2020 |
Herrera, B A; Bruna, T C; Sierpe, R A; Lang, E P; Urzúa, M; Flores, M I; Jara, P; Yutronic, N A Surface Functionalized with Per-(6-Amino-6-Deoxy)-Β-Cyclodextrin for Potential Organic Pollutant Removal from Water Artículo de revista Carbohydrate Polymers, 233 (7), pp. 115865, 2020, ISSN: 0144-8617. Resumen | Enlaces | BibTeX | Etiquetas: activity, calculations, cyclodextrin, Surface Functionalized @article{RN75, title = {A Surface Functionalized with Per-(6-Amino-6-Deoxy)-Β-Cyclodextrin for Potential Organic Pollutant Removal from Water}, author = {B A Herrera and T C Bruna and R A Sierpe and E P Lang and M. Urz\'{u}a and M I Flores and P. Jara and N. Yutronic}, url = {http://www.sciencedirect.com/science/article/pii/S0144861720300394}, doi = {https://doi.org/10.1016/j.carbpol.2020.115865}, issn = {0144-8617}, year = {2020}, date = {2020-01-01}, journal = {Carbohydrate Polymers}, volume = {233}, number = {7}, pages = {115865}, publisher = {2012 Elsevier Inc.}, abstract = {In this work, we present a solid silicon substrate functionalized with modified β-cyclodextrin monolayers as an optimal surface for organic contaminant uptake. The inclusion and capture of three potential pollutants, 4-chlorophenoxyacetic acid, 4-aminobenzoic acid and phenylethylamine, were studied. 1H-NMR and ROESY studies revealed the complete inclusion and details of the conformational orientation of the three guests in the per-(6-amino-6-deoxy)-β-cyclodextrin matrix, forming three new inclusion complexes that have not yet been reported. Capture assays for the guests were carried out by immersing the substrates in an aqueous pollutant solution and by measuring the UV\textendashvis spectra. This substrate showed a high sorption capacity at equilibrium, between 2.5 × 10−5 and 6.0 × 10−5 mmol/substrate, for the studied pollutants. In addition, this surface can be reused four times with an efficiency equal to the initial use. Therefore, it could be a versatile platform that could be applied for the capture of other organic pollutants from water.}, keywords = {activity, calculations, cyclodextrin, Surface Functionalized}, pubstate = {published}, tppubtype = {article} } In this work, we present a solid silicon substrate functionalized with modified β-cyclodextrin monolayers as an optimal surface for organic contaminant uptake. The inclusion and capture of three potential pollutants, 4-chlorophenoxyacetic acid, 4-aminobenzoic acid and phenylethylamine, were studied. 1H-NMR and ROESY studies revealed the complete inclusion and details of the conformational orientation of the three guests in the per-(6-amino-6-deoxy)-β-cyclodextrin matrix, forming three new inclusion complexes that have not yet been reported. Capture assays for the guests were carried out by immersing the substrates in an aqueous pollutant solution and by measuring the UV–vis spectra. This substrate showed a high sorption capacity at equilibrium, between 2.5 × 10−5 and 6.0 × 10−5 mmol/substrate, for the studied pollutants. In addition, this surface can be reused four times with an efficiency equal to the initial use. Therefore, it could be a versatile platform that could be applied for the capture of other organic pollutants from water. |
2018 |
