Photochemical outcome modification of diflunisal by a novel cationic amphiphilic cyclodextrin

被引:18
作者
Sortino, S
Petralia, S
Darcy, R
Donohue, R
Mazzaglia, A
机构
[1] Univ Catania, Dipartimento Sci Chim, I-95125 Catania, Italy
[2] Natl Univ Ireland Univ Coll Dublin, Dept Chem, Conway Inst, Ctr Synth & Chem Biol, Dublin 4, Ireland
[3] Univ Messina, CNR, ISMN, I-98166 Messina, Italy
[4] INFM, Unita Messina, I-98166 Messina, Italy
关键词
D O I
10.1039/b209157g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The effects of a novel cationic amphiphilic cyclodextrin (SC6CDNH2) on the photoprocesses of the phototoxic non-steroidal anti-inflammatory drug diflunisal (DF) have been investigated in aqueous medium. Association between DF and SC6CDNH2 was indicated by steady-state absorption, induced circular dichroism and fluorescence spectroscopy. Laser flash photolysis and steady-state photolysis experiments revealed a particular sensitivity of the DF photochemistry to the new microenvironment. Reduction of the triplet state generation efficiency, lengthening of its lifetime, changes in the photoionisation pathways, besides remarkable drug photostabilization and modi cation of the stable photoproducts distribution, were observed. A rationale for these modi cations to the photochemistry of DF based on the multifaceted role of SC6CDNH2 in influencing the efficiency of the primary photochemical act and in interfering with secondary radical reactions is proposed. Relation of the overall results to the phototoxic effects displayed by the drug is also commented upon.
引用
收藏
页码:602 / 608
页数:7
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