title: Photophysical properties of crowned porphyrins.
abstract: In this study, we evaluated the photophysical properties of 5,10,15,20-tetrakis[4-(1,4,7,10,13-pentaoxacyclopentadecane-2-aminomethyl)2,3,5,6-(tetrafluoro)-phenyl]-porphyrin (H2C4P) and Zn(II)5,10,15,20-tetrakis[4-(1,4,7,10,13-pentaoxacyclopenta-decane-2-aminomethyl)2,3,5,6-(tetrafluoro)-phenyl]-porphyrinate (ZnC4P). We observed that these porphyrins have unique properties when compared with classical porphyrins. The porphyrins H2C4P and ZnC4P showed efficient transfer energy S1 to T1 by intersystem crossing with high and reasonable yields of triplet excited state and singlet oxygen production. These amphiphilic structures of these porphyrins could improve its localization in the tumor cells due to the presence of the crown ether in its framework. We also believed that the crown ether could modulate the change in ion homeostase (Ca(+2), K+, Na+) as already described by some new phthalocyanine dye. This fact makes us believe that it could be reasonably used as a photosensitizer for PDT purposes.
authors.affiliation: Departamento de Química, Faculdade de Filosofia Ciências e Letras, Universidade de São Paulo, Ribeirão Preto-SP, Brazil.
authors.forename: Alessandra C
authors.initials: AC
authors.lastname: Pelegrino
authors.forename: M
authors.initials: M
authors.lastname: Carolina
authors.forename: M M
authors.initials: MM
authors.lastname: Carolina
authors.forename: A F
authors.initials: AF
authors.lastname: Gotardo
authors.forename: Andreza R
authors.initials: AR
authors.lastname: Simioni
authors.forename: Marilda D
authors.initials: MD
authors.lastname: Assis
authors.forename: Antonio C
authors.initials: AC
authors.lastname: Tedesco
mesh_terms: D002414:Cations, Monovalent / Q000378:metabolism; D047248:Crown Compounds; D007211:Indoles / Q000737:chemistry; D054833:Isoindoles; D015394:Molecular Structure; D010778:Photochemotherapy / Q000379:methods; D011166:Porphyrins / Q000737:chemistry*; D011838:Radiation-Sensitizing Agents / Q000737:chemistry*
chemical_list: D002414:Cations, Monovalent; D047248:Crown Compounds; D007211:Indoles; D054833:Isoindoles; D011166:Porphyrins; D011838:Radiation-Sensitizing Agents; C013647:phthalocyanine