Supramolecular Assemblies Based on Complexes of Nonionic Amphiphilic Cyclodextrins and a meso-Tetra(4-sulfonatophenyl)porphine Tributyltin(IV) Derivative: Potential Nanotherapeutics against Mel

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• 作者：Antonino Mazzaglia ; Maria Luisa Bond矛 ; Angela Scala ; Francesca Zito ; Giovanna Barbieri ; Francesco Crea ; Giuseppina Vianelli ; Placido Mineo ; Tiziana Fiore ; Claudia Pellerito ; Lorenzo Pellerito ; Maria Assunta Costa
• 刊名：Biomacromolecules
• 出版年：2013
• 出版时间：November 11, 2013
• 年：2013
• 卷：14
• 期：11
• 页码：3820-3829
• 全文大小：568K
• 年卷期：v.14,no.11(November 11, 2013)
• ISSN：1526-4602

文摘

Amphiphilic cyclodextrin (ACyD) provides water-soluble and adaptable nanovectors by modulating the balance between the hydrophobic and hydrophilic chains at both CyD sides. This work aimed to design nanoassemblies based on nonionic and hydrophilic ACyD (SC6OH) for the delivery of a poor-water-soluble organotin(IV)-porphyrin derivative [(Bu₃Sn)₄TPPS] to melanoma cancer cells. To characterize the porphyrin derivatives under simulated physiological conditions, a speciation was performed using complementary techniques. In aqueous solution (鈮?0 渭M), (Bu₃Sn)₄TPPS primarily exists as a monomer (2 in Figure 1), as suggested by the low static anisotropy (蟻 鈮?0.02) with a negligible formation of porphyrin supramolecular aggregates. MALDI-TOF spectra indicate the presence of moieties (i.e., [(Bu₃Sn)₃TPPS]^{鈭?/sup>) that are derivatives of the monomeric species. Spectrofluorimetry coupled with potentiometric measurements primarily assesses the presence of the hydrolytic [(Bu₃Sn)₄TPPS (OH)₄]4鈥?/sup> species under physiological conditions. Nanoassemblies of (Bu₃Sn)₄TPPS/SC6OH were prepared by dispersion of organic films in PBS at pH 7.4 and were investigated using a combination of spectroscopic and morphological techniques. The UV鈥搗is and emission fluorescence spectra of the (Bu₃Sn)₄TPPS/SC6OH reveal shifts in the peculiar bands of the organotin(IV)-porphyrin derivative due to its interaction with the ACyD supramolecular assemblies in aqueous solution. The mean size was within the range of 100鈥?20 nm. The 尉-potential was negative (鈭?6 mV) for the (Bu₃Sn)₄TPPS/SC6OH nanoassemblies, with an entrapment efficiency of approximately 67%. The intracellular delivery, cytotoxicity, nuclear morphology and cell growth kinetics were evaluated via fluorescence microscopy on A375 human melanoma cells. The delivery of (Bu₃Sn)₄TPPS by ACyD with respect to free (Bu₃Sn)₄TPPS increases the internalization efficiency and cytotoxicity to induce apoptotic cell death and, at lower concentrations, changes the cellular morphology and prevents cell proliferation.}