Synthesis and in vitro photodynamic activity of mono-substituted amphiphilic zinc(II) phthalocyanines

被引：26

作者：

Lo, Pui-Chi

Zhao, Baozhong

Duan, Wubiao

Fong, Wing-Ping

Ko, Wing-Hung

Ng, Dennis K. P. ^{[1
]}

机构：

[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China

[2] Chinese Univ Hong Kong, Ctr Novel Funct Mol, Shatin, Hong Kong, Peoples R China

[3] Chinese Univ Hong Kong, Dept Physiol, Shatin, Hong Kong, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2007年 / 17卷 / 04期

关键词：

phthalocyanines; photodynamic therapy; photosensitizers; colorectal carcinoma;

D O I：

10.1016/j.bmcl.2006.11.017

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel zinc(II) phthalocyanines mono-substituted with a 1,3-bis(dimethylamino)-2-propoxy group at the alpha- or beta-position, and the corresponding di-N-methylated derivatives, have been synthesized. All these compounds can generate singlet oxygen effectively and exhibit high in vitro photodynamic activities toward HT29 human colorectal carcinoma cells with IC50 values down to 0.08 mu M. The dicationic derivatives have a higher affinity to the cell membrane compared with the non-ionic counterparts: (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：1073 / 1077

页数：5

共 25 条

[1] Metal complexes as photo- and radiosensitizers [J].

Ali, H ;

van Lier, JE .

CHEMICAL REVIEWS, 1999, 99 (09) :2379-2450

[2] Current status of phthalocyanines in the photodynamic therapy of cancer [J].

Allen, CM ;

Sharman, WM ;

Van Lier, JE .

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2001, 5 (02) :161-169

[3] The present and future role of photodynamic therapy in cancer treatment [J].

Brown, SB ;

Brown, EA ;

Walker, I .

LANCET ONCOLOGY, 2004, 5 (08) :497-508

[4] Synthesis of a new water-soluble octa-cationic phthalocyanine derivative for PDT [J].

De Filippis, MP ;

Dei, D ;

Fantetti, L ;

Roncucci, G .

TETRAHEDRON LETTERS, 2000, 41 (47) :9143-9147

[5] Current clinical and preclinical photosensitizers for use in photodynamic therapy [J].

Detty, MR ;

Gibson, SL ;

Wagner, SJ .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (16) :3897-3915

[6] Photodynamic therapy for cancer [J].

Dolmans, DEJGJ ;

Fukumura, D ;

Jain, RK .

NATURE REVIEWS CANCER, 2003, 3 (05) :380-387

[7]

Hajri A, 2002, PHOTOCHEM PHOTOBIOL, V75, P140, DOI 10.1562/0031-8655(2002)075<0140:IVAIVE>2.0.CO

[8]

[9] Preparation and in vitro photodynamic activity of novel silicon(IV) phthalocyanines conjugated to serum albumins [J].

Huang, Jian-Dong ;

Lo, Pui-Chi ;

Chen, Yan-Mei ;

Lai, Janice C. ;

Fong, Wing-Ping ;

Ng, Dennis K. P. .

JOURNAL OF INORGANIC BIOCHEMISTRY, 2006, 100 (5-6) :946-951

[10]

KRALJIC I, 1978, PHOTOCHEM PHOTOBIOL, V28, P577, DOI 10.1111/j.1751-1097.1978.tb06972.x

← 1 2 3 →