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1.
Mikrochim Acta ; 191(6): 335, 2024 05 17.
Artículo en Inglés | MEDLINE | ID: mdl-38760484

RESUMEN

The release of tire wear substances in the environment is raising concerns about potential impacts on aquatic ecosystems. The purpose of this study was to develop a quick and inexpensive screening test for the following tire wear substances: 6-phenylphenyldiamine quinone (6-PPD quinone), hexamethoxymethylmelamine (HMMM), 1-3-diphenylguanidine (1,3-DPG), and melamine. A dual strategy consisting of nanogold (nAu) signal intensity and the plasmonic ruler principle was used based on the spectral shift from the unaggregated free-form nAu from 525 nm to aggregated nAu at higher wavelengths. The shift in resonance corresponded to the relative sizes of the tire wear substances at the surface of nAu: 6-PPD (560 nm), HMMM (590 nm), 1,3-DPG (620 nm), and melamine (660 nm) in a concentration-dependent manner. When present in mixtures, a large indiscriminate band between 550 and 660 nm with a maximum corresponding to the mean intermolecular distance of 0.43 nm from the tested individual substances suggests that all compounds indiscriminately interacted at the surface of nAu. An internal calibration methodology was developed for mixtures and biological extracts from mussels and biofilms and revealed a proportional increase in absorbance at the corresponding resonance line for each test compound. Application of this simple and quick methodology revealed the increased presence of melamine and HMMM compounds in mussels and biofilms collected at urban sites (downstream city, road runoffs), respectively. The data also showed that treated municipal effluent decreased somewhat melamine levels in mussels.


Asunto(s)
Oro , Nanopartículas del Metal , Triazinas , Oro/química , Nanopartículas del Metal/química , Triazinas/análisis , Triazinas/química , Resonancia por Plasmón de Superficie/métodos , Contaminantes Químicos del Agua/análisis
2.
J Enzyme Inhib Med Chem ; 39(1): 2343352, 2024 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-38700244

RESUMEN

In the last decade, an increasing interest in compounds containing pyrazolo[4,3-e][1,2,4]triazine moiety is observed. Therefore, the aim of the research was to synthesise a novel sulphonyl pyrazolo[4,3-e][1,2,4]triazines (2a, 2b) and pyrazolo[4,3-e]tetrazolo[1,5-b][1,2,4]triazine sulphonamide derivatives (3a, 3b) to assess their anticancer activity. The MTT assay showed that 2a, 2b, 3a, 3b have stronger cytotoxic activity than cisplatin in both breast cancer cells (MCF-7 and MDA-MB-231) and exhibited weaker effect on normal breast cells (MCF-10A). The obtained results showed that the most active compound 3b increased apoptosis via caspase 9, caspase 8, and caspase 3/7. It is worth to note that compound 3b suppressed NF-κB expression and promoted p53, Bax, and ROS which play important role in activation of apoptosis. Moreover, our results confirmed that compound 3b triggers autophagy through increased formation of autophagosomes, expression of beclin-1 and mTOR inhibition. Thus, our study defines a possible mechanism underlying 3b-induced anti-cancer activity against breast cancer cell lines.


Asunto(s)
Antineoplásicos , Apoptosis , Neoplasias de la Mama , Proliferación Celular , Relación Dosis-Respuesta a Droga , Ensayos de Selección de Medicamentos Antitumorales , Sulfonamidas , Triazinas , Humanos , Triazinas/farmacología , Triazinas/química , Triazinas/síntesis química , Antineoplásicos/farmacología , Antineoplásicos/química , Antineoplásicos/síntesis química , Neoplasias de la Mama/tratamiento farmacológico , Neoplasias de la Mama/patología , Neoplasias de la Mama/metabolismo , Relación Estructura-Actividad , Sulfonamidas/farmacología , Sulfonamidas/química , Sulfonamidas/síntesis química , Estructura Molecular , Proliferación Celular/efectos de los fármacos , Apoptosis/efectos de los fármacos , Células Tumorales Cultivadas , Pirazoles/farmacología , Pirazoles/química , Pirazoles/síntesis química , Femenino , Línea Celular Tumoral , Esferoides Celulares/efectos de los fármacos
3.
Top Curr Chem (Cham) ; 382(2): 15, 2024 May 04.
Artículo en Inglés | MEDLINE | ID: mdl-38703255

RESUMEN

Aligned with the increasing importance of bioorthogonal chemistry has been an increasing demand for more potent, affordable, multifunctional, and programmable bioorthogonal reagents. More advanced synthetic chemistry techniques, including transition-metal-catalyzed cross-coupling reactions, C-H activation, photoinduced chemistry, and continuous flow chemistry, have been employed in synthesizing novel bioorthogonal reagents for universal purposes. We discuss herein recent developments regarding the synthesis of popular bioorthogonal reagents, with a focus on s-tetrazines, 1,2,4-triazines, trans-cyclooctenes, cyclooctynes, hetero-cycloheptynes, and -trans-cycloheptenes. This review aims to summarize and discuss the most representative synthetic approaches of these reagents and their derivatives that are useful in bioorthogonal chemistry. The preparation of these molecules and their derivatives utilizes both classical approaches as well as the latest organic chemistry methodologies.


