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1.
J Phys Chem B ; 128(28): 6940-6950, 2024 Jul 18.
Artículo en Inglés | MEDLINE | ID: mdl-38956449

RESUMEN

Two ionic liquids (ILs) with amphiphilic properties composed of 1-butyl-3-methylimidazolium dioctylsulfosuccinate (bmim-AOT) and 1-hexyl-3-methylimidazolium dioctylsulfosuccinate (hmim-AOT) form unilamellar vesicles spontaneously simply by dissolving the IL-like surfactant in water. These novel vesicles were characterized using two different and highly sensitive fluorescent probes: 6-propionyl-2-(dimethylaminonaphthalene) (PRODAN) and trans-4-[4-(dimethylamino)-styryl]-1-methylpyridinium iodide (HC). These fluorescent probes provide information about the physicochemical properties of the bilayer, such as micropolarity, microviscosity, and electron-donor capacity. In addition, the biocompatibility of these vesicles with the blood medium was evaluated, and their toxicity was determined using Dictyostelium discoideum amoebas. First, using PRODAN and HC, it was found that the bilayer composition and the chemical structure of the ions at the interface produced differences between both amphiphiles, making the vesicles different. Thus, the bilayer of hmim-AOT vesicles is less polar, more rigid, and has a lower electron-donor capacity than those made by bmim-AOT. Finally, the results obtained from the hemolysis studies and the growth behavior of unicellular amoebas, particularly utilizing the D. discoideum assay, showed that both vesicular systems do not produce toxic effects up to a concentration of 0.02 mg/mL. This elegant assay, devoid of animal usage, highlights the potential of these newly organized systems for the delivery of drugs and bioactive molecules of different polarities.


Asunto(s)
Líquidos Iónicos , Tensoactivos , Liposomas Unilamelares , Líquidos Iónicos/química , Tensoactivos/química , Liposomas Unilamelares/química , Liposomas Unilamelares/metabolismo , Nanomedicina , Colorantes Fluorescentes/química , Compuestos de Piridinio/química , Imidazoles/química , Membrana Dobles de Lípidos/química
2.
J Phys Chem B ; 128(22): 5427-5436, 2024 Jun 06.
Artículo en Inglés | MEDLINE | ID: mdl-38808516

RESUMEN

5-Fluorouracil (5-FU) is an antineoplastic agent known for its low bioavailability and limited cellular penetration, often resulting in adverse effects on healthy cells. Thus, finding vehicles that enhance bioavailability, enable controlled release, and mitigate adverse effects is crucial. The study focuses on encapsulating 5-FU within soy lecithin vesicles (SLVs) and assessing its impact on the carrier's properties and functionality. Results show that incorporating 5-FU does not affect SLVs' size or polydispersity, even postlyophilization. Liberation of 5-FU from SLVs requires system disruption rather than spontaneous release, with an encapsulation efficiency of approximately 43% determined using Square Wave Voltammetry. Cytotoxicity assays on colorectal cancer cells reveal SLV-based delivery's significant efficacy, surpassing free drug solution effects with 45% cell viability after 72 h vs 73% viability. The research addresses 5-FU's limited bioavailability by creating a biocompatible nanocarrier for efficient drug delivery, highlighting SLVs as promising for targeted cancer therapy due to sustained antiproliferative effects and improved cellular uptake. The study underscores the importance of tailored drug delivery systems in enhancing therapeutic outcomes and suggests SLV/5-FU formulations as a potential advancement in cancer treatment strategies.


Asunto(s)
Supervivencia Celular , Portadores de Fármacos , Fluorouracilo , Glycine max , Lecitinas , Fluorouracilo/química , Fluorouracilo/farmacología , Lecitinas/química , Humanos , Portadores de Fármacos/química , Supervivencia Celular/efectos de los fármacos , Glycine max/química , Liberación de Fármacos , Técnicas Electroquímicas , Nanopartículas/química
3.
Langmuir ; 40(3): 1869-1877, 2024 01 23.
Artículo en Inglés | MEDLINE | ID: mdl-38194363