Silva, N; Riveros, A; Yutronic, N; Lang, E; Chornik, B; Guerrero, S; Samitier, J; Jara, P; Kogan, M J Photothermally Controlled Methotrexate Release System Using Beta-Cyclodextrin and Gold Nanoparticles Artículo de revista Nanomaterials, 8 (12), 2018, ISSN: 2079-4991. Resumen | Enlaces | BibTeX | Etiquetas: binding, citrate complex, compound, cyclodextrin, delivery delivery, gold hepatotoxicity, inclusion irradiation, laser, methotrexate, nanoparticles, oxidative photothermal release, stabilization, stress, system, therapy @article{RN392, title = {Photothermally Controlled Methotrexate Release System Using Beta-Cyclodextrin and Gold Nanoparticles}, author = { N. Silva and A. Riveros and N. Yutronic and E. Lang and B. Chornik and S. Guerrero and J. Samitier and P. Jara and M.J. Kogan}, url = {/brokenurl#<Go to ISI>://WOS:000455323100023}, doi = {10.3390/nano8120985}, issn = {2079-4991}, year = {2018}, date = {2018-01-01}, journal = {Nanomaterials}, volume = {8}, number = {12}, abstract = {The inclusion compound (IC) of cyclodextrin (CD) containing the antitumor drug Methotrexate (MTX) as a guest molecule was obtained to increase the solubility of MTX and decrease its inherent toxic effects in nonspecific cells. The IC was conjugated with gold nanoparticles (AuNPs), obtained by a chemical method, creating a ternary intelligent delivery system for MTX molecules, based on the plasmonic properties of the AuNPs. Irradiation of the ternary system, with a laser wavelength tunable with the corresponding surface plasmon of AuNPs, causes local energy dissipation, producing the controlled release of the guest from CD cavities. Finally, cell viability was evaluated using MTS assays for beta-CD/MTX and AuNPs + beta-CD/MTX samples, with and without irradiation, against HeLa tumor cells. The irradiated sample of the ternary system AuNPs + beta-CD/MTX produced a diminution in cell viability attributed to the photothermal release of MTX.}, keywords = {binding, citrate complex, compound, cyclodextrin, delivery delivery, gold hepatotoxicity, inclusion irradiation, laser, methotrexate, nanoparticles, oxidative photothermal release, stabilization, stress, system, therapy}, pubstate = {published}, tppubtype = {article} } The inclusion compound (IC) of cyclodextrin (CD) containing the antitumor drug Methotrexate (MTX) as a guest molecule was obtained to increase the solubility of MTX and decrease its inherent toxic effects in nonspecific cells. The IC was conjugated with gold nanoparticles (AuNPs), obtained by a chemical method, creating a ternary intelligent delivery system for MTX molecules, based on the plasmonic properties of the AuNPs. Irradiation of the ternary system, with a laser wavelength tunable with the corresponding surface plasmon of AuNPs, causes local energy dissipation, producing the controlled release of the guest from CD cavities. Finally, cell viability was evaluated using MTS assays for beta-CD/MTX and AuNPs + beta-CD/MTX samples, with and without irradiation, against HeLa tumor cells. The irradiated sample of the ternary system AuNPs + beta-CD/MTX produced a diminution in cell viability attributed to the photothermal release of MTX. |
2016 |
Silva, N; Moris, S; Diaz, M; Yutronic, N; Lang, E; Chornik, B; Kogan, M J; Jara, P Evidence of the Disassembly of Alpha-Cyclodextrin-Octylamine Inclusion Compounds Conjugated to Gold Nanoparticles Via Thermal and Photothermal Effects Artículo de revista Molecules, 21 (11), 2016. Resumen | Enlaces | BibTeX | Etiquetas: beta-cyclodextrin, complex, compounds, constants, core crystals, cyclodextrin, effects, gold inclusion nanoparticles, octylamine, photothermal @article{RN301, title = {Evidence of the Disassembly of Alpha-Cyclodextrin-Octylamine Inclusion Compounds Conjugated to Gold Nanoparticles Via Thermal and Photothermal Effects}, author = { N. Silva and S. Moris and M. Diaz and N. Yutronic and E. Lang and B. Chornik and M.J. Kogan and P. Jara}, url = {/brokenurl#<Go to ISI>://WOS:000389918200026}, doi = {10.3390/molecules21111444}, year = {2016}, date = {2016-01-01}, journal = {Molecules}, volume = {21}, number = {11}, abstract = {Cyclodextrin (CD) molecules form inclusion compounds (ICs), generating dimers that are capable of encapsulating molecules derived from