Asunto(s)
Ciclooctanos , Triazinas , Triazinas/química , Triazinas/síntesis química , Ciclooctanos/química , Ciclooctanos/síntesis química , Alquinos/química , Alquinos/síntesis química , Catálisis , Indicadores y Reactivos/química , Estructura Molecular
4.
Chem Pharm Bull (Tokyo) ; 72(5): 487-497, 2024.
Artículo en Inglés | MEDLINE | ID: mdl-38777760

RESUMEN

Herein, we report the functionalization of polyhedral oligosilsesquioxanes (POSS) and related siloxanes with arynes. Using o-triazenylarylboronic acids as aryne precursors and silica gel as the activator, the transformation of siloxane bearing various arynophilic moieties on the side chains was achieved with high yields without touching the siloxane core. This method was applied to the conjugation of POSS and pharmaceutical cores using an aryne derived from the synthetic intermediate of cabozantinib. Furthermore, orthogonal dual functionalization of POSS was realized by combining the aryne reaction with Huisgen cyclization.


Asunto(s)
Alquinos , Ácidos Borónicos , Siloxanos , Alquinos/química , Ácidos Borónicos/química , Ciclización , Estructura Molecular , Compuestos de Organosilicio/química , Compuestos de Organosilicio/síntesis química , Siloxanos/química , Triazinas/química
5.
J Chromatogr A ; 1726: 464977, 2024 Jul 05.
Artículo en Inglés | MEDLINE | ID: mdl-38735117

RESUMEN

A magnetic molecularly imprinted polymer (MMIP) adsorbent incorporating amino-functionalized magnetite nanoparticles, nitrogen-doped graphene quantum dots and mesoporous carbon (MIP@MPC@N-GQDs@Fe3O4NH2) was fabricated to extract triazine herbicides from fruit juice. The embedded magnetite nanoparticles simplified the isolation of the adsorbent from the sample solution. The N-GQDs and MPC enhanced adsorption by affinity binding with triazines. The MIP layer provided highly specific recognition sites for the selective adsorption of three target triazines. The extracted triazines were determined by high-performance liquid chromatography (HPLC) coupled with diode-array detection (DAD). The developed method exhibited linearity from 1.5 to 100.0 µg L-1 with a detection limit of 0.5 µg L-1. Recoveries from spiked fruit juice samples were in the range of 80.1- 108.4 %, with a relative standard deviation of less than 6.0 %. The developed MMIP adsorbent demonstrated good selectivity, high extraction efficiency, ease of fabrication and use, and good stability.


Asunto(s)
Carbono , Jugos de Frutas y Vegetales , Herbicidas , Límite de Detección , Polímeros Impresos Molecularmente , Puntos Cuánticos , Triazinas , Puntos Cuánticos/química , Triazinas/química , Triazinas/análisis , Triazinas/aislamiento & purificación , Herbicidas/análisis , Herbicidas/aislamiento & purificación , Herbicidas/química , Jugos de Frutas y Vegetales/análisis , Adsorción , Polímeros Impresos Molecularmente/química , Carbono/química , Cromatografía Líquida de Alta Presión/métodos , Nanopartículas de Magnetita/química , Microextracción en Fase Sólida/métodos , Impresión Molecular/métodos , Porosidad , Grafito/química
6.
Bioorg Chem ; 147: 107355, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38657528

RESUMEN

Multi target directed ligands (MTDLs) are one of the promising tools for treatment of complex disease like Alzheimer's disease (AD). In this study, using rational design, we synthesized new 15 hybrids of the s-triazine, isatin and aniline derivatives as anti- AD compounds. The design was as way as that new compounds could had anti cholinesterase (ChE), antioxidant and biometal chelation ability. In vitro biological evaluation against ChE enzymes showed that these molecules were excellent inhibitors with IC50 values ranging from 0.2 nM to 734.5 nM for acetylcholinesterase (AChE), and 0.02 µM to 1.92 µM for butyrylcholinesterase (BChE). Among these compounds, 8 l with IC50 AChE = 0.7 nM, IC50 BChE = 0.09 µM and 8n with IC50 AChE = 0.2 nM, IC50 BChE = 0.03 µM were the most potent compounds. In silico studies showed that these molecules had key and effective interactions with the corresponding enzymes residues. The molecules with hydroxyl group on aniline moiety had also good antioxidant activity with EC50 values ranging from 64.2 µM to 103.6 µM. The UV-Vis spectroscopy study revealed that molecule 8n was also able to chelate biometals such as Zn2+, Cu2+and Fe2+ properly. It was concluded that these molecules could be excellent lead compounds for future studies.