RESUMEN

Characterization studies of 1-butyl-3-methyl-imidazolium bis(2-ethylhexyl) sulfosuccinate vesicles at different pH values have been carried out by using liquid surface tension, transmission electron microscopy, and dynamic light scattering. The results show that there are no vesicle changes in its size and negative Z potential at pH 3, 6, and 10. Furthermore, indomethacin and 1-naphthol, both pH-dependent, electroactive, and fluorescence probes, were used to further characterize the bilayer employing electrochemical and emission techniques. The partition of indomethacin and 1-naphthol between the water and bilayer pseudophases only occurs for the neutral species and does not happen for the anionic species because the highly negative Z bilayer potential prevents incorporation due to negative repulsion. For the neutral species, the partition constant values were evaluated by square wave voltammetry and emission spectroscopy. Finally, for the indomethacin incorporated into the vesicle bilayer at pH 3, the release profile was monitored over time at pH 6. It was found that a change in the pH values causes the complete release of indomethacin after 25 min, which led us to think that the vesicles presented in this work can be used as a pH-sensitive nanocarrier for neutral pH-sensitive drugs.


Asunto(s)
Indometacina , Naftoles , Succinatos , Espectrometría de Fluorescencia , Concentración de Iones de Hidrógeno
4.
Langmuir ; 40(1): 657-667, 2024 01 09.
Artículo en Inglés | MEDLINE | ID: mdl-38100549

RESUMEN

Vesicles formed by phospholipids are promising candidates for drug delivery. It is known that the lipid composition affects properties such as the rigidity-fluidity of the membrane and that it influences the bilayer permeability, but sometimes sophisticated techniques are selected to monitor them. In this work, we study the bilayer of different unilamellar vesicles composed of different lipids (1,2-dioleoyl-sn-glycero-3-phosphocholine, DOPC, and lecithin) and diverse techniques such as extruder and electrospun templates and using 6-propionyl-2-(N,N-dimethyl) aminonaphthalene (PRODAN) and its photophysics. Moreover, we were able to monitor the influence of cholesterol on the bilayers. We demonstrate that the bilayer properties can be evaluated using the emission feature of the molecular probe PRODAN. This fluorescent probe gives relevant information on the polarity and fluidity of the microenvironment for unilamellar vesicles formed by two different methods. The PRODAN emission at 434 nm suggests that the bilayer properties significantly change if DOPC or lecithin is used in the vesicle preparation especially in their fluidity. Moreover, cholesterol induces alterations in the bilayer's structural and microenvironmental properties to a greater or lesser degree in both vesicles. Thus, we propose an easy and elegant way to evaluate physicochemical properties, which is fundamental for manufacturing vesicles as a drug delivery system, simply by monitoring the molecular probe emission band centered at 434 nm, which corresponds to the PRODAN species deep inside the bilayer.


Asunto(s)
Fosfolípidos , Liposomas Unilamelares , Fosfolípidos/química , Liposomas Unilamelares/química , Lecitinas , Membrana Dobles de Lípidos/química , Sondas Moleculares , Colesterol/química , Fosfatidilcolinas/química
5.
Braz J Biol ; 83: e274475, 2023.
Artículo en Inglés | MEDLINE | ID: mdl-37729316

RESUMEN

Depending on the intensity and ecological successional classification of plants, light availability can become an unfavorable condition for producing high-quality seedlings. We hypothesized that applying silicon sources might contribute to inducing tolerance to different shading levels for Peltophorum dubium (Spreng.) Taub. seedlings. Two independent experiments were developed: I) the application of five doses of silicon oxide (SiO2: 0.0; 1.0; 2.0; 4.0; and 6.0 g L-1); and II) the application of five doses of potassium silicate (K2SiO3: 0.0; 5.0; 10.0; 15.0; and 20.0 mL L-1 of water). Both were associated with three shading levels: 0% (direct sunlight), 30%, and 50%. In experiment I, we observed that seedlings were more responsive to shading levels and had little influence from foliar application of SiO2, with higher growth, biomass, and quality values when grown under direct sunlight (0% shading). In experiment II, the foliar application of 20.0 mL L-1 of K2SiO3 contributed to greater heights under 0% and 30% shading. Meanwhile, under 50% shading, the dose of 5.0 K2SiO3 favored the species' growth. The application of K2SiO3 favored the increase in the dry mass of the aerial part (DMAP). The highest biomass production and seedling quality occurred under 0% and 30% shading. The 50% shaded environment was most unfavorable to the growth and quality of P. dubium seedlings. Even though the seedlings were not very responsive to silicon sources, K2SiO3 provided a greater response than SiO2. High-quality seedling production is favored when the seedlings are grown under direct sunlight (0% shading).