long-chain hydrocarbons. The aim of this study is to evaluate the structural changes experienced by ICs in solution with increasing temperatures. For this, a nuclear magnetic resonance (H-1-NMR) titration was performed to determinate the stoichiometric alpha-cyclodextrin (alpha-CD):octylamine (OA) 2:1 and binding constant (k = 2.16 M-2) of ICs. Solution samples of alpha-CD-OA ICs conjugated with gold nanoparticles (AuNPs) were prepared, and H-1-NMR spectra at different temperatures were recorded. Comparatively, H-1-NMR spectra of the sample irradiated with a laser with tunable wavelengths, with plasmons of conjugated AuNPs, were recorded. In this work, we present evidence of the disassembly of ICs conjugated with AuNPs. Thermal studies demonstrated that, at 114 degrees C, there are reversible rearrangements of the host and guests in the ICs in a solid state. Migration movements of the guest molecules from the CD cavity were monitored via temperature-dependent H-1-NMR, and were verified comparing the chemical shifts of octylamine dissolved in deuterated dimethylsulfoxide (DMSO-d(6)) with the OA molecule included in alpha-CD dissolved in the same solvent. It was observed that, at 117 degrees C, OA exited the alpha-CD cavity. CD IC dimer disassembly was also observed when the sample was irradiated with green laser light.}, keywords = {beta-cyclodextrin, complex, compounds, constants, core crystals, cyclodextrin, effects, gold inclusion nanoparticles, octylamine, photothermal}, pubstate = {published}, tppubtype = {article} } Cyclodextrin (CD) molecules form inclusion compounds (ICs), generating dimers that are capable of encapsulating molecules derived from long-chain hydrocarbons. The aim of this study is to evaluate the structural changes experienced by ICs in solution with increasing temperatures. For this, a nuclear magnetic resonance (H-1-NMR) titration was performed to determinate the stoichiometric alpha-cyclodextrin (alpha-CD):octylamine (OA) 2:1 and binding constant (k = 2.16 M-2) of ICs. Solution samples of alpha-CD-OA ICs conjugated with gold nanoparticles (AuNPs) were prepared, and H-1-NMR spectra at different temperatures were recorded. Comparatively, H-1-NMR spectra of the sample irradiated with a laser with tunable wavelengths, with plasmons of conjugated AuNPs, were recorded. In this work, we present evidence of the disassembly of ICs conjugated with AuNPs. Thermal studies demonstrated that, at 114 degrees C, there are reversible rearrangements of the host and guests in the ICs in a solid state. Migration movements of the guest molecules from the CD cavity were monitored via temperature-dependent H-1-NMR, and were verified comparing the chemical shifts of octylamine dissolved in deuterated dimethylsulfoxide (DMSO-d(6)) with the OA molecule included in alpha-CD dissolved in the same solvent. It was observed that, at 117 degrees C, OA exited the alpha-CD cavity. CD IC dimer disassembly was also observed when the sample was irradiated with green laser light. |
2014 |
Diaz, M; Silva, N; Yutronic, N; Pena, E; Chornik, B; Jara, P Gamma-Cyclodextrin/Alkylthiol Inclusion Compounds Crystals as Substrates for the Formation and Immobilization of Gold Nanoparticles Produced by Magnetron Sputtering Artículo de revista Journal of Inclusion Phenomena and Macrocyclic Chemistry, 80 (1-2), pp. 133-138, 2014, ISSN: 1388-3127. Resumen | Enlaces | BibTeX | Etiquetas: complexes compounds, cyclodextrin, gold inclusion magnetron nanoparticles, sputtering, stability @article{RN199, title = {Gamma-Cyclodextrin/Alkylthiol Inclusion Compounds Crystals as Substrates for the Formation and Immobilization of Gold Nanoparticles Produced by Magnetron Sputtering}, author = { M. Diaz and N. Silva and N. Yutronic