We report the preparation of a cellulose fabric bearing derivative protoporphyrin IX units covalently attached to the cellulose backbone of a fabric. Ce(IV) redox system radical polymerization was used to polymerize methacrylic acid (MAA) onto a cotton material and to obtain cotton-g-polyMAA. Attachment of the photosensitizer, a protoporphyrin IX (PpIX) amino derivative, on cotton-g-polyMAA was realized successfully by a classical peptidic covalent link. The modified surfaces were characterized by ATR-FTIR, DRUV, TGA, and SEM methods. Under visible light irradiation, protoporphyrinic cotton showed antibacterial activity against Staphyloccoccus aureus. This concept is very promising in the field of bacterial decontamination (sterile area, hospital equipment, etc.).
In the present work, we report on the synthesis of cellulose cotton fibers bearing different types of photosensitizers with the aim to prepare new efficient polymeric materials for antimicrobial applications. Anionic, neutral, and cationic amino porphyrins have been covalently grafted on cotton fabric, without previous chemical modification of the cellulosic support, using a 1,3,5-triazine derivative as the linker. The obtained porphyrin-grafted cotton fabrics were characterized by infrared (ATR-FTIR), diffuse reflectance UV-vis (DRUV) spectroscopies, and thermogravimetric analysis (TGA) to confirm the triazine linkage. Antimicrobial activity of porphyrin-cellulose materials was tested under visible light irradiation against Staphylococcus aureus and Escherichia coli . The results showed excellent activity on the Gram-positive bacterium, showing structure-activity relationship, although no photodamage of the Gram-negative microorganism was recorded. A mechanism of bacterial inactivation by photosensitive surfaces is proposed.
Anionic, neutral and cationic amino porphyrins were synthesized as precursors of photodynamic antimicrobial agents with an aim to functionalize cotton surface through 1,3,5-triazine link. Structures of porphyrin-triazine derivatives were characterized by 1H NMR, MS and UV-vis confirming the feasibility of this novel concept. Porphyrinic cotton fabrics have been developed from these derivatives, and tested in vitro against Staphylococcus aureus. These novel photodynamic surfaces showed strong and varied antimicrobial activity.
A new antibacterial material has been elaborated by grafting mesoarylporphyrin on cotton fabric by the means of cellulose azidation followed by “Click-Chemistry” reaction with acetylenic porphyrin. Azidation and functionalization have been checked by ATR-FTIR spectroscopy. Under irradiation with visible light, this material displayed an antibacterial activity against representative strains of Escherichia coli and Staphylococcus aureus. This new photobactericidal textile has potential for industrial, medical, and household applications.
This paper reports the synthesis and characterization of a new class of tetrabenzoporphyrins bearing glucosyl or polyamine units on meso positions to improve the targeting of cancer cells. Photocytotoxic activity of these photosensitizers was tested on cell lines HaCaT and MCF-7 and compared to Photofrin II®.