<p>Poly(ε-caprolactone) (PCL) is a biodegradable polyester widely used in biomedical applications due to its biocompatibility and tunable mechanical properties. However, its lack of inherent antimicrobial activity limits its utility in infection-prone settings. This study reports the covalent modification of PCL with 6-aminocoumarin (6-AMC) to create functional composites (PCL/6-AMC) with enhanced crystallinity, fluorescence, and antimicrobial properties. The composites were synthesized via solvent casting and characterized using XRD, FTIR, NMR, UV–Vis spectroscopy, and SEM. XRD analysis revealed that 6-AMC incorporation increased PCL crystallinity by up to 40%, while FTIR and NMR confirmed covalent bonding via aminolysis of PCL ester groups. UV–Vis spectra demonstrated successful 6-AMC integration, with a characteristic absorption peak at 400 nm. Antimicrobial assays against <i>Staphylococcus aureus</i>, <i>Escherichia coli</i>, <i>Candida albicans</i>, and <i>Aspergillus niger </i>showed dose-dependent activity, with PCL/6-AMC (6&#xa0;wt.%) achieving 100% growth inhibition of&#xa0;<i>S. aureus</i>&#xa0;and&#xa0;<i>E. coli</i>. Cytotoxicity assays on human fetal lung fibroblasts (Wi38) confirmed biocompatibility for PCL and its PCL/6-AMC (IC<sub>50</sub> ranged from 721.78, 1020.83, and 1143&#xa0;µg/mL for PCL, PCL3/6-AMC, and PCL6/6-AMC, respectively). The composites combine PCL’s biodegradability with 6-AMC’s antimicrobial and fluorescent properties, offering potential for applications in drug delivery, tissue engineering, and antimicrobial coatings.</p>

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Biodegradable PCL Hybrids with 6-Aminocoumarin: A Promising Material for Antimicrobial Implants and Tissue Engineering

  • Maer Alanazi,
  • Shadiah Albalawi,
  • Arwa Alharbi,
  • Sara A. Alqarni,
  • Adel I. Alalawy,
  • Abeer Mogadem,
  • Roba M. S. Attar,
  • Nashwa M. El-Metwaly

摘要

Poly(ε-caprolactone) (PCL) is a biodegradable polyester widely used in biomedical applications due to its biocompatibility and tunable mechanical properties. However, its lack of inherent antimicrobial activity limits its utility in infection-prone settings. This study reports the covalent modification of PCL with 6-aminocoumarin (6-AMC) to create functional composites (PCL/6-AMC) with enhanced crystallinity, fluorescence, and antimicrobial properties. The composites were synthesized via solvent casting and characterized using XRD, FTIR, NMR, UV–Vis spectroscopy, and SEM. XRD analysis revealed that 6-AMC incorporation increased PCL crystallinity by up to 40%, while FTIR and NMR confirmed covalent bonding via aminolysis of PCL ester groups. UV–Vis spectra demonstrated successful 6-AMC integration, with a characteristic absorption peak at 400 nm. Antimicrobial assays against Staphylococcus aureus, Escherichia coli, Candida albicans, and Aspergillus niger showed dose-dependent activity, with PCL/6-AMC (6 wt.%) achieving 100% growth inhibition of S. aureus and E. coli. Cytotoxicity assays on human fetal lung fibroblasts (Wi38) confirmed biocompatibility for PCL and its PCL/6-AMC (IC50 ranged from 721.78, 1020.83, and 1143 µg/mL for PCL, PCL3/6-AMC, and PCL6/6-AMC, respectively). The composites combine PCL’s biodegradability with 6-AMC’s antimicrobial and fluorescent properties, offering potential for applications in drug delivery, tissue engineering, and antimicrobial coatings.