Journal
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
Volume 374, Issue -, Pages 58-67Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jphotochem.2019.01.025
Keywords
Phthalocyanine; Morpholine; Photophysics; Fluorescence; Singlet oxygen
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Funding
- National Research Foundation (NRF), South Africa through DST/NRF South African Research Chairs Initiative for Professor of Medicinal Chemistry and Nanotechnology [62620]
- Rhodes University
- Japan Society for the Promotion of Science (JSPS) [92425]
- NRF of South Africa [92425]
- JSPS KAKENHI [15H00910, 18K05076]
- Department of Science and Technology (DST) Innovation
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In this study, novel metal-free, zinc and indium 1(4),8(11),15(18),22(25)-tetramorpholine (1a, 2a, 3a respectively) and 2(3), 9(10), 16(17),23(24)-tetramorpholine (1b, 2b, 3b respectively) phthalocyanines were synthesized and complexes 2 and 3 were quatemized. The photophysical and photochemical properties were investigated in dimethylsulfoxide. The non-peripherally substituted phthalocyanines generated higher singlet oxygen than the peripherally substituted phthalocyanines. Photodynamic antimicrobial chemotherapy activities towards inactivation of Escherichia coli, Staphylococcus aureus and Candida albican were evaluated, where all the quatemized Pcs showed total elimination of the micro-organism with log reductions greater than 9. Though the neutral Pcs had log reductions less than 2, for C. albican the percentage reduction was 68.5% for 2b showing the antifungal properties of the morpholine group.
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