Asunto(s)
Fabaceae , Dióxido de Silicio , Plantones , Biomasa , Agua
6.
Braz. j. biol ; 83: e274475, 2023. graf
Artículo en Inglés | LILACS-Express | VETINDEX | ID: biblio-1513831

RESUMEN

Abstract Depending on the intensity and ecological successional classification of plants, light availability can become an unfavorable condition for producing high-quality seedlings. We hypothesized that applying silicon sources might contribute to inducing tolerance to different shading levels for Peltophorum dubium (Spreng.) Taub. seedlings. Two independent experiments were developed: I) the application of five doses of silicon oxide (SiO2: 0.0; 1.0; 2.0; 4.0; and 6.0 g L-1); and II) the application of five doses of potassium silicate (K2SiO3: 0.0; 5.0; 10.0; 15.0; and 20.0 mL L-1 of water). Both were associated with three shading levels: 0% (direct sunlight), 30%, and 50%. In experiment I, we observed that seedlings were more responsive to shading levels and had little influence from foliar application of SiO2, with higher growth, biomass, and quality values when grown under direct sunlight (0% shading). In experiment II, the foliar application of 20.0 mL L-1 of K2SiO3 contributed to greater heights under 0% and 30% shading. Meanwhile, under 50% shading, the dose of 5.0 K2SiO3 favored the species' growth. The application of K2SiO3 favored the increase in the dry mass of the aerial part (DMAP). The highest biomass production and seedling quality occurred under 0% and 30% shading. The 50% shaded environment was most unfavorable to the growth and quality of P. dubium seedlings. Even though the seedlings were not very responsive to silicon sources, K2SiO3 provided a greater response than SiO2. High-quality seedling production is favored when the seedlings are grown under direct sunlight (0% shading).


Resumo A disponibilidade luminosade dependendo da intensidade e a classificação ecológica sucessional das plantas pode se tornar uma condição desfavorável a produção de mudas de alta qualidade. Hipotetizamos que a aplicação de fontes de silício pode contribuir na indução da tolerância a diferentes níveis de sombreamento para mudas de Peltophorum dubium (Spreng.) Taub. Foram desenvolvimentos dois experimentos independentes: I) aplicação de cinco doses de óxido de silício (SiO2): 0,0; 1,0; 2,0; 4,0 e 6,0 g L-1) e II) aplicação de cinco doses de silicato de potássio (K2SiO3): 0,0; 5,0; 10,0; 15,0 e 20,0 mL L-1 de água, ambos associados a três níveis de sombreamento: 0% (pleno sol), 30% e 50%. No experimento I, observamos que as mudas foram mais responsivas aos níveis de sombreamento e pouco influenciadas pela aplicação foliar de SiO2, com maiores valores de crescimento, biomassa e qualidade quando produzidas sob pleno sol (0% sombreamento). No experimento II, a aplicação foliar de 20,0 mL L-1 de K2SiO3 contribuiu em maiores alturas sob 0% e 30%, enquanto que sob 50% de sombreamento a dose de 5,0 K2SiO3 favoreceu o crescimento da espécie. A aplicação de K2SiO3 favoreceu no incremento de massa seca da parte aérea. As maiores produções de biomassa e qualidade das mudas foram sob 0% e 30% de sombreamento. O ambiente com 50% de sombreamento foi mais desfavorável ao crescimento e qualidade das mudas de P. dubium. Embora as mudas sejam pouco responsivas as fontes de silício, o K2SiO3 contrubuiu mais do que o SiO2. A produção de mudas de alta qualidade é favorecida quando cultivadas sob pleno sol (0% de sombreamento).

7.
Pharm Res ; 39(10): 2379-2390, 2022 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-35854078

RESUMEN

The present review describes the state of the art in the conversion of pharmaceutically active ingredients (API) in amphiphilic Ionic Liquids (ILs) as alternative drug delivery systems. In particular, we focus our attention on the compounds generated by ionic exchange and without original counterions which generate different systems in comparison with the simple mixtures. In water, these new amphiphiles show similar or even better properties as surfactants in comparison with their precursors. Cations such as 1-alkyl-3-methyl-imidazolium and anions such as dioctyl sulfosuccinate or sodium dodecyl sulfate appear as the amphiphilic components most studied. In conclusion, this work shows interesting information on several promissory compounds and they appear as an interesting challenge to extend the application of ILs in the medical field.


