Toward hypericin-derived potential photodynamic therapy agents.
Photochem Photobiol
; 74(2): 211-5, 2001 Aug.
Article
en En
| MEDLINE
| ID: mdl-11547557
ABSTRACT
To optimize a hypericin derivative as a potential photodynamic therapy agent its light-induced singlet oxygen/superoxide radical formation capability should be enhanced and its long-wavelength absorption band should be bathochromically shifted to better match medicinal lasers. A heavy-atom-substituted derivative was realized by electrophilic iodination of hypericin to yield 2,5-diiodo-hypericin. Using photodestruction of bilirubin IX alpha this derivative was demonstrated to exhibit an enhanced light-induced singlet oxygen/superoxide radical formation capability as compared to hypericin. With respect to a bathochromically shifted derivative styryl residues were attached to the methyl groups of hypericin by de novo ring synthesis. Although the long-wavelength absorption band of this derivative displayed a bathochromic shift of nearly 40 nm it unfortunately immediately underwent an intramolecular [2 + 2] cycloaddition to yield the corresponding cyclobutane derivative in which the added conjugation system became interrupted.
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MEDLINE
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Perileno
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Idioma:
En
Revista:
Photochem Photobiol
Año:
2001
Tipo del documento:
Article
País de afiliación:
Austria