New 5-aminolevulinic acid esters - Efficient protoporphyrin precursors for photodetection and photodynamic therapy

Brunner, Henri and Hausmann, F. and Knuechel, Ruth (2003) New 5-aminolevulinic acid esters - Efficient protoporphyrin precursors for photodetection and photodynamic therapy. PHOTOCHEMISTRY AND PHOTOBIOLOGY, 78 (5). pp. 481-486. ISSN 0031-8655

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Abstract

Photodetection (PD) and photodynamic therapy (PDT) with 5-aminolevulinic acid (ALA)-induced protoporphyrin IX (PPIX) accumulation are approaches to detect and treat dysplasia and early cancer in the gastrointestinal tract and in the urinary bladder. Because ALA-induced PPIX production is limited, we synthesized ALA ester hydrochlorides 3-22 and tested them in two different in vitro models (gastrointestinal tract: HT29-CCD18; urinary bladder: J82-UROTSA). PPIX accumulation after incubation with 0.12 mmol/L for 3 h and PPIX accumulation as a function of different incubation times were measured using flow cytometry. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assays were performed to check cellular dark toxicity. Phototoxicity after irradiation was tested. ALA nonafluorolhexylester hydrochloride 11, ALA thiolhexylester hydrochloride 13 and ALA dibenzyldiester dihydrochloride 19 induced appreciably increased PPIX levels and showed improved phototoxicity compared with the references ALA hydrochloride 1, ALA hexylester hydrochloride 3 and ALA benzylester hydrochloride 4. Thus, the new compounds 11, 13 and 19 are promising compounds for PD and PDT.

Item Type: Article
Uncontrolled Keywords: IN-VITRO; IX; DERIVATIVES;
Subjects: 500 Science > 540 Chemistry & allied sciences
600 Technology > 610 Medical sciences Medicine
Divisions: Medicine > Lehrstuhl für Pathologie
Chemistry and Pharmacy > Institut für Anorganische Chemie > Alumni or Retired Professors > Prof. Dr. Henri Brunner
Depositing User: Dr. Gernot Deinzer
Date Deposited: 27 Jul 2021 12:23
Last Modified: 27 Jul 2021 12:23
URI: https://pred.uni-regensburg.de/id/eprint/38486

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