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1.
J Org Chem ; 89(10): 6759-6769, 2024 May 17.
Artículo en Inglés | MEDLINE | ID: mdl-38683949

RESUMEN

Electrochemical C-H mono/multi-bromination regulation of N-sulfonylanilines on the cost-effective CF electrode is described. This reaction proceeds smoothly under mild conditions with a broad substrate scope, affording diverse mono/multi-brominated anilines in moderate to good yields. Mechanism study reveals that this transformation involves anodic oxidation, aromatic electrophilic substitution, and deprotonation. Preliminary electroactive molecule screening results in its prospective application in electroactive MBs for electrochemical biosensors.

2.
Ecotoxicol Environ Saf ; 263: 115262, 2023 Sep 15.
Artículo en Inglés | MEDLINE | ID: mdl-37480693

RESUMEN

China has the world's largest reserves of rare earth elements (REEs), but widespread mining and application of REEs has led to an increased risk of potential pollution. Yttrium (Y), the first heavy REEs to be discovered, poses a substantial threat to human health. Unfortunately, little attention has been given to the impact of Y on human reproductive health. In this study, we investigated the toxic effects of YCl3 on mouse testes and four types of testicular cells, including Sertoli, Leydig, spermatogonial and spermatocyte cells. The results showed that YCl3 exposure causes substantial damage to mouse testes and induces apoptosis and autophagy, but not pyroptosis or necrosis, in testicular cells. Genome-wide gene expression analysis revealed that YCl3 induced significant changes in gene expression, with Ca2+ and mitochondria-related genes being the most significantly altered. Mechanistically, YCl3 exposure induced mitochondrial dysfunction in testicular cells, triggering the overproduction of reactive oxygen species (ROS) by impairing the Nrf2 pathway, regulating downstream Ho-1 target protein expression, and increasing Ca2+ levels to activate the CamkII/Ampk signaling pathway. Blocking ROS production or Ca2+ signaling significantly attenuates apoptosis and autophagy, while supplementation with Ca2+ reverses the suppression of apoptosis and autophagy by ROS blockade in testicular cells. Notably, apoptosis and autophagy induced by YCl3 treatment are independent of each other. Thus, our study suggests that YCl3 may impair the antioxidant stress signaling pathway and activate the calcium pathway through the ROS-Ca2+ axis, which promotes testicular cell apoptosis and autophagy independently, thus inducing testicular damage and impairing male reproductive function.


Asunto(s)
Metales de Tierras Raras , Itrio , Humanos , Animales , Ratones , Masculino , Proteína Quinasa Tipo 2 Dependiente de Calcio Calmodulina/genética , Especies Reactivas de Oxígeno , Apoptosis , Autofagia , ADN Mitocondrial , Genitales Masculinos
3.
J Org Chem ; 85(10): 6498-6508, 2020 05 15.
Artículo en Inglés | MEDLINE | ID: mdl-32329338

RESUMEN

An alternative process of Pd-catalyzed C-4 selective coupling of 2,4-dichloropyridines with boronic esters was developed, which afforded 24 examples of C-4 coupled pyridines in moderate to good yields. After further arylation, 21 examples of C-2, C-4 diarylated pyridines with a significant photophysical property were obtained, which were applied as pyridine-based dyes into live-cell imaging with good biocompatibility and low toxicity.


Asunto(s)
Colorantes , Paladio , Catálisis , Células , Estructura Molecular , Piridinas
4.
Front Public Health ; 11: 1104195, 2023.
Artículo en Inglés | MEDLINE | ID: mdl-36794068

RESUMEN

Introduction: Environmental pollutants, such as rare earth elements, affect human health and particularly induce reproductive system injury. Yttrium (Y), one of the most widely used heavy rare earth elements, has been reported the cytotoxicity. However, the biological effects of Y3+ in the human body are largely unknown. Methods: To further investigate the effects of Y on the reproductive system, in vivo (rat models) and in vitro studies were performed. Histopathological and immunohistochemical examination were conducted, and western blotting assays were performed to detect the protein expression. TUNEL/DAPI staining were used to detect cell apoptosis, and the intracellular calcium concentrations were also determined. Results: Long-term exposure to YCl3 in rats produced significant pathological changes. YCl3 treatment could induce cell apoptosis in vivo and in vitro. In addition, YCl3 enhanced the concentration of cytosolic Ca2+ and up regulated the expression of IP3R1/CaMKII axis in Leydig cells. However, inhibition of IP3R1 and CaMKII with 2-APB and KN93, respectively, could reverse these effects. Conclusion: Long-term exposure to yttrium could induce testicular injury by stimulating cell apoptosis, which might be associated with activation of Ca2+/IP3R1/CaMKII axis in Leydig cells.