Asunto(s)
Líquidos Iónicos , Aniones , Cationes , Ácido Dioctil Sulfosuccínico , Micelas , Dodecil Sulfato de Sodio , Tensoactivos , Agua
8.
J Phys Chem B ; 125(48): 13203-13211, 2021 12 09.
Artículo en Inglés | MEDLINE | ID: mdl-34788537

RESUMEN

Ionic liquids (ILs) have received attention for many years due to them being very promising as green solvent substitutes, but they are not fully understood, especially their behavior dissolved in other solvents, for example, water. Thus, the goal of this contribution is to show insight into the different IL-water mixtures interaction. In this way, two protic ILs (PILs), ethylammonium nitrate (EAN) and 1-methylimidazolium acetate (MIA), mixed with water were investigated. To study the PILs-water interaction, the unique spectroscopical behavior in water of the molecular probe 4-aminophthalimide (4-AP) was used. 4-AP emission spectra show hypsochromic shifting by changing the excitation wavelength and, using time-resolved spectroscopy, can be detected by a blue shifting with time. Also, the water mixture of an aprotic IL, 1-methyl-3-butylimidazolium tetrafluoroborate (bmimBF4), and three alcohols, methanol (MeOH), 2-propanol (2-PrOH), and t-butanol (t-BOH), were investigated for comparison. Our results show that the water-ILs interaction is dominated by the size of the IL components, in particular, the cation size. Thus, in MIA-water and bmimBF4-water mixtures, 4-AP is mostly solvated by the IL, even at a low IL molar fraction, as in the t-BOH-water mixture. This finding is especially interesting when ILs-water mixtures are used as a solvent in an organic reaction, where it may call attention to water probably not being the solvent that is interacting with the reactants.


Asunto(s)
Líquidos Iónicos , Alcoholes , Fluorescencia , Ftalimidas , Agua
9.
Polymers (Basel) ; 13(9)2021 Apr 23.
Artículo en Inglés | MEDLINE | ID: mdl-33922597

RESUMEN

In this review, we deal with the formation and application of biocompatible water-in-oil microemulsions commonly known as reverse micelles (RMs). These RMs are extremely important to facilitate the dissolution of hydrophilic and hydrophobic compounds for biocompatibility in applications in drug delivery, food science, and nanomedicine. The combination of two wisely chosen types of compounds such as biocompatible non-polar solvents and ionic liquids (ILs) with amphiphilic character (surface-active ionic liquids, SAILs) can be used to generate organized systems that perfectly align with the Green Chemistry concepts. Thus, we describe the current state of SAILs (protic and aprotic) to prepare RMs using non-polar but safe solvents such as esters derived from fatty acids, among others. Moreover, the use of the biocompatible solvents as the external phase in RMs and microemulsions/nanoemulsions with the other commonly used biocompatible surfactants is detailed showing the diversity of preparations and important applications. As shown by multiple examples, the properties of the RMs can be modified by changes in the type of surfactant and/or external solvents but a key fact to note is that all these modifications generate novel systems with dissimilar properties. These interesting properties cannot be anticipated or extrapolated, and deep analysis is always required. Finally, the works presented provide valuable information about the use of biocompatible RMs, making them a green and promising alternative toward efficient and sustainable chemistry.

10.
Arq. bras. med. vet. zootec. (Online) ; 73(2): 513-516, Mar.-Apr. 2021. graf
Artículo en Inglés | LILACS, VETINDEX | ID: biblio-1248925

