Structural and theoretical studies on rhodium and iridium complexes with 5-nitrosopyrimidines. Effects on the proteolytic regulatory enzymes of the renin–angiotensin system in human tumoral brain cells

Illán‐Cabeza, Nuria A.; Jiménez‐Pulido, Sonia B.; Ramírez-Expósito, María Jesús; García-García, Antonio R.; Peña-Ruiz, Tomás; Martínez-Martos, José Manuel; Moreno‐Carretero, Miguel N.

doi:10.1016/j.jinorgbio.2014.11.004

Cited by 14 publications

(4 citation statements)

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“…This increase could be given by a defense mechanism developed by the cells: if the compounds are interacting with TrxR, there is an increase of ROS production, and cells would increase their production of antioxidant enzymes to be able to overcome the oxidative damage produced by ROS. A similar effect was found by Illań-Cabeza et al 94 on glioma tumors upon treatment with a phosphanegold(I) complex. They found increased production of glutathione and increased activity of antioxidant enzymes such as superoxide dismutase and GPx compared to nontreated tumor mice models and healthy mice, which is a defense mechanism of the cell to reduce the ROS formed after inhibition of TrxR.…”

Section: Inorganic Chemistrysupporting

confidence: 85%

Novel Gold(I) Thiolate Derivatives Synergistic with 5-Fluorouracil as Potential Selective Anticancer Agents in Colon Cancer

et al. 2017

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New gold(I) thiolate complexes have been synthesized and characterized, and their physicochemical properties and anticancer activity have been tested. The coordination of PTA derivatives provides optimal hydrophilicity/lipophilicity properties to the complexes, which present high solution stability. Moreover, the complexes show a high anticancer activity against Caco-2 cells, comparable to that of auranofin, and a very low cytotoxic activity against enterocyte-like differentiated cells. Their activity has been shown to produce cell death by apoptosis and arrest of the cell cycle because of interaction with the reductase enzymes and consequent reactive oxygen species production. Some of these new complexes are also able to decrease the necessary dose of 5-fluorouracil, a drug used for the treatment of colon cancer, by a synergistic mechanism.

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Section: Inorganic Chemistrysupporting

confidence: 85%

Novel Gold(I) Thiolate Derivatives Synergistic with 5-Fluorouracil as Potential Selective Anticancer Agents in Colon Cancer

et al. 2017

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“…First, we used density functional theory (DFT) method to evaluate the optimized ground state geometries and frontier molecular orbital (FMO) distributions of compounds at the level of B3LYP/6‐31G(d,p). [ 49 ] As shown in Figure , the highest occupied molecular orbital (HOMO) of TPA‐9AC is mainly distributed on triphenylamine (TPA) moiety, while the lowest unoccupied molecular orbital (LUMO) is localized on acridine (AC) part. This typical donor‐acceptor (D‐A) molecular design, in which TPA unit acts as the donor and AC unit serves as the acceptor, can significantly improve the fluorescence quantum efficiency relative to electron‐deficient AC chromophore.…”

Section: Resultsmentioning

confidence: 99%

An Ultra‐Sensitive Fluorescent Probe Based on Hybridized Local and Charge‐Transfer Materials for Quantitative Detection of Propanol Isomers

