Chlorin photosensitizers sterically designed to prevent self-aggregation.
J Org Chem
; 76(21): 8824-32, 2011 Nov 04.
Article
en En
| MEDLINE
| ID: mdl-21932835
ABSTRACT
The synthesis and photophysical evaluation of new chlorin derivatives are described. The Diels-Alder reaction between protoporphyrin IX dimethyl ester and substituted maleimides furnishes endo-adducts that completely prevent the self-aggregation of the chlorins. Fluorescence, resonant light scattering (RLS) and (1)H NMR experiments, as well as X-ray crystallographic have demonstrated that the configurational arrangement of the synthesized chlorins prevent π-stacking interactions between macrocycles, thus indicating that it is a nonaggregating photosensitizer with high singlet oxygen (Φ(Δ)) and fluorescence (Φ(f)) quantum yields. Our results show that this type of synthetic strategy may provide the lead to a new generation of PDT photosensitizers.
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1
Banco de datos:
MEDLINE
Asunto principal:
Porfirinas
/
Fármacos Fotosensibilizantes
/
Oxígeno Singlete
Idioma:
En
Año:
2011
Tipo del documento:
Article