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Part 2. meso ‐Tetraphenylporphyrin Dimer Derivatives as Potential Photosensitizers in Photodynamic Therapy ¶
Author(s) -
Faustino Maria A. F.,
Neves Maria G. P. M. S.,
Cavaleiro José A. S.,
Neumann Marcus,
Brauer HansD.,
Jori Giulio
Publication year - 2000
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1562/0031-8655(2000)0720217pmtdda2.0.co2
Subject(s) - photosensitizer , singlet oxygen , chemistry , photodynamic therapy , porphyrin , tetraphenylporphyrin , dimer , selectivity , photochemistry , liposome , amide , dipalmitoylphosphatidylcholine , combinatorial chemistry , oxygen , organic chemistry , membrane , catalysis , biochemistry , phospholipid , phosphatidylcholine
Studies on the synthesis, singlet oxygen and fluorescence yields and pharmacokinetic properties of three different dimeric porphyrins with an amide linkage (D2–D4) are described and compared with the results recently reported for a dimeric porphyrin (D1). The pharmacokinetic behavior of all dimers were examined in Balb/c mice bearing MS‐2 fibrosarcomas. The maximal efficiency and selectivity of photosensitizer accumulation in each tumor tissue takes place at 24 h after drug administration of 1.0 mg kg −1 into dl ‐α‐dipalmitoylphosphatidylcholine liposomes by intravenous injection. Since the dimeric porphyrins exhibit high quantum yields of singlet oxygen generation, long triplet lifetimes and high photostability, the results obtained suggest that the evaluated dimeric structures may be promising candidates for further use in PDT experiments. The results also allow the possibility to establish a correlation between the chemical structure of the dyes and the efficiency/selectivity of the tumor accumulation and can be used for building up optimal photosensitizing agents for tumors.