Asunto(s)
Acetilcolinesterasa , Enfermedad de Alzheimer , Compuestos de Anilina , Butirilcolinesterasa , Inhibidores de la Colinesterasa , Diseño de Fármacos , Isatina , Triazinas , Acetilcolinesterasa/metabolismo , Enfermedad de Alzheimer/tratamiento farmacológico , Compuestos de Anilina/química , Compuestos de Anilina/farmacología , Compuestos de Anilina/síntesis química , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/síntesis química , Butirilcolinesterasa/metabolismo , Inhibidores de la Colinesterasa/farmacología , Inhibidores de la Colinesterasa/química , Inhibidores de la Colinesterasa/síntesis química , Relación Dosis-Respuesta a Droga , Isatina/química , Isatina/farmacología , Isatina/síntesis química , Simulación del Acoplamiento Molecular , Estructura Molecular , Relación Estructura-Actividad , Triazinas/química , Triazinas/farmacología , Triazinas/síntesis química
7.
Mikrochim Acta ; 191(5): 283, 2024 04 23.
Artículo en Inglés | MEDLINE | ID: mdl-38652169

RESUMEN

A new method is proposed for detecting typical melamine dopants in food using surface-enhanced Raman scattering (SERS) biosensing technology. Melamine specific aptamer was used as the identification probe, and gold magnets (AuNPs@MNPs) and small gold nanoparticles (AuNPs@MBA) were used as the basis for Raman detection. The Raman signal of the detection system can directly detect melamine quantitatively. Under optimized conditions, the detection of melamine was carried out in the low concentration range of 0.001-500 mg/kg, the enhancement factor (EF) was 2.3 × 107, and the detection limit was 0.001 mg/kg. The method is sensitive and rapid, and can be used for the rapid detection of melamine in the field environment.


Asunto(s)
Aptámeros de Nucleótidos , Oro , Límite de Detección , Nanopartículas del Metal , Espectrometría Raman , Triazinas , Triazinas/análisis , Triazinas/química , Espectrometría Raman/métodos , Oro/química , Nanopartículas del Metal/química , Aptámeros de Nucleótidos/química , Contaminación de Alimentos/análisis , Técnicas Biosensibles/métodos , ADN/química
8.
Biochemistry ; 63(9): 1206-1213, 2024 May 07.
Artículo en Inglés | MEDLINE | ID: mdl-38587893

RESUMEN

Quinone analogue molecules, functioning as herbicides, bind to the secondary quinone site, QB, in type-II photosynthetic reaction centers, including those from purple bacteria (PbRC). Here, we investigated the impact of herbicide binding on electron transfer branches, using herbicide-bound PbRC crystal structures and employing the linear Poisson-Boltzmann equation. In contrast to urea and phenolic herbicides [Fufezan, C. Biochemistry 2005, 44, 12780-12789], binding of atrazine and triazine did not cause significant changes in the redox-potential (Em) values of the primary quinone (QA) in these crystal structures. However, a slight Em difference at the bacteriopheophytin in the electron transfer inactive branch (HM) was observed between the S(-)- and R(+)-triazine-bound PbRC structures. This discrepancy is linked to variations in the protonation pattern of the tightly coupled Glu-L212 and Glu-H177 pairs, crucial components of the proton uptake pathway in native PbRC. These findings suggest the existence of a QB-mediated link between the electron transfer inactive HM and the proton uptake pathway in PbRCs.


Asunto(s)
Atrazina , Herbicidas , Proteínas del Complejo del Centro de Reacción Fotosintética , Triazinas , Herbicidas/química , Herbicidas/metabolismo , Atrazina/química , Atrazina/metabolismo , Transporte de Electrón , Triazinas/química , Triazinas/metabolismo , Proteínas del Complejo del Centro de Reacción Fotosintética/metabolismo , Proteínas del Complejo del Centro de Reacción Fotosintética/química , Oxidación-Reducción , Modelos Moleculares , Rhodobacter sphaeroides/metabolismo , Cristalografía por Rayos X
9.
J Med Chem ; 67(9): 7330-7358, 2024 May 09.
Artículo en Inglés | MEDLINE | ID: mdl-38661655

RESUMEN

The aberrant activation of the PI3K/mTOR signaling pathway is implicated in various human cancers. Thus, the development of inhibitors targeting mTOR has attracted considerable attention. In this study, we used a structure-based drug design strategy to discover a highly potent and kinase-selective mTOR inhibitor 24 (PT-88), which demonstrated an mTOR inhibitory IC50 value of 1.2 nM without obvious inhibition against another 195 kinases from the kinase profiling screening. PT-88 displayed selective inhibition against MCF-7 cells (IC50: 0.74 µM) with high biosafety against normal cells, in which autophagy induced by mTOR inhibition was implicated. After successful encapsulation in a lipodisc formulation, PT-88 demonstrated favorable pharmacokinetic and biosafety profiles and exerted a large antitumor effect in an MCF-7 subcutaneous bearing nude mice model. Our study shows the discovery of a highly selective mTOR inhibitor using a structure-based drug discovery strategy and provides a promising antitumor candidate for future study and development.