RESUMEN

A doxorrubicina (dox) é um medicamento antineoplásico que induz cardiotoxicidade por estresse oxidativo. Os flavonoides são antioxidantes extraídos de plantas como Camellia sinensis e Arrabidaea chica (Fridericia chica). Esta pesquisa objetivou avaliar efeitos protetores do extrato de A. chica (AC), comparado ao de C. sinensis (CS), frente ao estresse oxidativo induzido pela dox, no coração. Cardiomiócitos e células neoplásicas MDA-MB 231 foram incubados com AC e CS. Depois, adicionou-se dox e avaliaram-se taxas de viabilidade e morte celular. A citometria de fluxo para o ensaio de iodeto de propídeo (IP) em cardiomiócitos mostrou as seguintes taxas de morte celular: controle 53%; dox 78% (maior que controle, P=0,015); AC_12,5µg/mL + dox 65% (menor que dox, P=0,031); AC_25µg/mL + dox 62% (menor que dox, P=0,028); AC_50µg/mL + dox 63% (menor que dox, P=0,030); CS_12,5µg/mL + dox 71% (menor que dox, P=0,040); CS_25µg/ml + dox 69% (menor que dox, P=0,037); CS_50µg/mL + dox 74% (menor que dox, P=0,044). Resultados das células MDA-MB 231 mostraram que nenhum extrato interferiu na atividade antitumoral da dox. Os dados de IP foram corroborados pelos de MTT. Este estudo reporta promissora utilização de A. chica na prevenção da cardiotoxicidade induzida pela dox.(AU)


Asunto(s)
Animales , Ratas , Extractos Vegetales/uso terapéutico , Doxorrubicina , Bignoniaceae/química , Cardiotoxicidad/terapia , Cardiotoxicidad/veterinaria , Plantas Medicinales , Flavonoides/uso terapéutico
11.
Langmuir ; 37(1): 445-453, 2021 01 12.
Artículo en Inglés | MEDLINE | ID: mdl-33373249

RESUMEN

Herein, we report the effect of employing two different alcohols, such as n-pentanol and 2,2,3,3,4,4,5,5-octafluoro pentanol (from now on F-pentanol), into 1,4-bis-2-ethylhexylsulfosuccinate (AOT) reverse micelles (RMs), to determine the interfacial activity and establish the best candidate to act as a cosurfactant in supercritical RMs. Dynamic light scattering (DLS), Fourier transform infrared (FT-IR), and fluorescence emission spectroscopy allowed us to determine and understand the behavior of alkanols in RMs. As a result, we found interesting displacements of alkanol molecules within the RMs, suggesting that the electrostatic interaction between SO3- and Na+ weakens because of new interactions of n-pentanol with SO3- through H-bonds, changing the curvature of the micellar interface. According to FT-IR and DLS studies, F-pentanol forms a RM polar core interacting through intermolecular H-bonds, suggesting no perturbations of the AOT RM interface. Hence, n-pentanol was selected as a cosurfactant to form supercritical RMs, which is confirmed by red edge excitation shift studies, using C343 as a molecular probe. Herein, we were able to create RMs under supercritical conditions without the presence of modified surfactants, fluorinated or multitailed compounds, which, to the best of our knowledge, was not shown before.

12.
Langmuir ; 36(36): 10785-10793, 2020 Sep 15.
Artículo en Inglés | MEDLINE | ID: mdl-32830497

RESUMEN

The impact of the imidazolium counterion structure on the organized systems formed by the surfactant 1,4-bis-2-ethylhexylsulfosuccinate, AOT, both in aqueous solutions and in nonpolar solvents is investigated. With this in mind, we investigated if the ionic liquid-like (IL-like) surfactant 1-ethyl-3-methylimidazolium 1,4-bis-2-ethylhexylsulfosuccinate, emim-AOT, forms direct micelles or vesicles in water. Dynamic light scattering, zeta potential, conductivity, fluorescence spectroscopy, and UV-visible spectroscopy measurements were performed to characterize the organized systems in aqueous solutions. We also studied the self-aggregation of emim-AOT, 1-butyl-3-methylimidazolium 1,4-bis-2-ethylhexylsulfosuccinate, bmim-AOT, and of 1-hexyl-3-methylimidazolium 1,4-bis-2-ethylhexylsulfosuccinate, hmim-AOT, in nonpolar solvents. The results obtained showed that the IL-like surfactant emim-AOT forms direct micelles in water, as sodium 1,4-bis-2-ethylhexylsulfosuccinate (Na-AOT) does. However, emim-AOT aggregates are larger, have a lower surface charge, are more stable, and have a more polar and less fluid micellar interface than Na-AOT micelles. It was also observed that emim-AOT and hmim-AOT form reverse micelles in nonpolar solvents. The size of the imidazolium cations dramatically influences the size of the reverse micelles and their ability to solubilize water.

