Water-soluble two-photon absorbing-nitrosyl complex for light-activated therapy through nitric oxide release

被引:56
作者
Zheng, Qingdong [1 ]
Bonoiu, Adela [1 ]
Ohulchanskyy, Tymish Y. [1 ]
He, Guang S. [1 ]
Prasad, Paras N. [1 ]
机构
[1] SUNY Buffalo, Dept Chem, Inst Lasers Photon & Biophoton, Buffalo, NY 14260 USA
关键词
NO release; two-photon absorption; nitrosyl complex; light-dependent cytotoxicity;
D O I
10.1021/mp700117s
中图分类号
R-3 [医学研究方法]; R3 [基础医学];
学科分类号
1001 ;
摘要
A water-soluble nitrosyl complex with large two-photon absorption was synthesized by incorporating a two-photon absorbing chromophore with tetra(ethylene glycol) units, into the Roussin's red salt. The nitrosyl complex exhibits quenched emission due to energy transfer from the two-photon chromophore to the Roussin's red salt. The nitric oxide (NO) release induced by one- or two-photon irradiation was detected by EPR spectroscopy with a chemical probe, the Fe(II)-N-(dithiocarbamoyl)-N-methyl-D-glucamine (Fe-MGD) complex. Increased one- or two-photon excited fluorescence, with a concomitant photochemical release of NO, was observed upon one- or two-photon light irradiation. With the observed light-dependent cytotoxicity against cancer cells of the water-soluble nitrosyl complex, it was demonstrated that two-photon-functionalized nitrosyl complexes can be effective NO donors for light-activated treatment.
引用
收藏
页码:389 / 398
页数:10
相关论文
共 35 条
[1]   Two-photon fluorescence excitation cross sections of biomolecular probes from 690 to 960 nm [J].
Albota, MA ;
Xu, C ;
Webb, WW .
APPLIED OPTICS, 1998, 37 (31) :7352-7356
[2]   A nitric oxide-releasing polydiazeniumdiolate derived from acetonitrile [J].
Arnold, EV ;
Citro, ML ;
Keefer, LK ;
Hrabie, JA .
ORGANIC LETTERS, 2002, 4 (08) :1323-1325
[3]   Photobleaching of sensitisers used in photodynamic therapy [J].
Bonnett, R ;
Martínez, G .
TETRAHEDRON, 2001, 57 (47) :9513-9547
[4]   Controlled photochemical release of nitric oxide from O2-naphthylmethyl- and O2-naphthylallyl-substituted diazeniumdiolates [J].
Bushan, KM ;
Xu, H ;
Ruane, PH ;
D'Sa, RA ;
Pavlos, CM ;
Smith, JA ;
Celius, TC ;
Toscano, JP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (43) :12640-12641
[5]   Nitric oxide releasing morpholine derivatives as hypolipidemic and antioxidant agents [J].
Chrysselis, MC ;
Rekka, EA ;
Siskou, IC ;
Kourounakis, PN .
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (24) :5406-5409
[6]   Role of nitric oxide in cell-mediated tumor cytotoxicity [J].
Cifone, MG ;
Cironi, L ;
Meccia, MA ;
Roncaioli, P ;
Festuccia, C ;
DeNuntiis, G ;
DAlo, S ;
Santoni, A .
ADVANCES IN NEUROIMMUNOLOGY, 1995, 5 (04) :443-461
[7]   Synthesis of ferrocenethiols containing oligo(phenylenevinylene) bridges and their characterization on gold electrodes [J].
Dudek, SP ;
Sikes, HD ;
Chidsey, CED .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (33) :8033-8038
[8]   Release of nitric oxide from a sol-gel hybrid material containing a photoactive manganese nitrosyl upon illumination with visible light [J].
Eroy-Reveles, Aura A. ;
Leung, Yvonne ;
Mascharak, Pradip K. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (22) :7166-7167
[9]   Photochemistry of metal nitrosyl complexes. Delivery of nitric oxide to biological targets [J].
Ford, PC ;
Bourassa, J ;
Miranda, K ;
Lee, B ;
Lorkovic, I ;
Boggs, S ;
Kudo, S ;
Laverman, L .
COORDINATION CHEMISTRY REVIEWS, 1998, 171 :185-202
[10]   Role of endogenous nitric oxide in the nitric oxide donor-induced plasma extravasation of mouse skin [J].
Fujii, E ;
Wada, K ;
Ishida, H ;
Yoshioka, T ;
Muraki, T .
EUROPEAN JOURNAL OF PHARMACOLOGY, 1999, 377 (2-3) :219-222