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author:

Zheng, B.-Y. (Zheng, B.-Y..) [1] | Jiang, X.-J. (Jiang, X.-J..) [2] | Lin, T. (Lin, T..) [3] | Ke, M.-R. (Ke, M.-R..) [4] | Huang, J.-D. (Huang, J.-D..) [5]

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Scopus

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.

Keyword:

albicans; Photodynamic therapy; Photosensitizer; Silicon(IV) phthalocyanine; Structure-activity relationship Antifungal; C

Community:

  • [ 1 ] [Zheng, B.-Y.]College of Chemistry, Fuzhou University, Fuzhou 350108, China
  • [ 2 ] [Jiang, X.-J.]College of Chemistry, Fuzhou University, Fuzhou 350108, China
  • [ 3 ] [Lin, T.]College of Chemistry, Fuzhou University, Fuzhou 350108, China
  • [ 4 ] [Lin, T.]Department of Pharmacy, Affiliated First Hospital, Fujian Medical University, Fuzhou 350001, China
  • [ 5 ] [Ke, M.-R.]College of Chemistry, Fuzhou University, Fuzhou 350108, China
  • [ 6 ] [Huang, J.-D.]College of Chemistry, Fuzhou University, Fuzhou 350108, China

Reprint 's Address:

  • [Huang, J.-D.]College of Chemistry, Fuzhou University, Fuzhou 350108, China

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Source :

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

Cited Count:

WoS CC Cited Count:

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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