Asunto(s)
Antineoplásicos , Neoplasias de la Mama , Diseño de Fármacos , Inhibidores mTOR , Ratones Desnudos , Serina-Treonina Quinasas TOR , Triazinas , Humanos , Animales , Triazinas/síntesis química , Triazinas/farmacología , Triazinas/química , Triazinas/farmacocinética , Triazinas/uso terapéutico , Neoplasias de la Mama/tratamiento farmacológico , Neoplasias de la Mama/patología , Femenino , Serina-Treonina Quinasas TOR/antagonistas & inhibidores , Serina-Treonina Quinasas TOR/metabolismo , Antineoplásicos/farmacología , Antineoplásicos/síntesis química , Antineoplásicos/química , Antineoplásicos/uso terapéutico , Ratones , Inhibidores mTOR/farmacología , Inhibidores mTOR/síntesis química , Inhibidores mTOR/uso terapéutico , Inhibidores mTOR/química , Relación Estructura-Actividad , Células MCF-7 , Proliferación Celular/efectos de los fármacos , Ensayos Antitumor por Modelo de Xenoinjerto , Inhibidores de Proteínas Quinasas/farmacología , Inhibidores de Proteínas Quinasas/síntesis química , Inhibidores de Proteínas Quinasas/química , Inhibidores de Proteínas Quinasas/uso terapéutico , Inhibidores de Proteínas Quinasas/farmacocinética , Ratones Endogámicos BALB C , Autofagia/efectos de los fármacos
10.
Exp Parasitol ; 261: 108767, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38679125

RESUMEN

OBJECTIVES: Malaria is a significant global health challenge, particularly in Africa, Asia, and Latin America, necessitating immediate investigation into innovative and efficacious treatments. This work involves the development of pyrazole substituted 1,3,5-triazine derivatives as antimalarial agent. METHODS: In this study, ten compounds 7(a-j) were synthesized by using nucleophilic substitution reaction, screened for in silico study and their antimalarial activity were evaluated against 3D7 (chloroquine-sensitive) strain of P. falciparum. KEY FINDING: The present work involves the development of hybrid trimethoxy pyrazole 1,3,5-triazine derivatives 7 (a-j). Through in silico analysis, four compounds were identified with favorable binding energy and dock scores. The primary focus of the docking investigations was on the examination of hydrogen bonding and the associated interactions with certain amino acid residues, including Arg A122, Ser A108, Ser A111, Ile A164, Asp A54, and Cys A15. The IC50 values of the four compounds were measured in vitro to assess their antimalarial activity against the chloroquine sensitive 3D7 strain of P. falciparum. The IC50 values varied from 25.02 to 54.82 µg/mL. CONCLUSION: Among the ten derivatives, compound 7J has considerable potential as an antimalarial agent, making it a viable contender for further refinement in the realm of pharmaceutical exploration, with the aim of mitigating the global malaria load.


Asunto(s)
Antimaláricos , Concentración 50 Inhibidora , Simulación del Acoplamiento Molecular , Plasmodium falciparum , Pirazoles , Triazinas , Antimaláricos/farmacología , Antimaláricos/síntesis química , Antimaláricos/química , Pirazoles/farmacología , Pirazoles/química , Pirazoles/síntesis química , Triazinas/farmacología , Triazinas/química , Triazinas/síntesis química , Plasmodium falciparum/efectos de los fármacos , Simulación por Computador , Diseño de Fármacos , Relación Estructura-Actividad , Humanos , Cloroquina/farmacología , Cloroquina/química , Enlace de Hidrógeno
11.
Chem Biodivers ; 21(5): e202400112, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38606640

RESUMEN

On the basis of remarkable anticancer profile of s-triazine nucleus, a new series of 2-methoxy-4-(3-morpholino-5-(arylamino)phenoxy)benzaldehyde derivatives 11 a-u was prepared and evaluated for in vitro antiproliferative activity against eight diverse human cancer cell lines (Capan-1, HCT-116, LN229, NCI-H460, DND-41, HL-60, K562 and Z138). Compounds 11 o, 11 r and 11 s were the most potent anticancer agents on pancreatic adenocarcinoma (Capan-1) cell line with IC50 value of 1.4, 5.1 and 5.3 µM, respectively, while compounds 11 f, 11 g, 11 k, 11 l and 11 n displayed selective activity against the pancreatic adenocarcinoma (Capan-1) cell line with IC50 values of 7.3-11.5 µM. These results indicate that derivative 11 o may serve as a promising lead compound for the ongoing development of novel antiproliferative agents. The docking studies were conducted to predict the interactions of derivative 11 o with putative protein targets in pancreatic adenocarcinoma (Capan-1) cell line, specifically the prenyl-binding protein PDEδ. Furthermore, the analysis of the molecular dynamics simulation results demonstrated that complex 11 o promoted a higher stability to the prenyl-binding protein PDEδ.


