, secondary structure, and fibre morphology of these short peptides were influenced by the aromaticity of the capping group or by the presence of electronegative substituent (namely fluoro) and hydrophobic substituent (such as methyl) in the short peptides. In addition, the hydrogels showed antibacterial activity against S . aureus 38 and moderate toxicity against HEK cells in vitro .
Bibliografie:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:2045-2322
2045-2322
DOI:10.1038/s41598-019-57342-6