Application of Sugar-linked Porphyrins to Photodynamic Therapy.

Accession number;99A0228202
Title;Application of Sugar-linked Porphyrins to Photodynamic Therapy.
Author; MIKATA YUJI (Nara Women's Univ., Fac. of Sci.) ONCHI YOKO (Nara Women's Univ., Fac. of Sci.) YASUDA YUKIKO (Nara Women's Univ., Fac. of Sci.) HIROHARA SHIHO (Nara Women's Univ., Fac. of Sci.) OKURA ICHIRO (Tokyo Inst. of Technol. Fac. of Biosci. and Biotechnol.) OKAMOTO YOSHIHARU (Tottori Univ., Fac. of Agric.) MINAMI SABURO (Tottori Univ., Fac. of Agric.) YANO SHIGENOBU (Nara Women's Univ., Fac. of Sci.)
Journal Title;Abstracts. Symposium on Biofunctional Chemistry
Journal Code:L0836A
ISSN:
VOL.13th;NO.;PAGE.40-42(1998)
Figure&Table&Reference;
Pub. Country;Japan
Language;Japanese
Abstract;The effect of protection of hydroxyl group in carbohydrate moiety was drastic in tetraglucose-linked porphyrin 1. Similar but smaller effect was seen in tetraglucosamine 2. Almost no effect of OH protection was observed in tetragalactose 3. Comparing the data of porphyrins that have four protected sugar parts (i.e., 1a, 2a and 3a), tetraacetylglucose was found to bring the most effective results in a series of glycopyranosyl substituents examined here. Since the photodynamic efficiency generating singlet oxygen is almost identical in all compounds, the in vitro photocytotoxic results of tetracarbohydrated porphyrins 1-3 indicate that glucose moiety protected with acetyl group specifically increases the incorporation of the drug into cell. Octa-glucosylated derivatives 4a, which was synthesized in order to increase the site of recognition toward the membrane permeability, did not exhibit the marked effect probably because of its bulky spherical structure. Globular structure with highly water-soluble character of 4b was inferior to flat hydrophobic form like compound 1a with respect to the incorporation of photosensitizers into cell. The photodynamic efficiency of corresponding chlorin 5-7 will be discussed. (author abst.)
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