Asunto(s)
Adenocarcinoma , Antineoplásicos , Proliferación Celular , Diseño de Fármacos , Ensayos de Selección de Medicamentos Antitumorales , Simulación del Acoplamiento Molecular , Simulación de Dinámica Molecular , Neoplasias Pancreáticas , Triazinas , Humanos , Antineoplásicos/farmacología , Antineoplásicos/síntesis química , Antineoplásicos/química , Triazinas/química , Triazinas/farmacología , Triazinas/síntesis química , Neoplasias Pancreáticas/tratamiento farmacológico , Neoplasias Pancreáticas/patología , Neoplasias Pancreáticas/metabolismo , Proliferación Celular/efectos de los fármacos , Línea Celular Tumoral , Relación Estructura-Actividad , Adenocarcinoma/tratamiento farmacológico , Adenocarcinoma/patología , Adenocarcinoma/metabolismo , Estructura Molecular , Relación Dosis-Respuesta a Droga
12.
Eur J Med Chem ; 271: 116409, 2024 May 05.
Artículo en Inglés | MEDLINE | ID: mdl-38663285

RESUMEN

Inspite of established symptomatic relief drug targets, a multi targeting approach is highly in demand to cure Alzheimer's disease (AD). Simultaneous inhibition of cholinesterase (ChE), ß secretase-1 (BACE-1) and Dyrk1A could be promising in complete cure of AD. A series of 18 diaryl triazine based molecular hybrids were successfully designed, synthesized, and tested for their hChE, hBACE-1, Dyrk1A and Aß aggregation inhibitory potentials. Compounds S-11 and S-12 were the representative molecules amongst the series with multi-targeted inhibitory effects. Compound S-12 showed hAChE inhibition (IC50 value = 0.486 ± 0.047 µM), BACE-1 inhibition (IC50 value = 0.542 ± 0.099 µM) along with good anti-Aß aggregation effects in thioflavin-T assay. Only compound S-02 of the series has shown Dyrk1A inhibition (IC50 value = 2.000 ± 0.360 µM). Compound S-12 has also demonstrated no neurotoxic liabilities against SH-SY5Y as compared to donepezil. The in vivo behavioral studies of the compound S-12 in the scopolamine- and Aß-induced animal models also demonstrated attanuation of learning and memory functions in rats models having AD-like characteristics. The ex vivo studies, on the rat hippocampal brain demonstrated reduction in certain biochemical markers of the AD brain with a significant increase in ACh level. The Western blot and Immunohistochemistry further revealed lower tau, APP and BACE-1 molecular levels. The drosophilla AD model also revealed improved eyephenotype after treatment with compound S-12. The molecular docking studies of the compounds suggested that compound S-12 was interacting with the ChE-PAS & CAS residues and catalytic dyad residues of the BACE-1 enzymes. The 100 ns molecular dynamics simulation studies of the ligand-protein complexed with hAChE and hBACE-1 also suggested stable ligand-protein confirmation throughout the simulation run.


Asunto(s)
Acetilcolinesterasa , Enfermedad de Alzheimer , Secretasas de la Proteína Precursora del Amiloide , Inhibidores de la Colinesterasa , Diseño de Fármacos , Triazinas , Enfermedad de Alzheimer/tratamiento farmacológico , Enfermedad de Alzheimer/metabolismo , Animales , Humanos , Inhibidores de la Colinesterasa/farmacología , Inhibidores de la Colinesterasa/síntesis química , Inhibidores de la Colinesterasa/química , Secretasas de la Proteína Precursora del Amiloide/antagonistas & inhibidores , Secretasas de la Proteína Precursora del Amiloide/metabolismo , Ratas , Relación Estructura-Actividad , Acetilcolinesterasa/metabolismo , Triazinas/química , Triazinas/farmacología , Triazinas/síntesis química , Ácido Aspártico Endopeptidasas/antagonistas & inhibidores , Ácido Aspártico Endopeptidasas/metabolismo , Estructura Molecular , Péptidos beta-Amiloides/metabolismo , Péptidos beta-Amiloides/antagonistas & inhibidores , Simulación del Acoplamiento Molecular , Quinasas DyrK , Relación Dosis-Respuesta a Droga , Proteínas Tirosina Quinasas/antagonistas & inhibidores , Proteínas Tirosina Quinasas/metabolismo , Masculino , Proteínas Serina-Treonina Quinasas/antagonistas & inhibidores , Proteínas Serina-Treonina Quinasas/metabolismo , Butirilcolinesterasa/metabolismo
13.
Int J Biol Macromol ; 268(Pt 2): 131760, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38663693

