Hydrophobicity parameters (Log P) of glycoconjugated porphyrins for photodynamic therapy evaluated by reversed phase HPLC

被引：13

作者：

Hirohara, S

Obata, M ^{[1
]}

Ogura, S

Okura, I

Higashida, S

Ohtsuki, C

Ogata, S

Nishikawa, Y

Takenaka, M

Ono, H

Mikata, Y

Yano, S

机构：

[1] Nara Womens Univ, Grad Sch Human Culture, Div Mat Sci, Nara 6308506, Japan

[2] Tokyo Inst Technol, Grad Sch Biosci & Biotechnol, Kanagawa 2268503, Japan

[3] Osaka Prefectural Coll Technol, Dept Ind Chem, Neyagawa, Osaka 5728572, Japan

[4] Nara Inst Sci & Technol, Grad Sch Mat Sci, Nara 6300101, Japan

[5] Natl Food Res Inst, Ibaraki 3058642, Japan

[6] Nara Womens Univ, KYOUSEI Sci Ctr, Nara 6308506, Japan

来源：

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES | 2004年 / 8卷 / 11期

关键词：

photodynamic therapy; glycoconjugated porphyrins; Log P;

D O I：

10.1142/S1088424604000659

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Photodynamic therapy (PDT) is one of the most effective treatments for cancer. We synthesized and characterized a series of 16 glycoconjugated porphyrins using a modification of the Lindsey method in the presence of Zn(OAc)center dot 2H(2)O as a template. The Zn 21 ion template strategy improved the yield about 3-fold in the case of meta-substituted tetraphenylporphyrins, and free-base porphyrins were obtaind almost quantitatively by demetalation with 4 M HCl. The hydrophobicity parameter (Log P) of these porphyrins was evaluated by reversed phase high-performance liquid chromatography (RP-HPLC). The Log P values ranged from +4.8 to +7.8, so that most of the compounds are amphiphilic. The effect of the glycopyranosyl unit on the hydrophobicity of these compounds is discussed on the basis of the Log P value. Copyright (c) 2004 Society of Porphyrins & Phthalocyanines.

引用

页码：1289 / 1292

页数：4

共 16 条

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[Anonymous], P SPIE

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