Hybrid photoactive fullerene derivative-ruboxyl nanostructures for photodynamic therapy

被引:25
作者
Kotelnikov, Alexander I. [1 ]
Rybkin, Alexander Yu. [1 ]
Khakina, Ekaterina A. [1 ]
Kornev, Alexey B. [1 ]
Barinov, Alexander V. [1 ]
Goryachev, Nikolay S. [1 ]
Ivanchikhina, Anastasiya V. [1 ]
Peregudov, Alexander S. [2 ]
Martynenkoa, Vyacheslav M. [1 ]
Troshin, Pavel A. [1 ]
机构
[1] IPCP RAS, Chernogolovka 141432, Russia
[2] INEOS RAS, Moscow 119991, Russia
关键词
ELECTRON-TRANSFER; ZINC PORPHYRIN; BORON DIPYRRIN; C-60; MEMBRANES; C60CL6; MODEL;
D O I
10.1039/c3ob40136g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Here we report the investigation of photophysical properties and photodynamic action of two novel water soluble hybrid molecular structures based on [60] fullerene dyads bearing covalently attached residues of anthracycline antibiotic "ruboxyl". Molecular structures of the designed compounds were confirmed by IR and UV-VIS absorption spectroscopy, electrospray mass spectrometry (compound 5), and H-1 and C-13 NMR spectroscopy. Dynamic light scattering, steady-state and kinetic fluorimetry and UV-VIS absorption spectroscopy techniques were used to study the behavior of the synthesized hybrid molecular structures in aqueous solutions. Photodynamic activity of the compounds was evaluated by monitoring the O-2(-) generation under visible light irradiation using the NBT test. It has been shown that the anthracycline chromophore (ruboxyl moiety possesses no photodynamic activity) behaves as an efficient photosensitizer for the fullerene core operating via the energy and/or the electron transfer pathways. The presented approach opens up wide opportunities for the design of various fullerene-based donor-acceptor systems with enhanced photodynamic properties potentially suitable for biomedicinal applications.
引用
收藏
页码:4397 / 4404
页数:8
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