RESUMEN

In the adsorption process for wastewater treatment, the adsorbent plays an important role. A composite adsorptive material composed of graphitic carbon nitride and agar-derived porous carbon (CNPC) was fabricated from simple precursors (melamine, thiourea, and agar) and through a facile procedure with different melamine and thiourea ratios. Characterization of CNPC proved a successful formation of a porous structure consisting of mesopores and macropores, wherein CNPC holds distinctive electrochemical (lowered resistance and higher specific capacity) and photochemical properties (lowered bandgap to 2.33 eV) thanks to the combination of graphitic carbon nitride (CN) and agar-derived porous carbon (PC). Inheriting the immanent nature, CNPC was subjected to the adsorption of methylene blue (MB) dye in an aqueous solution. The highest adsorption capacity was 133 mg/g for CNPC-4 which was prepared using a melamine to thiourea ratio of 4:4 - equivalent to the removal rate of 53.2 % and following the pseudo-I-order reaction rate. The effect of pH points out that pH 7 and 9 were susceptible to maximum removal and pretreatment is not required while the optimal ratio of 7.5 mg of MB and 30 mg of material was also determined to yield the highest performance. Furthermore, the reusability of the material for three consecutive cycles was evaluated based on two methods pyrolysis at 200 °C and photocatalytic degradation by irradiation under visible light. In general, the photocatalytic regeneration pathway is more ample and efficient than pyrolysis in terms of energy efficiency (saving energy over 10 times) and adsorption capacity stability. As a whole, the construction of accessible regenerative and stable adsorbent could be a venturing step into the sustainable development spearhead for industries.


Asunto(s)
Agar , Grafito , Azul de Metileno , Contaminantes Químicos del Agua , Adsorción , Grafito/química , Porosidad , Contaminantes Químicos del Agua/química , Contaminantes Químicos del Agua/aislamiento & purificación , Azul de Metileno/química , Agar/química , Purificación del Agua/métodos , Triazinas/química , Restauración y Remediación Ambiental/métodos , Carbono/química , Aguas Residuales/química , Concentración de Iones de Hidrógeno , Compuestos de Nitrógeno/química , Cinética , Tiourea/química
14.
Pestic Biochem Physiol ; 201: 105895, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38685222

RESUMEN

In this study, the interaction of triazine herbicides with three kinds of different alkyl groups (simetryne, ametryn and terbutryn) with human serum albumin (HSA) are investigated through UV-vis, fluorescence, and circular dichroism (CD) spectra. The mechanisms on the fluorescence quenching of HSA initiated by triazine herbicides are obtained using Stern-Volmer, Lineweaver-Burk and Double logarithm equations. The quenching rate constant (Kq), Stern-Volmer quenching constant (Ksv), binding constant (KA), thermodynamic parameters such as enthalpy change (∆H), entropy change (∆S) and Gibbs free energy (∆G) and number of binding site (n) are calculated and compared. The variations in the microenvironment of amino acid residues are studied by synchronous fluorescence spectroscopy. The binding sites and subdomains are identified using warfarin and ibuprofen as site probes. The conformational changes of HSA are measured using CD spectra. The results reveal that the triazine herbicides with different alkyl groups can interact with HSA by static quenching. The combination of the three herbicides and HSA are equally proportional, and the binding processes are spontaneous. Hydrophobic interaction forces play important roles in simetryne-HSA and ametryn-HSA, while the interaction of terbutryn-HSA is Van der Waals forces and hydrogen bonding. Moreover, the three herbicides can bind to HSA at site I (sub-domain IIA) more than site II (subdomain IIIA), and combine with tryptophan (Trp) more easily than tyrosine (Tyr) residues, respectively. By comparison, the order of interaction strength is terbutryn-HSA > ametryn-HSA > simetryne-HSA. Terbutryn can destroy the secondary structure of HSA more than simetryne and ametryn, and the potential toxicity of terbutryn is higher. It is expected that the interactions of triazine herbicides with HSA via multi-spectral analysis can offer some valuable information for studying the toxicity and the harm of triazine herbicides on human health at molecular level in life science.


Asunto(s)
Herbicidas , Albúmina Sérica Humana , Espectrometría de Fluorescencia , Termodinámica , Triazinas , Triazinas/química , Triazinas/metabolismo , Herbicidas/química , Herbicidas/metabolismo , Humanos , Albúmina Sérica Humana/química , Albúmina Sérica Humana/metabolismo , Dicroismo Circular , Sitios de Unión , Unión Proteica , Interacciones Hidrofóbicas e Hidrofílicas
15.
Environ Sci Pollut Res Int ; 31(19): 28494-28506, 2024 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-38561529

