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J Inorg Biochem. 2018 Dec;189:192-198. doi: 10.1016/j.jinorgbio.2018.10.001. Epub 2018 Oct 6.

Enhanced anti-microbial effect through cationization of a mono-triazatricyclodecane substituted asymmetric phthalocyanine.

Author information

1
College of Chemistry, Fuzhou University, Fujian 350118, China.
2
State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Fuzhou, Fujian 350002, China.
3
Qingdao Sundynamic Technology Co., Ltd, Qingdao, Shandong 266000, China.
4
College of Chemistry, Fuzhou University, Fujian 350118, China; State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Fuzhou, Fujian 350002, China. Electronic address: HMD_lab@fzu.edu.cn.

Abstract

Antimicrobial photodynamic therapy (aPDT) is an effective way to combat infectious diseases and antibiotic resistance. Photosensitizer is a key factor of aPDT and has triggered extensive research interest. In this study, a new asymmetric Zn(II) phthalocyanine mono-substituted with a triazatricyclodecane moiety (compound 3) and its cationic N-methylated derivative (compound 4) were synthesized. Their photodynamic antimicrobial activities were evaluated using bioluminescent bacterial strains. Compound 3 showed phototoxicity only toward the Gram-positive bacteria, whereas the cationic derivative compound 4 exhibited strong anti-bacterial activity against both Gram-positive and Gram-negative strains. These bacterial species were eradicated (>4.0 logs or 99.99% killing) at appropriate concentrations of compound 4 with 12.7 J/cm2 of red light, demonstrating compound 4 as a potent aPDT agent.

KEYWORDS:

Antimicrobial photodynamic therapy (aPDT); Bioluminescent bacteria; Cationic phthalocyanine; Photosensitizer; Synthesis

PMID:
30317065
DOI:
10.1016/j.jinorgbio.2018.10.001
[Indexed for MEDLINE]

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