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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Bibliographic Details
Published in:Scientific reports Vol. 10; no. 1; p. 770
Main Authors: Aldilla, Vina R., Chen, Renxun, Martin, Adam D., Marjo, Christopher E., Rich, Anne M., Black, David StC, Thordarson, Pall, Kumar, Naresh
Format: Journal Article
Language:English
Published: London Nature Publishing Group UK 21.01.2020
Nature Publishing Group
Subjects:
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
Online Access:Get full text
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Summary: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 .
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ISSN:2045-2322
2045-2322
DOI:10.1038/s41598-019-57342-6