Zhou

Liu

Chen

et al. 2023

Advanced Optical Materials

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to distinguish propanol isomers such as Lucas test, silver mirror reaction, nuclear magnetic resonance, and Fourier transformed infrared spectrophotometer are usually complex and costly. [11][12][13][14][15] More importantly, these methods can only qualitatively distinguish two isomer solutions, but not quantitatively give out the proportions of propanol isomers components. Owing to their extremely similar physical and chemical properties, the efficient methods to distinguish propanol isomers remain scarce, let alone the quantitatively detection of n-propanol in isopropanol solvent. [16][17][18] Fluorescence-based sensors exhibit promising potential in biology, pharmacology, and environmental fields due to their low-cost, excellent selectivity and sensitivity, quick detection, and low detection limits. [19][20][21][22][23][24][25][26][27][28][29][30][31] Unfortunately, there are currently no fluorescent probes reported to detect propanol solvents, especially for the distinction of propanol isomers. Considering the difference of electron-withdrawing abilities between isopropanol and n-propanol isomers, one of the promising solutions is to design a fluorescent probe that is sensitive to them due to the change of excited state characteristic.Recently, Ma and Yang reported a series of hybridized local and charge-transfer (HLCT) materials. [32][33][34][35][36][37][38][39][40][41][42][43] These novel HLCT emitters simultaneously exhibited the locally-excited (LE) state character and the charge-transfer (CT) state character, guaranteeing both high photoluminescence quantum yields (PLQYs) and stimuli-responsive functionalization. Among them, the non-equivalent hybridization emitter is easy to de-hybridize by external stimulation because of the unbalanced LE and CT components, and thus to exhibit sensing properties with changes in color and emission intensity. [44][45][46][47] It means that the highly efficient fluorescent probe can be expected to achieve through the excited state regulation. [48] What is more, the fluorescence decay of HLCT emitter associates with fast nanosecond process, guaranteeing a high sensitivity and a shortened response time.In this work, we reported a novel fluorescence probe of 4-(acridin-9-yl)-N,N-diphenylaniline (TPA-9AC) to detect propanol isomers with high sensitivity. Theoretical calculations combined with photophysical experiments show that TPA-9AC exhibits non-equivalent hybridization features and high PLQYs.Isopropanol has been widely applied in various fields as an important chemical solvent, which is produced by direct hydration of propylene accompanied with the byproduct of n-propanol. Herein, an ultra-sensitive fluorescent probe of TPA-9AC, based on a non-equivalent hybridized local and charge-transfer (HLCT) material, is designed and synthesized to quantitatively detect the percentage of n-propanol in propanol isomers. Owing to the stronger electron acceptor ability of n-propanol, the excited state of probe transfers from highly emissive HLCT state to non-emissive charge-transfer s...

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“…In order to gain initial understanding of designed linker, geometrical optimization and orbital distribution were performed on the organic linker of 4,4"-(10H,10"H-9,9"-spirobi[acridine]-10,10"-diyl)dibenzoic acid (SAC) to study the ground state using Gaussian 09 package at the level of B3LYP/6-31G (d, p). [26,27] A large dihedral angle of nearly 90° significantly separate the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) of SAC (4,4"-(10H,10"H-9,9"-spirobi[acridine]-10,10"-diyl)dibenzoic acid) (Figure 2B), making the linker belong to the particular point-group symmetry C 2 . As expected, the HOMO mainly distributed on the electron donor of SBA (spiro-bi-acridine), while the LUMO mainly located on the benzoic acid part as electron acceptor (Figure 2B).…”

Section: Design and Characterization Of Organic Linkermentioning

confidence: 99%

Metal–Organic Framework Based Thermally Activated Delayed Fluorescence Emitter with Oxygen‐Insensitivity for Cell Imaging

Bie

Guo

Zhang

et al. 2021

Advanced Optical Materials

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To achieve better resolution and contrast in fluorescence techniques, time‐resolved fluorophores are promising constituents for probes in imaging and sensing, allowing for the elimination of background signals from scattering and short‐lived autofluorescence. Here a metal–organic framework (MOF) named Spiro‐MOF‐1 is designed with high thermally activated delayed fluorescence (TADF) persistence using a strategy of high rigidity to achieve a lifetime more than two times longer than that of pure linker. The rigid structure originated from spiro‐bi‐acridine unit is unambiguously revealed through 3D electron diffraction tomography (3D‐EDT). Furthermore, nanocrystals of Spiro‐MOF‐1 are successfully developed and modified with polyethylene glycol (PEG) as a biocompatible, time‐resolved fluorescent fluorophore with high TADF persistence, which exhibits a lifetime around 1 μs with no obvious decay under various bio‐mimicking environments, which has not been achieved by any other MOF‐based TADF emitter and small organic molecules. In further cell experiments, PEG‐modified nanocrystals exhibit a fluorescent signal that is more than 30 times longer than that of autofluorescence background in BGC823 cell line.

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Structural and theoretical studies on rhodium and iridium complexes with 5-nitrosopyrimidines. Effects on the proteolytic regulatory enzymes of the renin–angiotensin system in human tumoral brain cells

Cited by 14 publications

References 63 publications

Novel Gold(I) Thiolate Derivatives Synergistic with 5-Fluorouracil as Potential Selective Anticancer Agents in Colon Cancer

Novel Gold(I) Thiolate Derivatives Synergistic with 5-Fluorouracil as Potential Selective Anticancer Agents in Colon Cancer

An Ultra‐Sensitive Fluorescent Probe Based on Hybridized Local and Charge‐Transfer Materials for Quantitative Detection of Propanol Isomers

Metal–Organic Framework Based Thermally Activated Delayed Fluorescence Emitter with Oxygen‐Insensitivity for Cell Imaging

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