RESUMEN

Porous carbon generated from biomass has a rich pore structure, is inexpensive, and has a lot of promise for use as a carbon material for energy storage devices. In this work, nitrogen-doped porous carbon was prepared by co-pyrolysis using bagasse as the precursor and chlorella as the nitrogen source. ZnCl2 acts as both an activator and a nitrogen fixer during activation to generate pores and reduce nitrogen loss. The thermal weight loss experiments showed that the pyrolysis temperatures of bagasse and chlorella overlap, which created the possibility for the synthesis of nitrogen-rich biochar. The optimum sample (ZBC@C-5) possessed a surface area of 1508 m2g-1 with abundant nitrogen-containing functional groups. ZBC@C-5 in the three-electrode system exhibited 244.1F/g at 0.5A/g, which was extremely close to ZBC@M made with melamine as the nitrogen source. This provides new opportunities for the use of low-cost nitrogen sources. Furthermore, the devices exhibit better voltage retention (39%) and capacitance retention (96.3%). The goal of this research is to find a low cost, and effective method for creating nitrogen-doped porous carbon materials with better electrochemical performance for highly valuable applications using bagasse and chlorella.


Asunto(s)
Biomasa , Carbono , Chlorella vulgaris , Nitrógeno , Pirólisis , Triazinas , Nitrógeno/química , Carbono/química , Porosidad , Triazinas/química , Celulosa/química
16.
Food Chem ; 446: 138879, 2024 Jul 15.
Artículo en Inglés | MEDLINE | ID: mdl-38430773

RESUMEN

In this paper, a novel magnetic hyper-crosslinked polymer with amino and triazine bifunctional groups (M-NH2-THCP) was developed. M-NH2-THCP has strong nitroimidazoles (NDZs) enrichment effect, and therefore it was used as an adsorbent to extract five NDZs from lake water, catfish and shrimp meat prior to HPLC. Polar interaction, π-π stacking interaction, hydrogen bond and Lewis acid-base interaction were attested to be the major adsorption mechanism. The method has a good linearity in the range of 0.1-100 ng mL-1 for lake water, 10-400 ng g-1 for catfish and shrimp muscle with R2 > 0.9964. The limits of detection of NDZs were 0.03-0.04 ng mL-1 for lake water, 1.0-2.0 ng g-1 for catfish and 2.0-2.5 ng g-1 for shrimp, which is superior to most reported method. The method recoveries were 87.6-119 %, and relative standard deviations were less than 8.7 %. M-NH2-THCP holds great application potential in pollutants enrichment, separation and removal.


Asunto(s)
Nitroimidazoles , Polímeros , Polímeros/química , Nitroimidazoles/análisis , Adsorción , Porosidad , Triazinas/química , Fenómenos Magnéticos , Agua , Extracción en Fase Sólida/métodos , Cromatografía Líquida de Alta Presión , Límite de Detección
17.
Environ Pollut ; 345: 123472, 2024 Mar 15.
Artículo en Inglés | MEDLINE | ID: mdl-38320686

RESUMEN

Leather is produced by a multi-step process among which the tanning phase is the most relevant, transforming animal skin collagen into a stable, non-putrescible material used to produce a variety of different goods, for the footwear, automotive, garments, and sports industry. Most of the leather produced today is tanned with chromium (III) salts or alternatively with aldehydes or synthetic tannins, generating high environmental concern. Over the years, high exhaustion tanning systems have been developed to reduce the environmental impact of chromium salts, which nevertheless do not avoid the use of metals. Chrome-free alternatives such as aldehydes and phenol based synthetic tannins, are suffering from Reach restrictions due to their toxicity. Thus, the need for environmentally benign and economically sustainable tanning agents is increasingly urgent. In this review, the synthesis, use and tanning mechanism of a new class of tanning agents, 1,3,5-triazines derivatives, have been reported together with organoleptic, physical mechanical characteristics of tanned leather produced. Additionally environmental performance and economic data available for 1,3,5-triazines have been compared with those of a standard basic chromium sulphate tanning process, evidencing the high potentiality for sustainable, metal, aldehyde, and phenol free leather manufacturing.


Asunto(s)
Curtiembre , Taninos , Animales , Aldehídos , Cromo/toxicidad , Cromo/análisis , Residuos Industriales/análisis , Industrias , Fenol , Fenoles , Sales (Química) , Triazinas/análisis , Triazinas/química
18.
J Chromatogr A ; 1717: 464707, 2024 Feb 22.
Artículo en Inglés | MEDLINE | ID: mdl-38310703

