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1.
Carbohydr Polym ; 342: 122356, 2024 Oct 15.
Artículo en Inglés | MEDLINE | ID: mdl-39048219

RESUMEN

In this study, we report the synthesis and characterization of pH-responsive nanoconjugates for targeted drug delivery. Galactomannan extracted from D. regia seeds was oxidized to form aldehyde groups, achieving a percentage of oxidation of 25.6 %. The resulting oxidized galactomannan (GMOX) was then copolymerized with PINIPAm-NH2, yielding a copolymer. The copolymer exhibited signals from both GMOX and PNIPAm-NH2 in its NMR spectrum, confirming successful copolymerization. Critical association concentration (CAC) studies revealed the formation of nanostructures, with lower CAC values observed at higher temperatures. The copolymer and GMOX reacted with doxorubicin (DOX), resulting in nanoconjugates with controlled drug release profiles, especially under acidic conditions similar to tumor microenvironments. Cytotoxicity assays demonstrated significant efficacy of the nanoconjugates against melanoma cells with reduced toxicity towards healthy cells. These findings underscore the potential of the pH-responsive nanoconjugates as promising candidates for targeted cancer therapy, offering improved therapeutic efficacy and reduced systemic side effects.


Asunto(s)
Doxorrubicina , Galactosa , Mananos , Nanoconjugados , Doxorrubicina/farmacología , Doxorrubicina/química , Mananos/química , Mananos/farmacología , Galactosa/química , Galactosa/análogos & derivados , Humanos , Nanoconjugados/química , Concentración de Iones de Hidrógeno , Liberación de Fármacos , Línea Celular Tumoral , Portadores de Fármacos/química , Supervivencia Celular/efectos de los fármacos , Antibióticos Antineoplásicos/farmacología , Antibióticos Antineoplásicos/química , Antineoplásicos/química , Antineoplásicos/farmacología
2.
Int J Biol Macromol ; 243: 125254, 2023 Jul 15.
Artículo en Inglés | MEDLINE | ID: mdl-37295699

RESUMEN

The present work explores the esterification reaction in the polysaccharide extracted from the seaweed Gracilaria birdiae and investigates its antioxidant potential. The reaction process was conducted with phthalic anhydride at different reaction times (10, 20 and 30 min), using a molar ratio of 1:2 (polymer: phthalic anhydride). Derivatives were characterized by FTIR, TGA, DSC and XRD. The biological properties of derivatives were investigated by assays of cytotoxicity and antioxidant activity (2,2-diphenyl-1-picrylhydroxyl - DPPH and 2,2'-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt - ABTS). The results obtained by FT-IR confirmed the chemical modification, there was a reduction related to the presence of carbonyl and hydroxyl groups when compared to the in nature polysaccharide spectrum. TGA analysis showed a change in the thermal behavior of the modified materials. X-ray diffraction, it was shown that the in nature polysaccharide appeared as an amorphous material, while the material obtained after the chemical modification process had increased crystallinity, due to the introduction of phthalate groups. For the biological assays, it was observed that the phthalate derivative was more selective than the unmodified material for the murine metastatic melanoma tumor cell line (B16F10), revealing a good antioxidant profile for DPPH and ABTS radicals.


Asunto(s)
Antineoplásicos , Gracilaria , Animales , Ratones , Antioxidantes/química , Anhídridos Ftálicos , Galactanos , Espectroscopía Infrarroja por Transformada de Fourier , Antineoplásicos/química , Polisacáridos/química
3.
Carbohydr Polym ; 254: 117226, 2021 Feb 15.
Artículo en Inglés | MEDLINE | ID: mdl-33357841

RESUMEN

Chemical modification of polysaccharides is an important approach for their transformation into customized matrices that suit different applications. Microwave irradiation (MW) has been used to catalyze chemical reactions. This study developed a method of MW-initiated synthesis for the production of phthalated cashew gum (Phat-CG). The structural characteristics and physicochemical properties of the modified biopolymers were investigated by FTIR, GPC, 1H NMR, relaxometry, elemental analysis, thermal analysis, XRD, degree of substitution, and solubility. Phat-CG was used as a matrix for drug delivery systems using benznidazole (BNZ) as a model drug. BNZ is used in the pharmacotherapy of Chagas disease. The nanoparticles were characterized by size, PDI, zeta potential, AFM, and in vitro release. The nanoparticles had a size of 288.8 nm, PDI of 0.27, and zeta potential of -31.8 mV. The results showed that Phat-CG has interesting and promising properties as a new alternative for improving the treatment of Chagas disease.


