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1.
Org Lett ; 25(4): 676-681, 2023 Feb 03.
Artículo en Inglés | MEDLINE | ID: mdl-36682056

RESUMEN

Herein we describe a method to produce 2-haloalkoxy-3-substituted quinolines via the cyclization of 2-alkynylanilines with TMSCF3 and THF. This synthetic method uses inexpensive and easy-to-handle TMSCF3 and employs a commercially available CuI catalyst to transform a broad range of 2-alkynylanilines into versatile 2-difluoromethoxy-3-substituted quinolines and 2-iodoalkoxy-3-substituted quinolines with excellent chemoselectivity.

2.
Eur J Med Chem ; 236: 114293, 2022 Jun 05.
Artículo en Inglés | MEDLINE | ID: mdl-35385804

RESUMEN

Herein, 26 rhodamine fluorophores were synthesized from readily available Rh-6G and relative amines at room temperature with good selectivity, functional groups compatibility and high yields. We found that one of them 3f showed pH-dependent anticancer bioactivity, with cell viability of 68.4% under pH 6.5 and 83.2% under pH 7.5, LDH fold change of 42.8% under pH 6.5 and 26.4% under pH 7.5 in 22.35 µM in human bladder cancer cell line EJ. Besides, 3f showed anticancer bioactivity in vivo towards human bladder cancer, by triggering apoptosis through mitochondrial pathway.


Asunto(s)
Neoplasias de la Vejiga Urinaria , Apoptosis , Línea Celular Tumoral , Proliferación Celular , Femenino , Colorantes Fluorescentes/farmacología , Humanos , Concentración de Iones de Hidrógeno , Ionóforos , Masculino , Rodaminas/farmacología , Neoplasias de la Vejiga Urinaria/tratamiento farmacológico
3.
Org Lett ; 23(16): 6417-6422, 2021 08 20.
Artículo en Inglés | MEDLINE | ID: mdl-34355914

RESUMEN

A novel method to synthesize N-aryl-1-amino indoles was established by the photoinduced N-N coupling reaction. This protocol is by treatment of o-nitrobenzyl alcohols and indolines in the presence of TEAI and acetic acid with a 24 W ultraviolet (UV) light-emitting diode (LED) (385-405 nm) irradiation. The products bearing an aldehyde group can be further transformed to fluorescent probes based on Rhodamine 6G derivative 11, which shows a high specificity and sensitivity for Fe3+.

4.
Org Lett ; 23(14): 5329-5333, 2021 07 16.
Artículo en Inglés | MEDLINE | ID: mdl-34181430

RESUMEN

Herein, we develop a mild method for N-acylation of primary and secondary amines with α-diketones induced by ultraviolet (UV) light. Forty-six examples with various functional groups are explored at room temperature with irradiation by three 26 W UV lamps (350-380 nm). The yield reaches 97%. The gram scale experiment product yield is 76%. Moreover, this system can be applied to the synthesis of several amino acid derivatives. Mechanistic studies show that benzoin is generated in situ from benzil under UV irradiation.

5.
Molecules ; 26(5)2021 Mar 05.
Artículo en Inglés | MEDLINE | ID: mdl-33807680

RESUMEN

N,N'-chelate organoboron compounds have been successfully applied in bioimaging, organic light-emitting diodes (OLEDs), functional polymer, photocatalyst, electroluminescent (EL) devices, and other science and technology areas. However, the concise and efficient synthetic methods become more and more significant for material science, biomedical research, or other practical science. Here, we summarized the organoboron-N,N'-chelate derivatives and showed the different routes of their syntheses. Traditional methods to synthesize N,N'-chelate organoboron compounds were mainly using bidentate ligand containing nitrogen reacting with trivalent boron reagents. In this review, we described a series of bidentate ligands, such as bipyridine, 2-(pyridin-2-yl)-1H-indole, 2-(5-methyl-1H-pyrrol-2-yl)quinoline, N-(quinolin-8-yl)acetamide, 1,10-phenanthroline, and diketopyrrolopyrrole (DPP).


Asunto(s)
Compuestos de Boro/síntesis química , Indoles/química , Piridinas/química , Quinolinas/química , Isocianatos/química , Ligandos , Fenantrolinas/química
6.
RSC Adv ; 11(17): 10300-10308, 2021 Mar 05.
Artículo en Inglés | MEDLINE | ID: mdl-35423498

RESUMEN

A heterostructured material of CdS and Fe2O3 nanoparticle-modified TiO2 nanotube array (NTA) photoelectrode (TiO2/Fe2O3/CdS) is reported in this work. TiO2/Fe2O3 was prepared by annealing TiO2 NTAs pre-loaded with Fe(OH)3, which was uniformly clung to TiO2 NTAs using sequential chemical bath deposition (S-CBD). Subsequently, CdS nanoparticles were deposited on TiO2/Fe2O3 using the successive ion layer adsorption and reaction (SILAR) technique. Three-dimensional (3D) TiO2/Fe2O3/CdS samples generated a photocurrent of approximately 4.92 mA cm-2, with a photoconversion efficiency of 4.36%, which is more than 20 times higher than that of bare TiO2 NTAs (0.22%) and 6 times that of TiO2/Fe2O3 (0.71%). The photocatalytic activity was evaluated by the degradation of p-nitrophenol (PNP) under visible light (λ > 420 nm). The TiO2/Fe2O3/CdS exhibited the best photocatalytic activity among all samples. Almost all PNP was degraded by TiO2/Fe2O3/CdS within 120 min. The enhancement of photocatalytic activity could be attributed to the promoted photo-induced electron and hole separation and migration on the basis of photoluminescence spectra, photocurrent measurements, and open-circuit photovoltage responses. In addition, the newly synthesized TiO2/Fe2O3/CdS can maintain high photocatalytic efficiency for five reuse cycles. Our findings provide a new idea for the low cost synthesis of high performance photocatalysts for the photodegradation of organic pollutants in aqueous solution.

7.
J Colloid Interface Sci ; 486: 58-66, 2017 Jan 15.
Artículo en Inglés | MEDLINE | ID: mdl-27693550

RESUMEN

A novel (CdS-Mn/MoS2/CdTe)-sensitized TiO2 nanotube arrays (NTAs) photoelectrode has been prepared by electrodeposite, successive ionic layer adsorption and reaction (SILAR) coupled with hydrothermal method. When a ZnS layer was added on the top of CdS-Mn/MoS2/CdTe/TiO2, a notable red-shift and high absorption was observed in the visible light region. The photocurrent density (mA/cm2) systematically increases from TiO2 NTAs (0.43), CdTe/TiO2 (1.09), MoS2/CdTe/TiO2 (1.80), CdS-Mn/MoS2/CdTe/TiO2 (2.40), to ZnS/CdS-Mn/MoS2/CdTe/TiO2 (3.41) under visible light irradiation, due to the type-II semiconductor heterostructures comprising multiple components with a staggered band offset. Such a heterostructure possesses an enhanced photocatalytic performance towards degradation of organic contaminant, e.g. P-Nitrophenol (PNP) and Rhodamine B (RhB).

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