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Issue 31, 2018
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A series of water-soluble photosensitizers based on 3-cinnamoylcoumarin for in vitro antimicrobial photodynamic inactivation

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Abstract

A series of novel water-soluble photosensitizers (PSs; M1–M5) based on 3-cinnamoylcoumarin derivatives, incorporating carboxylic acid salt (M1, M2), pyridine salt (M3, M4) and quaternary ammonium salt (M5) groups, were designed and synthesized. Their photophysical and photochemical properties and in vitro antimicrobial photodynamic inactivation (PDI) were investigated. M2, modified with two carboxylic acid salts, was unstable in phosphate-buffered saline (PBS). The four other PSs all showed higher binding/uptake to methicillin-resistant Staphylococcus aureus (MRSA), A. baumannii and C. albicans compared with the clinical drug methylene blue (MB), except for M1 to A. baumannii. Furthermore, the three cationic PSs (M3–M5) exhibited equivalent antibacterial PDI efficacies against MRSA and A. baumannii compared with MB. The antifungal efficacies of M4 and M5 to C. albicans were both significantly higher than that of MB, especially for M5, indicating that the quaternary ammonium-salt-modified coumarin derivative has substantial potential for antifungal PDI.

Graphical abstract: A series of water-soluble photosensitizers based on 3-cinnamoylcoumarin for in vitro antimicrobial photodynamic inactivation

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Supplementary files

Article information


Submitted
24 Mar 2018
Accepted
19 Apr 2018
First published
09 May 2018

This article is Open Access

RSC Adv., 2018,8, 17073-17078
Article type
Paper

A series of water-soluble photosensitizers based on 3-cinnamoylcoumarin for in vitro antimicrobial photodynamic inactivation

Z. Sun, S. Zhou, H. Qiu, Y. Gu and Y. Zhao, RSC Adv., 2018, 8, 17073
DOI: 10.1039/C8RA02557F

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

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    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
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    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
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    [Original citation] - Published by The Royal Society of Chemistry.

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