Synthesis, DNA binding, photo-induced DNA cleavage and cytotoxicity studies of europium(III) complexes

被引：38

作者：

Chen, Gong-Jun ^{[1
]}

Qiao, Xin ^{[2
]}

Tian, Jin-Lei ^{[1
]}

Xu, Jing-Yuan ^{[2
]}

Gu, Wen ^{[1
]}

Liu, Xin ^{[1
]}

Yan, Shi-Ping ^{[1
]}

机构：

[1] Nankai Univ, Dept Chem, Tianjin 300071, Peoples R China

[2] Tianjin Med Univ, Coll Pharm, Tianjin 300070, Peoples R China

来源：

DALTON TRANSACTIONS | 2010年 / 39卷 / 44期

基金：

中国国家自然科学基金;

关键词：

LIGHT-INDUCED DNA; OXOVANADIUM(IV) COMPLEXES; PHENANTHROLINE BASES; PHOTOCLEAVAGE; FLUORESCENCE; RECOGNITION; APOPTOSIS; DESIGN; NANOPARTICLES; SENSITIVITY;

D O I：

10.1039/c0dt00718h

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Two Eu(III) complexes, [Eu(acac)(3)(dpq)] (1) and [Eu(acac)(3)(dppz)] CH3OH (2) {viz. acetylacetonate (acac), dipyrido[3,2-d:20,30-f]quinoxaline (dpq), dipyrido[3,2-a:20,30-c] phenazine (dppz)}, have been synthesized and their DNA binding, photo-induced DNA cleavage activity and cell cytotoxicity are studied. The complexes display significant binding propensity to the calf thymus DNA in the order: 2(dppz) > 1(dpq). Cleavage experiments using pBR322 supercoiled DNA suggest major groove binding for 2 and minor groove binding for 1. The mechanistic aspects on natural light (natural light in room during the day) and UV-A (365 nm) irradiation are via a mechanistic pathway involving formation of singlet oxygen and hydroxyl radical as the reactive species. The photo-induced DNA cleavage activity of 2 is also stronger than 1. The cytotoxicity of 1 and 2 against HeLa (cervical) cancer cells show that the IC50 value of 19.11 +/- 3.56 mu M and 17.95 +/- 5.47 mu M, respectively.

引用

页码：10637 / 10643

页数：7

共 75 条

[1] Mechanistic insight into the cellular uptake and processing of cisplatin 30 years after its approval by FDA [J].

Arnesano, Fabio ;

Natile, Giovanni .

COORDINATION CHEMISTRY REVIEWS, 2009, 253 (15-16) :2070-2081

[2] Photoactivatable Platinum Complexes [J].

Bednarski, Patrick J. ;

Mackay, Fiona S. ;

Sadler, Peter J. .

ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY, 2007, 7 (01) :75-93

[3]

Bloomfield V. A., 1974, PHYS CHEM NUCL ACIDS, P432

[4] Direct DNA photocleavage by a new intercalating dirhodium(II/II) complex:: Comparison to Rh2(μ-O2CCH3)4 [J].

Bradley, PM ;

Angeles-Boza, AM ;

Dunbar, KR ;

Turro, C .

INORGANIC CHEMISTRY, 2004, 43 (08) :2450-2452

[5] VOLTAMMETRIC STUDIES OF THE INTERACTION OF METAL-CHELATES WITH DNA .2. TRIS-CHELATED COMPLEXES OF COBALT(III) AND IRON(II) WITH 1,10-PHENANTHROLINE AND 2,2'-BIPYRIDINE [J].

CARTER, MT ;

RODRIGUEZ, M ;

BARD, AJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (24) :8901-8911

[6] Hydrothermal syntheses of some derivatives of tetraazatriphenylene [J].

Che, Guangbo ;

Li, Wenlian ;

Kong, Zhiguo ;

Su, Zisheng ;

Chu, Bei ;

Li, Bin ;

Zhang, Zhiqiang ;

Hu, Zhizhi ;

Chi, Haijun .

SYNTHETIC COMMUNICATIONS, 2006, 36 (17) :2519-2524

[7] Interactions of metal-metal-bonded antitumor active complexes with DNA fragments and DNA [J].

Chifotides, HT ;

Dunbar, KR .

ACCOUNTS OF CHEMICAL RESEARCH, 2005, 38 (02) :146-156

[8] GASTROINTESTINAL TISSUE DIAGNOSIS BY LASER-INDUCED FLUORESCENCE SPECTROSCOPY AT ENDOSCOPY [J].

COTHREN, RM ;

RICHARDSKORTUM, R ;

SIVAK, MV ;

FITZMAURICE, M ;

RAVA, RP ;

BOYCE, GA ;

DOXTADER, M ;

BLACKMAN, R ;

IVANC, TB ;

HAYES, GB ;

FELD, MS ;

PETRAS, RE .

GASTROINTESTINAL ENDOSCOPY, 1990, 36 (02) :105-111

[9] Synthesis and characterization of ruthenium complexes with substituted pyrazino[2,3-f][1,10]-phenanthroline (= Rppl; R =Me, COOH, COOMe) [J].

Delgadillo, A ;

Romo, P ;

Leiva, AM ;

Loeb, B .

HELVETICA CHIMICA ACTA, 2003, 86 (06) :2110-2120

[10] Aryl-modified ruthenium bis(terpyridine) complexes:: Quantum yield of 1O2 generation and photocleavage on DNA [J].

Ding, HY ;

Wang, XS ;

Song, LQ ;

Chen, JR ;

Yu, JH ;

Chao-Li ;

Zhang, BW .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2006, 177 (2-3) :286-294

← 1 2 3 4 5 6 7 8 →