13.
Langmuir ; 35(41): 13332-13339, 2019 10 15.
Artículo en Inglés | MEDLINE | ID: mdl-31510743

RESUMEN

The goal of this work is to understand the influence of the counterion nature on the organized systems formed by 1,4-bis-2-ethylhexylsulfosuccinate surfactants in aqueous solutions and how these aggregates will influence the deoxyribonucleic acid (DNA)-surfactant interactions. With this in mind, two ionic liquid-like surfactants were investigated: 1-butyl-3-methylimidazolium 1,4-bis-2-ethylhexylsulfosuccinate (bmim-AOT) and 1-hexyl-3-methylimidazolium 1,4-bis-2-ethylhexylsulfosuccinate (hmim-AOT). Measurements of dynamic light scattering, ζ-potential, transmission electron microscopy, and fluorescence and UV-visible spectroscopy were performed to study the characteristics of the vesicles formed by bmim-AOT and hmim-AOT. Regarding the determination of the interaction of the surfactants with DNA, circular dichroism was used. The results obtained showed that bmim-AOT and hmim-AOT ionic liquid-like surfactants spontaneously form unilamellar vesicles in water at very low surfactant concentrations. The characteristics of these aggregates are dependent on the length of the tail of the counterions. The length of the hydrophobic chains of the counterions also influences the DNA-surfactant interactions through hydrophobic effects.

14.
Langmuir ; 35(25): 8333-8343, 2019 Jun 25.
Artículo en Inglés | MEDLINE | ID: mdl-31124690

RESUMEN

We studied the dynamics of a cationic surfactant monolayer, Gemini 12-2-12, at the air?water interface for surfactant aqueous solutions at concentrations below the critical micelle concentration. We present surface rheology experiments performed in a Langmuir trough by the oscillatory barrier technique. From these, we found negative surface viscosities at certain frequencies. We demonstrate that this unphysical result is a consequence of an unconsidered surfactant dynamics within the interfacial region. By surface pressure relaxation experiments, after a sudden modification of the interfacial area and by dynamic surface tension and surface potential measurements, several relaxation phenomena and relaxation times were identified. We found that surfactant adsorption and desorption processes are asymmetric: the characteristic times and the number of processes involved in the mechanisms of adsorption and desorption are different. This asymmetry invalidates the usual data analysis procedure that leads to the negative viscosities. Similar mechanisms could be at the origin of the negative viscosities reported in other systems, a possibility that remains to be explored.

15.
Soft Matter ; 15(5): 947-955, 2019 Jan 30.
Artículo en Inglés | MEDLINE | ID: mdl-30644504

RESUMEN

The behavior of the interfacial water entrapped in reverse micelles (RMs) that were formed by the ionic liquid-like surfactant 1-butyl-3-methylimidazolium 1,4-bis-2-ethylhexylsulfosuccinate (bmim-AOT) was investigated with the use of UV-Vis absorption spectroscopy and nuclear magnetic resonance (NMR) relaxometry. The solvatochromism of two molecular probes, namely, 1-methyl-8-oxyquinolinium betaine (QB) and N,N,N',N'-tetramethylethylenediamine copper(ii)acetylacetonate tetraphenylborate ([Cu(acac)(tmen)][B(C6H5)4]), was investigated. As a comparison, the analog RMs formed by sodium 1,4-bis-2-ethylhexylsulfosuccinate (Na-AOT) were also explored. By varying the water content inside the RMs and consequently the different magnitude of the water-surfactant interactions at the interface, interesting properties were observed by comparing bmim-AOT and Na-AOT RMs. From the solvatochromic behavior of ([Cu(acac)(tmen)][B(C6H5)4]), we found that the interface in bmim-AOT RMs shows a smaller electron donating capacity than that in Na-AOT RMs. QB revealed that the interfacial region is a weaker hydrogen bond donor and less polar than the corresponding Na-AOT RMs. NMR experiments showed that the molecular motion of water in bmim-AOT RMs is less restricted than that of the water molecules confined in Na-AOT RMs. In summary, the results show how the nature of the bmim+ cation affects the interaction between the entrapped water and the RM interface, greatly modifying the interfacial water structure in comparison with the results known for Na-AOT.

