Highly positive-charged zinc(II) phthalocyanine as non-aggregated and efficient antifungal photosensitizer.
A new tetra-α-substituted zinc(II) phthalocyanine containing dodeca-amino groups (compound 4) and its quaternized analogue (compound 5) have been prepared and evaluated for their photoactivities against Candida albicans. Compared with the dodeca-amino phthalocyanine 4, the dodeca-cationic phthalocyanine 5 exhibits a higher photodynamic inactivation against C. albicans with an IC90 value down to 1.46 μM, which can be attributed to its non-aggregated nature in aqueous environments and more efficient cellular uptake. More interestingly, 5 shows a higher photodynamic inactivation on C. albicans due to its stronger affinity to C. albicans cells than mammalian cells. These results suggest that the highly positive-charged phthalocyanine 5 is a potential non-aggregated antifungal photosensitizer, which shows some selectivity toward the fungus.
College of Chemistry, State Key Laboratory of Photocatalysis on Energy and Environment, Fuzhou University, Fuzhou 350116, China.
Xing-Shu
XS
Li
College of Chemistry, State Key Laboratory of Photocatalysis on Energy and Environment, Fuzhou University, Fuzhou 350116, China.
Jun
J
Guo
College of Chemistry, State Key Laboratory of Photocatalysis on Energy and Environment, Fuzhou University, Fuzhou 350116, China.
Jing-Jing
JJ
Zhuang
College of Chemistry, State Key Laboratory of Photocatalysis on Energy and Environment, Fuzhou University, Fuzhou 350116, China.
Bi-Yuan
BY
Zheng
College of Chemistry, State Key Laboratory of Photocatalysis on Energy and Environment, Fuzhou University, Fuzhou 350116, China.
Mei-Rong
MR
Ke
College of Chemistry, State Key Laboratory of Photocatalysis on Energy and Environment, Fuzhou University, Fuzhou 350116, China. Electronic address: jdhuang@fzu.edu.cn.
Jian-Dong
JD
Huang
D000935:Antifungal Agents / Q000737:chemistry* / Q000494:pharmacology*; D002176:Candida albicans / Q000187:drug effects*; D007211:Indoles / Q000737:chemistry*; D054833:Isoindoles; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D017319:Photosensitizing Agents / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D017967:Zinc Compounds
D000935:Antifungal Agents; D007211:Indoles; D054833:Isoindoles; D009942:Organometallic Compounds; D017319:Photosensitizing Agents; D017967:Zinc Compounds; C052159:Zn(II)-phthalocyanine
Antifungal; Non-aggregated; Photodynamic inactivation; Photosensitizer; Zinc(II) phthalocyanine