Asunto(s)
Proteína Quinasa Tipo 2 Dependiente de Calcio Calmodulina , Itrio , Masculino , Humanos , Ratas , Animales , Proteína Quinasa Tipo 2 Dependiente de Calcio Calmodulina/metabolismo , Proteína Quinasa Tipo 2 Dependiente de Calcio Calmodulina/farmacología , Itrio/toxicidad , Testículo/metabolismo , Apoptosis , Transducción de Señal
5.
Acta Crystallogr Sect E Struct Rep Online ; 66(Pt 7): o1522, 2010 Jun 05.
Artículo en Inglés | MEDLINE | ID: mdl-21587772

RESUMEN

In the title compound, C(20)H(18)N(4)O(4), conformation along the bond sequence linking the benzene and quinoline rings, which have a mean inter-planar dihedral angle of 2.7 (5)°, is trans-(+)gauche-trans-trans-(-)gauche-trans-trans. In the crystal structure, a pair of inter-molecular N-H⋯O hydrogen bonds links the mol-ecules into centrosymmetric cyclic R(2) (2)(8) dimers, which are aggregated via π-π inter-actions into parallel sheets [quinoline-benzene ring centroid separation = 3.6173 (16)-3.6511 (16) Å]. The sheets are further connected through weak C-H⋯O inter-actions, giving a supra-molecular two-dimensional network.

6.
Future Med Chem ; 10(7): 795-809, 2018 04 01.
Artículo en Inglés | MEDLINE | ID: mdl-29671630

RESUMEN

Epigallocatechin gallate (EGCG), one of polyphenols isolated from green tea, exhibits biology-benefiting effects with minimum severe adverse. EGCG is known to be a mitochondrion-targeting medicinal agent, regulating mitochondrial metabolism, including mitochondrial biogenesis, mitochondrial bioenergetics, and mitochondria-mediated cell cycle and apoptosis. EGCG might exhibit either antioxidative activity to prevent against oxidative stress or pro-oxidative activity to counteract cancer cells, which depends on the cellular stress situations, cell types and the concentration of EGCG. Recent research has gained positive and promising data. This review will discuss the interaction between EGCG and mitochondrion.


Asunto(s)
Catequina/análogos & derivados , Mitocondrias/efectos de los fármacos , Animales , Apoptosis/efectos de los fármacos , Catequina/farmacología , Ciclo Celular/efectos de los fármacos , Metabolismo Energético/efectos de los fármacos , Contaminantes Ambientales/toxicidad , Humanos , Mitocondrias/metabolismo , Biogénesis de Organelos , Oxidación-Reducción , Estrés Oxidativo , Especies Reactivas de Oxígeno/metabolismo , Té/química
7.
Chem Asian J ; 12(4): 465-469, 2017 Feb 16.
Artículo en Inglés | MEDLINE | ID: mdl-28052596

RESUMEN

A green approach for the generation of ß-keto sulfones through a reaction of aryldiazonium tetrafluoroborates and sulfur dioxide with silyl enol ether under catalyst- and additive-free conditions has been realized. This reaction proceeds efficiently at room temperature and goes to completion in half an hour. During the reaction process, aryldiazonium tetrafluoroborate is treated with DABCO⋅(SO2 )2 (DABCO=1,4-diazabicyclo[2.2.2]octane) to provide a sulfonyl radical as the key intermediate, which then initiates the transformation. Oxidants or metal catalysts are avoided, and the presence of DABCO also plays an important role in the reaction.

8.
Biomed Res Int ; 2017: 2183658, 2017.
Artículo en Inglés | MEDLINE | ID: mdl-28326317

RESUMEN

The pollutants rare earth elements (REEs) have posed great threats to human health. To investigate the cytotoxicity of yttrium (Y), a model that rats have free access to water containing YCl3 for 6 months is utilized. The results showed that YCl3 treatment promoted neuronal cell apoptosis by upregulating the proapoptotic factors Bax, caspase-3, Cyto c, and DAPK and by downregulating the antiapoptotic factors Bcl-2 and XIAP at both mRNA and protein levels. Conclusively, YCl3 exhibited cytotoxicity and promoted neuronal cell death by the induction of apoptotic pathways.


Asunto(s)
Apoptosis/efectos de los fármacos , Neuronas/efectos de los fármacos , Contaminantes Químicos del Agua/toxicidad , Itrio/toxicidad , Animales , Caspasa 3/biosíntesis , Muerte Celular/efectos de los fármacos , Proliferación Celular/efectos de los fármacos , Proteínas Quinasas Asociadas a Muerte Celular/biosíntesis , Regulación de la Expresión Génica/efectos de los fármacos , Humanos , Proteínas Proto-Oncogénicas c-bcl-2/biosíntesis , Ratas , Transducción de Señal/efectos de los fármacos , Proteína X Asociada a bcl-2/biosíntesis
9.
Chem Commun (Camb) ; 50(32): 4188-91, 2014 Apr 25.
Artículo en Inglés | MEDLINE | ID: mdl-24619033

RESUMEN

A silver(I)-catalyzed reaction of 1-((cyclopropylidenemethyl)-2-alkynyl)arene with 2-alkynylbenzaldoxime leads to 1-((1,3-dihydroisobenzofuran-1-yl)methyl)isoquinolines in good to excellent yields. A radical process is believed to be involved in the transformation.


Asunto(s)
Alquinos/química , Benzofuranos/síntesis química , Isoquinolinas/síntesis química , Mesilatos/química , Catálisis , Ciclización , Modelos Químicos , Estructura Molecular
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