Chlorin photosensitizers sterically designed to prevent self-aggregation.
J Org Chem
; 76(21): 8824-32, 2011 Nov 04.
Article
in 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.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Porphyrins
/
Photosensitizing Agents
/
Singlet Oxygen
Language:
En
Journal:
J Org Chem
Year:
2011
Document type:
Article
Affiliation country:
Brasil