SYNTHESIS OF POSITIVELY CHARGED PHTHALOCYANINES AND THEIR ACTIVITY IN THE PHOTODYNAMIC THERAPY OF CANCER-CELLS

被引:115
作者
WOHRLE, D
ISKANDER, N
GRASCHEW, G
SINN, H
FRIEDRICH, EA
MAIERBORST, W
STERN, J
SCHLAG, P
机构
[1] UNIV HEIDELBERG,CHIRURG KLIN,W-6900 HEIDELBERG 1,GERMANY
[2] GERMAN CANC RES CTR,INST BIOCHEM,W-6900 HEIDELBERG 1,GERMANY
[3] GERMAN CANC RES CTR,INST RADIOL & PATHOPHYSIOL,W-6900 HEIDELBERG 1,GERMANY
关键词
D O I
10.1111/j.1751-1097.1990.tb01721.x
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Abstract— Positively charged zinc containing or metal free phthalocyanines 6a‐c and 7a‐c were prepared via a three step procedure starting from 4‐nitrophthalonitrile. The phthalocyanines contain alkyl chains of different length in order to influence the hydrophilic vs lipophilic character of the compounds. The partition between a hydrophilic (water) and lipophilic (octanol‐1) phase was determined, and the photoredox activities were investigated. Initial results on the photodynamic activity of these compounds were compared with those of Dougherty's Photofrin II on different malignant and non‐malignant cell lines (XP 29MAmal, CXI, HeLa, S180 and N017). Positively charged phthalocyanines in vitro showed a higher photodynamic activity than Photofrin II. Copyright © 1990, Wiley Blackwell. All rights reserved
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收藏
页码:351 / 356
页数:6
相关论文
共 18 条
[1]   ASSOCIATION OF COBALT(II) TETRASULFOPHTHALOCYANINE [J].
ABEL, EW ;
PRATT, JM ;
WHELAN, R .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1976, (06) :509-514
[2]   PHTALOCYANINE IN WASSERIGER LOSUNG I [J].
BERNAUER, K ;
FALLAB, S .
HELVETICA CHIMICA ACTA, 1961, 44 (05) :1287-&
[3]   METAL PHTHALOCYANINES AND PORPHYRINS AS PHOTOSENSITIZERS FOR REDUCTION OF WATER TO HYDROGEN [J].
DARWENT, JR ;
DOUGLAS, P ;
HARRIMAN, A ;
PORTER, G ;
RICHOUX, MC .
COORDINATION CHEMISTRY REVIEWS, 1982, 44 (01) :83-126
[4]  
GRASCHEW G, 1988, Lasers in Medical Science, V3, P233, DOI 10.1007/BF02593818
[5]   BIOLOGICAL-ACTIVITIES OF PHTHALOCYANINES .4. TYPE-II SENSITIZED PHOTOOXIDATION OF L-TRYPTOPHAN AND CHOLESTEROL BY SULFONATED METALLO PHTHALOCYANINES [J].
LANGLOIS, R ;
ALI, H ;
BRASSEUR, N ;
WAGNER, JR ;
VANLIER, JE .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1986, 44 (02) :117-123
[6]   SYNTHESIS AND PHOTOCYTOTOXICITY OF SOME NEW SUBSTITUTED PHTHALOCYANINES [J].
LEZNOFF, CC ;
VIGH, S ;
SVIRSKAYA, PI ;
GREENBERG, S ;
DREW, DM ;
BENHUR, E ;
ROSENTHAL, I .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1989, 49 (03) :279-284
[7]   THE ROLE OF MOLECULAR-OXYGEN IN THE PHOTODYNAMIC EFFECT OF PHTHALOCYANINES [J].
ROSENTHAL, I ;
KRISHNA, CM ;
RIESZ, P ;
BENHUR, E .
RADIATION RESEARCH, 1986, 107 (01) :136-142
[8]  
Simon J., 1985, MOL SEMICONDUCTORS
[9]   ZINC TETRASULFOPHTHALOCYANINE AS A PHOTODYNAMIC SENSITIZER FOR BIOMOLECULES [J].
SPIKES, JD ;
BOMMER, JC .
INTERNATIONAL JOURNAL OF RADIATION BIOLOGY, 1986, 50 (01) :41-45