期刊
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS
卷 35, 期 2, 页码 389-397出版社
ELSEVIER SCIENCE BV
DOI: 10.1016/S0731-7085(03)00586-7
关键词
flavonoids; 3-hydroxyflavone; cyclodextrins; photoreactivity; photostability; photo-rearrangement
3-Hydroxyflavone (3-OH-F) photochemistry in solution has been rationalized in terms of an excited state intramolecular proton transfer (ESIPT), which involves the free 3-hydroxy group interacting with the ortho-carbonyl. This photo-rearrangement occurs rapidly and is strongly influenced by the physico-chemical properties of the solvent, which plays an essential role in determining whether a photo-oxidation or a photo-induced molecular rearrangement takes place. 3-OH-F photoreactivity has been deeply investigated and the related mechanisms elucidated, as affected by various solvents, pH values and irradiation wavelengths, leading to different photodegradation rates and pathways. Moreover, the influence of molecular encapsulation upon alpha- and beta-cyclodextrins (alpha- and beta-CyD) on the molecule photoreactivity has been examined, as a potential tool for increasing molecule photostability as well as minimizing photoinduced toxic effects on biosubstrates. (C) 2003 Elsevier B.V. All rights reserved.
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