title: Photophysical properties of glucoconjugated chlorins and porphyrins and their associations with cyclodextrins.
abstract: Glucoconjugated analogues of the meta-hydroxyphenyl porphyrin (m-THPP) and meta-hydroxyphenyl chlorin (m-THPC) has been recently synthesized. The characteristics of their triplet states have been determined with regard to their involvement in the photodynamic (PDT) efficiency. In the case of porphyrin derivatives, triplet quantum yields (Phi(T)) were ranging from 0.42 to 0.55 and triplet life times (tau(T)) from 1 to 5 micros. High reaction rate constants (k(q)) with molecular oxygen (k(q): 1.2-1.6 x 10(9)s(-1)) have been found. The triplet lifetimes of chlorin derivatives were about four times higher than those of porphyrins whereas the Phi(T) and k(q) values remained quite similar. Singlet oxygen yields of glucosylated and non-glucosylated porphyrins and chlorins were not significantly different within experimental errors (Phi(Delta)((1)O(2)): 0.41-0.58). Furthermore, it has been shown that glucoconjugated photosensitizers could undergo associations with the methyl-beta-cyclodextrin (Me-beta-CD) which exhibit high triplet lifetimes and singlet oxygen yields ranging from 0.27 to 0.48.
authors.affiliation: Laboratoire de Chimie Analytique, EA 3343, Faculté de Pharmacie Paris XI, 5 rue J.-B. Clément, F-92296 Chatenay-Malabry, France.
authors.forename: Antonia
authors.initials: A
authors.lastname: Bautista-Sanchez
authors.forename: Athena
authors.initials: A
authors.lastname: Kasselouri
authors.forename: Marie-Catherine
authors.initials: MC
authors.lastname: Desroches
authors.forename: Jocelyne
authors.initials: J
authors.lastname: Blais
authors.forename: Philippe
authors.initials: P
authors.lastname: Maillard
authors.forename: Daniela Manfrim
authors.initials: DM
authors.lastname: de Oliveira
authors.forename: Antonio C
authors.initials: AC
authors.lastname: Tedesco
authors.forename: Patrice
authors.initials: P
authors.lastname: Prognon
authors.forename: Jacques
authors.initials: J
authors.lastname: Delaire
mesh_terms: D002942:Circular Dichroism; D003505:Cyclodextrins / Q000737:chemistry*; D006001:Glycoconjugates / Q000737:chemistry*; D017319:Photosensitizing Agents / Q000737:chemistry; D011166:Porphyrins / Q000737:chemistry*; D026082:Singlet Oxygen / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D047392:beta-Cyclodextrins / Q000737:chemistry
chemical_list: D003505:Cyclodextrins; D006001:Glycoconjugates; D017319:Photosensitizing Agents; D011166:Porphyrins; D047392:beta-Cyclodextrins; C108732:methyl-beta-cyclodextrin; D026082:Singlet Oxygen; C006969:chlorin