16.
J Org Chem ; 84(3): 1185-1191, 2019 Feb 01.
Artículo en Inglés | MEDLINE | ID: mdl-30608687

RESUMEN

The effect of interfacial water entrapped in two types of catanionic reverse micelles (RMs) on the kinetic parameters of the SN2 reaction between dimethyl-4-nitrophenylsulfonium trifluoromethanesulfonate (S+) and n-butylamine (BuNH2) was explored. Two catanionic surfactants, composed of a mixture of oppositely charged ionic surfactants without their original counterions, were used to create the RMs. Thus, benzyl- n-hexadecyldimethylammonium 1,4-bis(2-ethylhexyl) sulfosuccinate (BHD-AOT) and cetyltrimethylammonium 1,4-bis(2-ethylhexyl) sulfosuccinate (CTA-AOT) were formed. Also, the well-known anionic surfactant sodium 1,4-bis(2-ethylhexyl) sulfosuccinate (Na-AOT) was employed as a comparison. Our results showed an important catalytic-like effect of all RMs investigated in comparison with a water-benzene mixture, and the rate constant values depend on the type of surfactant used. Faster reaction in BHD-AOT RMs than in CTA-AOT and Na-AOT RMs was observed. This behavior was attributed to the strong interaction (by hydrogen bonding with AOT anion and ion-dipole interaction with BHD+) between the entrapped water and the BHD-AOT interface, which reduces the solvation capacity of water on S+. In CTA-AOT (and Na-AOT) RMs, the water-interface interaction is weaker and the electron pairs of water can solvate S+ ions. In summary, the chemical structure of the counterion on the catanionic surfactant alters the interfacial region, allowing the progress of a reaction inside the RMs to be controlled.

17.
Life Sci ; 218: 185-196, 2019 Feb 01.
Artículo en Inglés | MEDLINE | ID: mdl-30594666

RESUMEN

Glucocorticoids increase appetite and body weight gain in rats and ovariectomy (OVX) induces obesity, while estrogen (E) replacement attenuates OVX-induced changes. It is known that animals with obesity are more responsive to glucocorticoids anabolic effects than lean ones. This study aimed to evaluate the effects of ovariectomy and the protective role of estradiol on the responses induced by prolonged treatment with corticosterone or dexamethasone on energy homeostasis. For this, female Wistar rats subjected to SHAM or OVX surgery, composing the SHAM, OVX, and OVX + E groups, received water/ETOH or corticosterone (15 mg/l) and water or dexamethasone (0.5 µg/l) as drinking fluid for 28 days. The OVX + E group, since the first day, was daily treated with estradiol (10 µg/0.2 ml/rat SC). OVX induced enhancement of body weight gain, food intake, area of the adipocytes and weight of retroperitoneal adipose tissue, plasma cholesterol and glucose intolerance, with reduction on uterus weight. In OVX animals, treatment with glucocorticoids induced increases on body weight gain, food intake, weight of retroperitoneal adipose tissue, area of adipocytes of retroperitoneal and perigonadal + perirenal fat depots, plasma triglycerides (corticosterone), and glycemic response after GTT (dexamethasone), with minor effects on SHAM group. Estradiol treatment to OVX rats prevented these effects induced by glucocorticoids, in addition to decrease body weight gain, fat accumulation and glucose intolerance, and to increase weight of uterus, triglycerides and free fatty acids plasma levels. These data demonstrate that protection against glucocorticoids-induced anabolic responses in females is eliminated by ovariectomy and estradiol can prevent these responses.


Asunto(s)
Anabolizantes/toxicidad , Estrógenos/farmacología , Glucocorticoides/toxicidad , Intolerancia a la Glucosa/prevención & control , Obesidad/prevención & control , Ovariectomía/efectos adversos , Sustancias Protectoras/farmacología , Animales , Peso Corporal , Femenino , Intolerancia a la Glucosa/etiología , Intolerancia a la Glucosa/patología , Obesidad/etiología , Obesidad/patología , Ratas , Ratas Wistar , Aumento de Peso/efectos de los fármacos
18.
Rev. argent. dermatol ; Rev. argent. dermatol;99(4): 36-42, dic. 2018.
Artículo en Español | LILACS | ID: biblio-985201

RESUMEN

RESUMEN: El carcinoma basocelular (CBC) es el tumor maligno de piel más frecuente (75% - 80%), localizado generalmente en zonas de exposición solar, aunque en algunos casos se presenta en áreas no fotoexpuestas (1%), lo que puede indicar la participación de otros factores etiológicos diferentes a la radiación ultravioleta. El CBC es decrecimiento lento, bajo potencial metastásico, pero localmente invasivo, por lo que es importante realizar un diagnóstico oportuno, conociendo las características clínicas e histológicas de esta entidad. Se presenta el caso de un paciente de 66 años, con una lesión en región plantar izquierda de dos años de evolución, evaluado por el Departamento de Dermatología, quienes confirman el diagnóstico de CBC nodular, mediante la realización de biopsia incisional y posterior resección con márgenes de seguridad de 4 mm. El CBC delocalizaciónplantar, a pesar de ser poco frecuente, debe sospecharse si se presenta una lesión tumoral, de evolución crónica.