RESUMEN

Detecting trace endocrine disruptors in water is crucial for evaluating the water quality. In this work, a innovative modified polyacrylonitrile@cyanuric chloride-triphenylphosphine nanofiber membrane (PAN@CC-TPS) was prepared by in situ growing triazine porous organic polymers on the polyacrylonitrile (PAN) nanofibers, and used in the dispersive solid phase extraction (DSPE) to enrich trace nitrobenzene phenols (NPs) in water. The resluted PAN@CC-TPS nanofiber membrane consisted of numerous PAN nanofibers cover with CC-TPS solid spheres (∼2.50 µm) and owned abundant functional groups, excellent enrichment performance and good stability. In addition, the method based on PAN@CC-TPS displayed outstanding capacity in detecting the trace nitrobenzene phenols, with 0.50-1.00 µg/L of the quantification, 0.10-0.80 µg/L of the detection limit, 85.35-113.55 % of the recovery efficiency, and 98.08-103.02 of the enrichment factor, which was comparable to most materials. Meanwhile, when PAN@CC-TPS was adopted in the real water samples (sea water and river water), the high enrichment factors and recovery percentages strongly confirmed the feasibility of PAN@CC-TPS for enriching and detecting the trace NPs. Besides, the related mechanism of extracting NPs on PAN@CC-TPS mainly involved the synergistic effect of hydrogen bonding, π-π stacking and hydrophobic effect.


Asunto(s)
Nanofibras , Nitrofenoles , Compuestos Organofosforados , Nanofibras/química , Porosidad , Polímeros , Extracción en Fase Sólida/métodos , Fenoles/análisis , Antifúngicos , Triazinas/química , Nitrobencenos , Límite de Detección , Cromatografía Líquida de Alta Presión/métodos
19.
Bioorg Med Chem ; 101: 117634, 2024 Mar 01.
Artículo en Inglés | MEDLINE | ID: mdl-38359754

RESUMEN

Synthesis and biological evaluation of a small, focused library of 1,3-disubstituted-1,2,4-triazin-6-ones for in vitro inhibitory activity against androgen-receptor-dependent (22Rv1) and androgen-receptor independent (PC3) castration-resistant prostate cancer (CRPC) cells led to highly active compounds with in vitro IC50 values against 22Rv1 cells of <200 nM, and with apparent selectivity for this cell type over PC3 cells. From metabolic/PK evaluations of these compounds, a 3-benzyl-1-(2,4-dichlorobenzyl) derivative had superior properties and showed considerably stronger activity, by nearly an order of magnitude, against AR-dependent LNCaP and C4-2B cells compared to AR-independent DU145 cells. This lead compound decreased AR expression in a dose and time dependent manner and displayed promising therapeutic effects in a 22Rv1 CRPC xenograft mouse model. Computational target prediction and subsequent docking studies suggested three potential known prostate cancer targets: p38a MAPK, TGF-ß1, and HGFR/c-Met, with the latter case of c-Met appearing stronger, owing to close structural similarity of the lead compound to known pyridazin-3-one derivatives with potent c-Met inhibitory activity. RNA-seq analysis showed dramatic reduction of AR signalling pathway and/or target genes by the lead compound, subsequently confirmed by quantitative PCR analysis. The lead compound was highly inhibitory against HGF, the c-Met ligand, which fitted well with the computational target prediction and docking studies. These results suggest that this compound could be a promising starting point for the development of an effective therapy for the treatment of CRPC.


Asunto(s)
Neoplasias de la Próstata Resistentes a la Castración , Receptores Androgénicos , Triazinas , Animales , Humanos , Masculino , Ratones , Andrógenos/metabolismo , Línea Celular Tumoral , Próstata/metabolismo , Neoplasias de la Próstata Resistentes a la Castración/tratamiento farmacológico , Receptores Androgénicos/genética , Receptores Androgénicos/metabolismo , Triazinas/química , Triazinas/farmacología
20.
Int J Biol Macromol ; 260(Pt 1): 129497, 2024 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-38232884

RESUMEN

A new synergistic flame retardant named Bisiminopropyl trimethoxysilane-1,3,5-triazine-O-bicyclic pentaerythritol phosphate (BTPODE) was synthesized, which is a type of Si/P/N flame retardant. This was accomplished by grafting aminopropyl trimethoxysilane and bicyclic pentaerythritol phosphate onto a triazine ring structure, serving as an intermediate. The structure of BTPODE was determined using nuclear magnetic resonance (1H NMR, 13C NMR, and 31P NMR) and Fourier transform infrared spectroscopy (FT-IR). SEM was used to detect the surface morphology of cotton fabrics, which suggested that BTPODE had been resoundingly stick to cotton fabrics. The flame retardant properties of cotton fabrics were evaluated by measuring the limiting oxygen index (LOI) and conducting vertical flammability experiments. Cotton fabrics with a weight gain of 20.73 % achieved an LOI value of 32.5 %. Thermogravimetric (TG) experiments demonstrated the samples' good thermostability. Furthermore, under nitrogen conditions, the char residue of cotton fabric with a weight gain of 20.73 % was 36.85 %. The cone calorimetry test (CONE) showed a significant reduction in the TSP value, indicating a certain level of smoke suppression performance. Finally, based on the obtained experimental results, the fire-retardant mechanism principle of the flame retardant was deduced.


Asunto(s)
Retardadores de Llama , Glicoles de Propileno , Silanos , Humanos , Triazinas/química , Espectroscopía Infrarroja por Transformada de Fourier , Fosfatos , Aumento de Peso
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