Synthesis and photobactericidal properties of a neutral porphyrin grafted onto lignocellulosic fibers

Mater Sci Eng C Mater Biol Appl. 2016 May:62:61-7. doi: 10.1016/j.msec.2016.01.028. Epub 2016 Jan 12.

Abstract

Photodynamic antimicrobial chemotherapy (PACT), as one of the promising alternative antimicrobial treatment, has received great attention in recent years. In this work, a new antimicrobial material has been elaborated by grafting a neutral porphyrin, the metallated 5-(4-azidophenyl)-10,15,20-triphenylporphyrin, onto lignocellulosic fibers by using the Copper (I)-Catalyzed Alkyne-Azide 1,3-dipolar Cycloaddition (CuAAC) reaction. The cross-linked porphyrin-Kraft pulp material was characterized by infrared and by XPS spectroscopy analyses, which proved the covalent linkage between the porphyrin and propargylated Kraft pulp fibers. The antimicrobial activity of this material was tested under visible light irradiation with a low light dose (9.5 J/cm(2)) against Staphylococcus aureus and Pseudomonas aeruginosa. The two bacterial strains deposited on the resulting photosensitizing Kraft pulp are efficiently killed after illumination. Such materials could find applications in industrial, household and medical environments as an alternative to overcome the widespread microbial multiresistance to classical treatments.

Keywords: Antimicrobials materials; Click-chemistry; Kraft pulp; Neutral porphyrin; Photodynamic antimicrobial chemotherapy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry
  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology
  • Azides / chemistry
  • Catalysis
  • Copper / chemistry
  • Cycloaddition Reaction
  • Light
  • Lignin / chemistry*
  • Microbial Sensitivity Tests
  • Photoelectron Spectroscopy
  • Photosensitizing Agents / chemical synthesis
  • Photosensitizing Agents / chemistry*
  • Photosensitizing Agents / pharmacology
  • Porphyrins / chemical synthesis
  • Porphyrins / chemistry*
  • Porphyrins / pharmacology
  • Pseudomonas aeruginosa / drug effects
  • Staphylococcus aureus / drug effects

Substances

  • Alkynes
  • Anti-Infective Agents
  • Azides
  • Photosensitizing Agents
  • Porphyrins
  • lignocellulose
  • Copper
  • Lignin