 |
|
|
|
| HAL : hal-00200179, version 1 |
| DOI : 10.1016/j.ejmech.2005.04.007 |
| Fiche détaillée |  Récupérer au format |
|
|
| European Journal of Medicinal Chemistry 40 (2005) 1111-1122 |
|
|
|
|
| The 2-aminoglucosamide motif improves cellular uptake and photodynamic activity of tetraphenylporphyrin. |
|
|
| Benoit Di Stasio 1, 2Céline Frochot 1 |
|
|
| (2005) |
|
|
|
| Several strategies have been proposed to improve the efficiency of photosensitizers used in photodynamic therapy (PDT). In this context, the synthesis of mono- (1) and di-glucosylated (2) porphyrins, and mono-glucosylated chlorin (3) was performed. HT29 human adenocarcinoma cells were significantly more sensitive to asymmetric and less hydrophobic glucosylated photosensitizers-mediated PDT (1, 3), compared to tetraphenylporphyrin (TPP). The lowest photosensitivity observed for TPP was consistent with the lowest uptake. Moreover, the most pronounced photodynamic activity measured for 3 was in relation with the improvement of cellular uptake, the singlet oxygen quantum yield and the high extinction coefficient value at 650 nm compared to porphyrins. Cellular localization analysis showed that 1 and 3 accumulated mainly inside the endoplasmic reticulum. |
|
|
|
|
|
|
|
|
|
|
|
| 1 : | Département de Chimie Physique des Réactions (DCPR) |
|
|
|
CNRS : UMR7630 – Institut National Polytechnique de Lorraine (INPL) |
|
|
| 2 : | Epidémiologie, Démographie et Sciences Sociales: santé reproductive, sexualité et infection à VIH |
|
|
|
INSERM : U569 – INED – IFR69 – Université Paris XI - Paris Sud |
|
|
| 3 : | Laboratoire d'énergétique et de mécanique théorique et appliquée (LEMTA) |
|
|
|
CNRS : UMR7563 – Institut National Polytechnique de Lorraine (INPL) – Université Henri Poincaré - Nancy I |
|
|
| 4 : | Institute of Molecular Chemistry |
|
|
|
Université d'Amsterdam |
|
|
|
|
|
|
|
|
|
| Domaine | : | Physique/Physique/Chimie-Physique |
|
|
| Photodynamic therapy – Glucosylation – Porphyrin – Chlorin – Targeting – In vitro |
|
| hal-00200179, version 1 | |
| http://hal.archives-ouvertes.fr/hal-00200179 | |
| oai:hal.archives-ouvertes.fr:hal-00200179 | |
| Contributeur : Malik Boulefrakh | |
| Soumis le : Jeudi 20 Décembre 2007, 14:56:19 | |
| Dernière modification le : Jeudi 20 Décembre 2007, 15:10:49 | |
