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Abstract:
A new series of silicon(IV) phthalocyanines (SiPcs) axially di-substituted with piperidinyl moieties (compounds 1, 2a, and 3a) and their N-methylated derivatives (compounds 2b and 3b) have been synthesized and characterized. Meanwhile, an analogue di-substituted with cyclohexyl groups (compound 4) has also been prepared as a control. The antifungal photoactivities of these SiPcs toward Candida albicans were found to follow the order: 2b > 3a ≈ 3b > 1 ≈ 2a > 4. The structure-activity relationship of these phthalocyanines has been discussed by investigating their photophysical and photochemical properties, partition coefficient, and cellular uptake. The cationic phthalocyanine 2b shows the highest photodynamic activity against C. albicans causing 4 log10 reduction of this fungus at 100 μM, which could be attributed to its high singlet oxygen yields, less aggregation in aqueous media, and relatively efficient cellular uptake. © 2014 Elsevier Ltd. All rights reserved.
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Dyes and Pigments
ISSN: 0143-7208
Year: 2015
Volume: 112
Page: 311-316
4 . 0 5 5
JCR@2015
4 . 1 0 0
JCR@2023
ESI HC Threshold:265
JCR Journal Grade:1
CAS Journal Grade:1
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SCOPUS Cited Count:
ESI Highly Cited Papers on the List: 0 Unfold All
WanFang Cited Count:
Chinese Cited Count:
30 Days PV: 10
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