Anticancer activity of hydroxy- and sulfonamide-azobenzene platinum(II) complexes in cisplatin-resistant ovarian cancer cells

被引：24

作者：

Samper, Katia G. ^{[1
,2
]}

Marker, Sierra C. ^{[1
]}

Bayon, Pau ^{[2
]}

MacMillan, Samantha N. ^{[1
]}

Keresztes, Ivan ^{[1
]}

Palacios, Oscar ^{[2
]}

Wilson, Justin J. ^{[1
]}

机构：

[1] Cornell Univ, Dept Chem & Chem Biol, Ithaca, NY 14853 USA

[2] Univ Autonoma Barcelona, Dept Quim, Fac Ciencies, E-08193 Barcelona, Spain

来源：

JOURNAL OF INORGANIC BIOCHEMISTRY | 2017年 / 174卷

关键词：

Cisplatin; Cisplatin resistance; Antitumor drug; Ovarian cancer; Azobenzene; Photodynamic therapy; PHOTOSWITCHABLE ARENE RUTHENIUM; DIMETHYLSULFOXIDE COMPLEXES; PHOTODYNAMIC THERAPY; CLINICAL-USE; PT-195; NMR; DNA; CYTOTOXICITY; LIGANDS; AGENTS; CARBOPLATIN;

D O I：

10.1016/j.jinorgbio.2017.06.003

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：

The syntheses of three platinum(II) complexes bearing sulfonamide- ((E)-2-(4-methylphenylsulfonamido)-2',6'-difluoroazobenzene, HL1) and hydroxy-azo-2,6-difluorobenzene ((E)-2-((2,6-difluorophenyl)diazenyl)phenol, HL2) bidentate ligands is described. These complexes, [Pt(L1)(DMSO)Cl] (1), [Pt(L2)(DMSO)Cl] (2), and [Pt (L2)(2)] (3), were characterized by multinuclear NMR spectroscopy, mass spectrometry, and X-ray crystallography. Despite bearing azobenzene functional groups, none of the three complexes undergo photoisomerization. The anticancer activities of these complexes were evaluated in wild-type (A2780) and cisplatin-resistant (A2780CP70) ovarian cancer cells. All three complexes exhibited IC50 values below 10 mu M and displayed similar activity in both A2780 and A2780CP70 cell lines, indicating that they are not cross-resistant with cisplatin. The DNA-binding properties of 1-3 were investigated by circular dichroism spectroscopy and by agarose gel electrophoresis. Both studies suggest that 1 and 2 form monofunctional DNA adducts.

引用

页码：102 / 110

页数：9

共 49 条

[1] Recent updates in the clinical use of platinum compounds for the treatment of lung, breast, and genitourinary tumors and myeloma [J].

Belani, CP .

SEMINARS IN ONCOLOGY, 2004, 31 (06) :25-33

[2] DNA UNWINDING PRODUCED BY SITE-SPECIFIC INTRASTRAND CROSS-LINKS OF THE ANTITUMOR DRUG CIS-DIAMMINEDICHLOROPLATINUM(II) [J].

BELLON, SF ;

COLEMAN, JH ;

LIPPARD, SJ .

BIOCHEMISTRY, 1991, 30 (32) :8026-8035

[3] BIOPHYSICAL STUDIES OF THE MODIFICATION OF DNA BY ANTITUMOR PLATINUM COORDINATION-COMPLEXES [J].

BRABEC, V ;

KLEINWACHTER, V ;

BUTOUR, JL ;

JOHNSON, NP .

BIOPHYSICAL CHEMISTRY, 1990, 35 (2-3) :129-141

[4] Photoswitchable arene ruthenium and pentamethylcyclopentadienyl rhodium complexes containing o-sulfonamide azobenzene ligands: Synthesis, characterization and cytotoxicity [J].

Deo, Claire ;

Wang, Huan ;

Bogliotti, Nicolas ;

Zang, Yi ;

Retailleau, Pascal ;

He, Xiao-Peng ;

Li, Jia ;

Xie, Juan .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2016, 820 :111-119

[5] Triphenylphosphine Photorelease and Induction of Catalytic Activity from Ruthenium-Arene Complexes Bearing a Photoswitchable o-Tosylamide Azobenzene Ligand [J].

Deo, Claire ;

Bogliotti, Nicolas ;

Retailleau, Pascal ;

Xie, Juan .

ORGANOMETALLICS, 2016, 35 (16) :2694-2700

[6] Photoswitchable Arene Ruthenium Complexes Containing o-Sulfonamide Azobenzene Ligands [J].

Deo, Claire ;

Bogliotti, Nicolas ;

Metivier, Remi ;

Retailleau, Pascal ;

Xie, Juan .

ORGANOMETALLICS, 2015, 34 (24) :5775-5784

[7] Photosensitized singlet oxygen and its applications [J].

DeRosa, MC ;

Crutchley, RJ .

COORDINATION CHEMISTRY REVIEWS, 2002, 233 :351-371

[8] Photodynamic therapy for cancer [J].

Dolmans, DEJGJ ;

Fukumura, D ;

Jain, RK .

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

[9] Phenylazo-pyridine and phenylazo-pyrazole chlorido ruthenium(II) arene complexes: Arene loss, aquation, and cancer cell cytotoxicity [J].

Dougan, Sarah J. ;

Melchart, Michael ;

Habtemariam, Abraha ;

Parsons, Simon ;

Sadler, Peter J. .

INORGANIC CHEMISTRY, 2006, 45 (26) :10882-10894

[10] Catalytic organometallic anticancer complexes [J].

Dougan, Sarah J. ;

Habtemariam, Abraha ;

McHale, Sarah E. ;

Parsons, Simon ;

Sadler, Peter J. .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2008, 105 (33) :11628-11633

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