In:
Photochemistry and Photobiology, Wiley, Vol. 80, No. 2 ( 2004-09), p. 301-308
Abstract:
Thirty‐two glycoconjugated porphyrins were synthesized by a modification of Lindsey method in the presence of Zn(OAc) 2 .2H 2 O as a template. The Zn 2+ ion template strategy improved the yield about three‐fold in the case of meta ‐substituted tetraphenylporphyrins. In addition, free‐base porphyrins were obtained almost quantitatively by demetalation with 4 M HCI. Sixteen deacetylated glycoconjugated porphyrins were tested as candidate photodynamic therapy (PDT) drugs using HeLa cells. Most of the deacetylated glycoconjugated porphyrins showed higher cellular uptake than tetraphenylporphyrin tetrasulfonic acid (TPPS), and 5,10,15, 20‐tetrakis[4‐(β‐D‐arabinopyranosyloxy)phenyl]porphyrin p ‐5d) in particular showed 18.5‐fold higher uptake than TPPS. The photocytotoxicity of 5,10,15,20‐tetrakis[4‐(β‐D‐glucopyranosyloxy) phenyl]porphyrin ( p ‐5a), ( p ‐5d and TPPS was examined with HeLa cells, using a light dose of 16 J/cm 2 . These photosensitizers had no cytotoxicity in the dark, but their photocytotoxicity increased in the order of TPPS p ‐5a p ‐5d. These results suggest p ‐5d is a good candidate for a PDT drug.
Type of Medium:
Online Resource
ISSN:
0031-8655
,
1751-1097
DOI:
10.1111/php.2004.80.issue-2
DOI:
10.1111/j.1751-1097.2004.tb00087.x
Language:
English
Publisher:
Wiley
Publication Date:
2004
detail.hit.zdb_id:
2048860-9
SSG:
12
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