Synthesis and characterization of novel 5-monocarbohydrate-10,20-bis-aryl-porphyrins
authors Figueira, F; Lourenco, LMO; Neves, MGPMS; Cavaleiro, JAS; Tome, JPC
nationality International
journal JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
author keywords porphyrins; carbohydrates; glycoporphyrins; singlet oxygen; galactose; glucose
keywords PHOTODYNAMIC ACTIVITY; PORPHYRINS; DERIVATIVES; PHTHALOCYANINES; PHOTOSENSITIZERS; INACTIVATION; THERAPY; CHLORIN
abstract The synthesis of derivatives bearing glucose or galactose units linked by an acrylate spacer to one free meso position of a bis-aryl-porphyrin macrocycle was developed and characterized by standard spectroscopic techniques. The new mono-substituted gluco- and galacto-porphyrin derivatives 5-8 present an alternative to the widespread tetra-aryl porphyrin functionalization. Singlet oxygen studies showed a comparable singlet oxygen production with TPP. Furthermore, the less bulky architectures here synthesized present an opportunity to enhance the PDT and PDI capabilities of glycoporphyrins with a simple synthetic modification at one of the meso positions.
publisher WORLD SCI PUBL CO INC
issn 1088-4246
year published 2020
volume 24
issue 01-Mar
beginning page 330
ending page 339
digital object identifier (doi) 10.1142/S1088424619501049
web of science category Chemistry, Multidisciplinary
subject category Chemistry
unique article identifier WOS:000516708800037
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journal impact factor 1.816
5 year journal impact factor 1.351
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