Laboratory of Photochemistry, Department of Drug Sciences, University of Catania, Viale Andrea Doria 6, I-95125 Catania, Italy.
Chem Asian J. 2012 Dec;7(12):2888-94. doi: 10.1002/asia.201200640. Epub 2012 Sep 27.
Herein we report the design, preparation, and properties of a supramolecular system based on a tailored nitric oxide (NO) photodonor and a rhodamine-labeled β-cyclodextrin conjugate. The combination of spectroscopic and photochemical experiments shows the absence of significant interchromophoric interactions between the host and the guest in the excited states. As a result, the complex is able to release NO under the exclusive control of visible light, as unambiguously demonstrated by direct detection of this transient species through an amperometric technique, and exhibits the typical red fluorescence of the rhodamine appendage. The supramolecular complex effectively internalizes in HeLa cancer cells as proven by fluorescence microscopy, shows a satisfactory biocompatibility in the dark, and induces about 50% of cell mortality upon irradiation with visible light. The convergence of all these properties in one single complex makes the present host-guest ensemble an appealing candidate for further delevopment of photoactivatable nanoscaled systems addressed to photostimulated NO-based therapy.
在此，我们报告了一种基于定制的一氧化氮（NO）光供体和罗丹明标记的β-环糊精缀合物的超分子系统的设计、制备和性质。光谱和光化学实验的结合表明，在激发态下主体和客体之间不存在显著的发色团间相互作用。因此，该配合物能够在可见光的独家控制下释放 NO，通过电流测定技术直接检测这种瞬态物质可明确证明这一点，并且表现出罗丹明附属物的典型红色荧光。荧光显微镜证明超分子配合物有效地内化到 HeLa 癌细胞中，在黑暗中具有令人满意的生物相容性，并且在可见光照射下诱导约 50%的细胞死亡。所有这些性质在一个单一的配合物中的收敛使得目前的主客体配合物成为进一步开发用于基于光刺激的 NO 的光活化纳米级系统的有吸引力的候选物。
