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author:

Zheng, B.-Y. (Zheng, B.-Y..) [1] | Ke, M.-R. (Ke, M.-R..) [2] | Lan, W.-L. (Lan, W.-L..) [3] | Hou, L. (Hou, L..) [4] | Guo, J. (Guo, J..) [5] | Wan, D.-H. (Wan, D.-H..) [6] | Cheong, L.-Z. (Cheong, L.-Z..) [7] | Huang, J.-D. (Huang, J.-D..) [8]

Indexed by:

Scopus

Abstract:

A series of zinc(II) phthalocyanines (ZnPcs) mono-substituted and tetra-substituted with morpholinyl moieties and their quaternized derivatives have been synthesized and evaluated for their antifungal photodynamic activities toward Candida albicans. The α-substituted, quaternized, and mono-substituted ZnPcs are found to have higher antifungal photoactivity than β-substituted, neutral, and tetra-substituted counterparts. The cationic α-mono-substituted ZnPc (6a) exhibits the highest photocytotoxicity. Moreover, it is more potent than axially di-substituted analogue. The different photocytotoxicities of these compounds have also been rationalized by investigating their spectroscopic and photochemical properties, aggregation trend, partition coefficients, and cellular uptake. The IC 90 value of 6a against C. albicans cells is as low as 3.3 μM with a light dose of 27 J cm -2 , meaning that 6a is a promising candidate as the antifungal photosensitizer for future investigations. © 2016 Elsevier Masson SAS.

Keyword:

albicans; Morpholine; Photodynamic inactivation; Photosensitizer; Zinc(II) phthalocyanine Antifungal; C

Community:

  • [ 1 ] [Zheng, B.-Y.]College of Chemistry, Fuzhou University, Fuzhou, 350116, China
  • [ 2 ] [Ke, M.-R.]College of Chemistry, Fuzhou University, Fuzhou, 350116, China
  • [ 3 ] [Lan, W.-L.]College of Chemistry, Fuzhou University, Fuzhou, 350116, China
  • [ 4 ] [Hou, L.]College of Chemistry, Fuzhou University, Fuzhou, 350116, China
  • [ 5 ] [Guo, J.]College of Chemistry, Fuzhou University, Fuzhou, 350116, China
  • [ 6 ] [Wan, D.-H.]College of Chemistry, Fuzhou University, Fuzhou, 350116, China
  • [ 7 ] [Cheong, L.-Z.]Department of Engineering, Aarhus University, Denmark
  • [ 8 ] [Huang, J.-D.]College of Chemistry, Fuzhou University, Fuzhou, 350116, China

Reprint 's Address:

  • [Huang, J.-D.]College of Chemistry, Fuzhou UniversityChina

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Source :

European Journal of Medicinal Chemistry

ISSN: 0223-5234

Year: 2016

Volume: 114

Page: 380-389

4 . 5 1 9

JCR@2016

6 . 0 0 0

JCR@2023

ESI HC Threshold:235

JCR Journal Grade:1

CAS Journal Grade:1

Cited Count:

WoS CC Cited Count: 0

SCOPUS Cited Count: 44

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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