Asunto(s)
Anacardium/química , Sistemas de Liberación de Medicamentos , Gomas de Plantas/química , Enfermedad de Chagas/tratamiento farmacológico , Simulación por Computador , Humanos , Técnicas In Vitro , Espectroscopía de Resonancia Magnética , Microscopía de Fuerza Atómica , Microondas , Estructura Molecular , Nanopartículas/química , Nitroimidazoles/administración & dosificación , Tamaño de la Partícula , Ácidos Ftálicos/química , Espectroscopía Infrarroja por Transformada de Fourier , Tripanocidas/administración & dosificación
4.
Int J Biol Macromol ; 165(Pt A): 279-290, 2020 Dec 15.
Artículo en Inglés | MEDLINE | ID: mdl-32956746

RESUMEN

In the present work, we investigated the minimal inhibitory concentration (MIC) against fungal strains (Fonsecaea pedrosoi, Microsporum canis, Candida albicans, Cryptococcus neoformans), and cytotoxicity to normal cell lines for modified red angico gum (AG) with eterifying agent N-chloride (3-chloro-2-hydroxypropyl) trimethylammonium (CHPTAC). Quaternized ammonium groups were linked to AG backbone using N-(3-chloro-2-hydroxypropyl) trimethylammonium chloride. The chemical features of the quaternized gum derivatives (QAG) were analyzed by: FTIR, elemental analysis, Zeta potential and gel permeation chromatography. The angico quaternizated gum presented a degree of substitution (DS) of 0.22 and Zeta potential of +36.43. For the antifungal test, it was observed that unmodified gum did not inhibit fungal growth. While, QAG inhibited the growth of most fungi used in this study. By AFM technique QAG interacted with the fungal surface, altering wall roughness significantly. The probable affinity of fragments of the QAG structure for the fungal enzyme 5I33 (Adenylosuccinate synthetase) has been shown by molecular docking. Low cytotoxicity was observed for polymers (unmodified gum and QAG). The results demonstrate that the quaternized polymer of AG presented in this study is a quite promising biomaterial for biotechnological applications.


Asunto(s)
Antifúngicos , Citotoxinas , Inhibidores Enzimáticos , Fabaceae/química , Proteínas Fúngicas , Hongos/enzimología , Simulación del Acoplamiento Molecular , Polisacáridos , Animales , Antifúngicos/química , Antifúngicos/farmacología , Citotoxinas/química , Citotoxinas/farmacología , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/farmacología , Proteínas Fúngicas/antagonistas & inhibidores , Proteínas Fúngicas/química , Células HEK293 , Humanos , Ligasas/antagonistas & inhibidores , Ligasas/química , Ratones , Polisacáridos/química , Polisacáridos/farmacología
5.
Int J Biol Macromol ; 156: 981-987, 2020 Aug 01.
Artículo en Inglés | MEDLINE | ID: mdl-32194125

RESUMEN

This paper explores the application of cashew gum (CG) as an in vitro antiproliferative, firstly by isolating and characterizing the gum using elemental analysis, gel-permeation chromatography, nuclear magnetic resonance (NMR) and atomic force microscopy (AFM). The molar mass of isolated CG was in the order of 103-104 g/mol, with small protein traces present. Polymer characterization by NMR identified key signals correlating to galactose, glucose, rhamnose and acid-related groups. Three distinct conformational stages were observed by AFM. The impact of CG on cell morphology and viability with both tumor and non-tumor cell lines was studied by AFM and 3-(4,5-dimethyl-2-thiazole)-2,5-diphenyl-2-H-tetrazolium bromide (MTT) assay respectively. Antiproliferative activity was confirmed for HCT116 (colorectal carcinoma), B16F10 (melanoma) and HL60 (promyelocytic leukemia) cancer cell lines. A change in cell morphology was demonstrated as an increased surface roughness for HL60. Considering that a CG does not exhibit cytotoxicity to non-tumor lines, it can be seen that the CG shows selectivity for tumor cells and can be a promising biomaterial for future studies.


Asunto(s)
Anacardium/química , Microscopía de Fuerza Atómica , Extractos Vegetales/química , Extractos Vegetales/farmacología , Polisacáridos/química , Polisacáridos/farmacología , Antineoplásicos/química , Antineoplásicos/farmacología , Materiales Biocompatibles/química , Línea Celular Tumoral , Humanos , Espectroscopía de Resonancia Magnética , Gomas de Plantas/química
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