and E. Pena and B. Chornik and P. Jara}, url = {/brokenurl#<Go to ISI>://WOS:000341814600017}, doi = {10.1007/s10847-014-0417-3}, issn = {1388-3127}, year = {2014}, date = {2014-01-01}, journal = {Journal of Inclusion Phenomena and Macrocyclic Chemistry}, volume = {80}, number = {1-2}, pages = {133-138}, abstract = {In this work, we report the nanodecoration of microcrystals of inclusion compound (IC) of gamma-cyclodextrin (gamma-CD) that contain octanethiol, decanethiol and dodecanethiol. Crystals of these ICs provide a suitable environment for nucleation, growth and immobilization of gold nanoparticles that were obtained by the magnetron sputtering technique. The use of gamma-CD IC substrates with a specific surface morphology (i.e., the functional group of the guest molecule faces outward preferentially from a crystal plane) is an efficient method for the preparation of AuNPs with low size dispersion, which is due to the high affinity between the functional group of the surfactant alkylthiol guest with the metal nanoparticles.}, keywords = {complexes compounds, cyclodextrin, gold inclusion magnetron nanoparticles, sputtering, stability}, pubstate = {published}, tppubtype = {article} } In this work, we report the nanodecoration of microcrystals of inclusion compound (IC) of gamma-cyclodextrin (gamma-CD) that contain octanethiol, decanethiol and dodecanethiol. Crystals of these ICs provide a suitable environment for nucleation, growth and immobilization of gold nanoparticles that were obtained by the magnetron sputtering technique. The use of gamma-CD IC substrates with a specific surface morphology (i.e., the functional group of the guest molecule faces outward preferentially from a crystal plane) is an efficient method for the preparation of AuNPs with low size dispersion, which is due to the high affinity between the functional group of the surfactant alkylthiol guest with the metal nanoparticles. |
2013 |
Herrera, B; Adura, C; Yutronic, N; Kogan, M J; Jara, P Selective Nanodecoration of Modified Cyclodextrin Crystals with Gold Nanorods Artículo de revista Journal of Colloid and Interface Science, 389 , pp. 42-45, 2013, ISSN: 0021-9797. Resumen | Enlaces | BibTeX | Etiquetas: alpha-cyclodextrin, cationic complex compound, compounds, cyclodextrin, deposition, gold inclusion nanodecoration, nanoparticles, nanorods, surfactants @article{RN138, title = {Selective Nanodecoration of Modified Cyclodextrin Crystals with Gold Nanorods}, author = { B. Herrera and C. Adura and N. Yutronic and M.J. Kogan and P. Jara}, url = {/brokenurl#<Go to ISI>://WOS:000310763900006}, doi = {10.1016/j.jcis.2012.08.027}, issn = {0021-9797}, year = {2013}, date = {2013-01-01}, journal = {Journal of Colloid and Interface Science}, volume = {389}, pages = {42-45}, publisher = {2012 Elsevier Inc.}, abstract = {Gold nanorods (AuNRs) stabilized by cetyltrimethylammonium bromide (CTAB) were deposited onto crystals of alpha-cyclodextrin (alpha-CD) inclusion compounds (ICs) that contained octanethiol (OT) as guest molecules. The nanodecoration was produced specifically at the 001 crystal planes through interaction between the -SH groups of the ICs and the AuNRs.}, keywords = {alpha-cyclodextrin, cationic complex compound, compounds, cyclodextrin, deposition, gold inclusion nanodecoration, nanoparticles, nanorods, surfactants}, pubstate = {published}, tppubtype = {article} } Gold nanorods (AuNRs) stabilized by cetyltrimethylammonium bromide (CTAB) were deposited onto crystals of alpha-cyclodextrin (alpha-CD) inclusion compounds (ICs) that contained octanethiol (OT) as guest molecules. The nanodecoration was produced specifically at the 001 crystal planes through interaction between the -SH groups of the ICs and the AuNRs. |