SUMMARY Basal Cell Carcinoma (BCC) is the most frequent malignant tumor (75% - 80%), generally located in sun-exposed areas, although some can occur in areas that are not (1 %). The prior indicates that there are other factors involved in its etiology different from UV radiation. BCC is a slow growing tumor with poor metastatic potential but locally invasive, the reason why a prompt diagnosis is required, by knowing thoroughly its clinical and histopathological features. We present the case of a sixty-six-year-old male patient referred to the dermatology department, with a two-year evolution lesion in the plantar surface of his left foot. Diagnosis of nodular BCC is done through incisional biopsy and posterior resection is performed with a 4 mm safety margin. Although plantar BCC is infrequent, it should always be suspected when finding a chronic tumoral lesion in this area.

19.
J Phys Chem B ; 122(15): 4366-4375, 2018 04 19.
Artículo en Inglés | MEDLINE | ID: mdl-29589933

RESUMEN

The most critical problem regarding the use of reverse micelles (RMs) in several fields is the toxicity of their partial components. In this sense, many efforts have been made to characterize nontoxic RM formulations on the basis of biological amphiphiles and/or different oils. In this contribution, the microstructure of biocompatible mixed RMs formulated by sodium 1,4-bis-2-ethylhexylsulfosuccinate (AOT) and tri- n-octylphosphine oxide (TOPO) surfactants dispersed in the friendly solvent methyl laurate was studied by using SAXS and 31P NMR and by following the solvatochromic behavior of the molecular probe 4-aminophthalimide (4-AP). The results indicated the presence of RM aggregates upon TOPO incorporation with a droplet size reduction and an increase in the interfacial fluidity in comparison with pure AOT RMs. When confined inside the mixed systems, 4-AP showed a red-edge excitation shift and confirmed the increment of interfacial fluidity upon TOPO addition. Also, the partition between the external nonpolar solvent and the RM interface and an increase in both the local micropolarity and the capability to form a hydrogen bond interaction between 4-AP and a mixed interface were observed. The findings have been explained in terms of the nonionic surfactant structure and its complexing nature expressed at the interfacial level. Notably, we show how two different approaches, i.e., SAXS and the solvatochromism of the probe 4-AP, can be used in a complementary way to enhance our understanding of the interfacial fluidity of RMs, a parameter that is difficult to measure directly.

20.
Chemphyschem ; 19(6): 759-765, 2018 Mar 19.
Artículo en Inglés | MEDLINE | ID: mdl-29418056

RESUMEN

In the present work we show how two biocompatible solvents, methyl laurate (ML) and isopropyl myristate (IPM), can be used as a less toxic alternative to replace the nonpolar component in a sodium 1,4-bis-2-ethylhexylsulfosuccinate (AOT) reverse micelles (RMs) formulation. In this sense, the micropolarity and the hydrogen-bond ability of the interface were monitored through the use of the solvatochromism of a molecular probe (1-methyl-8-oxyquinolinium betaine, QB) and Fourier transform infrared spectroscopy (FTIR). Our results demonstrate that the micropolarity sensed by QB in ML RMs is lower than in IPM RMs. Additionally, the water molecules form stronger H-bond interactions with the polar head of AOT in ML than in IPM. By FTIR was revealed that more water molecules interact with the interface in ML/AOT RMs. On the other hand, for AOT RMs generated in IPM, the weaker water-surfactant interaction allows the water molecules to establish hydrogen bonds with each other trending to bulk water more easily than in ML RMs, a consequence of the dissimilar penetration of nonpolar solvents into the interfacial region. The penetration process is strongly controlled by the polarity and viscosity of the external solvents. All of these results allow us to characterize these biocompatible systems, providing information about interfacial properties and how they can be altered by changing the external solvent. The ability of the nontoxic solvent to penetrate or not into the AOT interface produces a new interface with attractive properties.

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