Publications by authors named "Elena V Antina"

The design of fluorescent probes based on biocompatible luminophores for medical diagnostics is one of the rapidly developing areas worldwide. Here, we report the synthesis of a novel BODIPYs containing a propanoic acid residue at the α-position of one of the pyrrole rings conjugated to (+)-myrtenol or thiotherpenoid. Both conjugates are quite photostable (t ∼ 40 h) and exhibit high fluorescence efficiency (φ ∼ 77-90 %).

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Aggregation-caused quenching effect (ACQ) greatly limits the practical use of many organic luminophores in biomedicine, optics and electronics. The comparative analysis of aggregation characteristics of CHR-bis(BODIPY) bichromophores 1-6 with R = H, Ph, MeOPh and various linking positions (α,α-; α,β-; β,β- and β',β'-) in THF-water mixtures with different water fractions or dye concentrations is first presented in this article. Both the linking style 1-4 and the arylation of the spacer with phenyl (Ph-) 5 or methoxyphenyl (MeOPh-) 6 substituents strongly affect the formation of luminophore aggregated forms in binary THF-water mixtures.

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Natural monoterpenes and their derivatives are widely considered the effective ingredients for the design and production of novel biologically active compounds. In this study, by using the molecular docking technique, we examined the effects of two series of "sulfide-sulfoxide-sulfone" thioterpenoids containing different (e.g.

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In order to expand the arsenal of tools and areas for practical use of BODIPY dyes as bifunctional fluorescent theranostics, we studied the effect of the meso-substituents nature and medium properties on photo- and pH-stability, efficiency of singlet oxygen generation, and affinity to biostructures of terpene-BODIPY conjugates. The BODIPYs fused with myrtenol or thiotherpenoid via carboxylic acid residues exhibit high stability over a wide pH range and the presence of a bulky substituent at the meso-position of BODIPY conjugates increases their photostability two-fold compared to structurally related meso-unsubstituted analogues. Furthermore, the photodegradation rate of the conjugates directly depends on their ability to generate singlet oxygen and the course probability of the corresponding red-ox reactions involving reactive oxygen species.

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This study presents a dipyrromethene-based sensitive and selective probe for Zn ions detection in aqueous and water-organic media. The probe demonstrates absorbance-ratiometric and "off-on" fluorescent sensing for Zn in a DMSO/HO (9:1, v/v) mixture. The 3,3',4,4',5,5'-hexamethyl-2,2'-dipyrromethene (HL), similar to its analogs, exhibits weak fluorescence (with a quantum yield of less than 0.

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The results of a X-ray photoelectron spectroscopy (XPS) and steady-state absorption spectroscopy study of the electronic structure, and cationic and excited states of a series of 1,3,5,7-tetramethyl-substituted BODIPYs (4Me,2R-BODIPYs) are presented. The experimental data were interpreted using high-level quantum chemical computations, including the algebraic diagrammatic construction method for the polarization propagator of the second order (ADC(2)), the outer-valence Green's function (OVGF) method, the density functional (DFT) approach, and the time-dependent DFT (TD-DFT) approach. Substitution effects on the XPS and absorption spectra were determined for 2,6-positions of 4Me,2R-BODIPY pyrrole nuclei (R = H, Br, Bu, benzyl).

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Infectious diseases caused by various nosocomial microorganisms affect worldwide both immunocompromised and relatively healthy persons. Bacteria and fungi have different tools to evade antimicrobials, such as hydrolysis damaging the drug, efflux systems, and the formation of biofilm that significantly complicates the treatment of the infection. Here, we show that myrtenol potentiates the antimicrobial and biofilm-preventing activity of conventional drugs against and mono- and dual-species cultures.

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Natural monoterpenes and their derivatives are widely considered as effective ingredients for the design and production of new biologically active compounds with high antioxidant, antimicrobial and anti-protozoa properties. In this study, we synthesized two series of thiotherpenoids "sulfide-sulfoxide-sulfone", with different bicyclic monoterpene skeleton (bornane and pinane) structures. The effect of the obtained compounds on platelet aggregation was investigated by using the molecular docking technique.

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Article Synopsis
  • The paper discusses the design and analysis of a BODIPY biomarker combined with a thioterpene fragment to improve its structural and biological properties.
  • It examines how this conjugate interacts with erythrocytes (red blood cells) and its potential use in bioimaging, confirming the molecular structure through various spectroscopic methods.
  • The results indicate that the conjugate has high photostability and fluorescence, effectively entering erythrocytes without causing toxicity, which enhances its application in biological contexts.
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Red-emitting distyryl substituted BODIPY dyes are among the most promising luminophors for bioimaging and optics applications. However, the practical application of BODIPYs is limited due to their high hydrophobicity and tendency to aggregate in aqueous organic solutions and solid phase. In this article, we propose an elegant solution to this problem.

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BODIPY dyes possess favorable optical properties for a variety of applications including in vivo and in vitro diagnostics. However, their utilization might be limited by their water insolubility and incompatibility with chemical modifications, resulting in low aggregation stability. Here, we outline the route for addressing this issue.

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Platelet aggregation causes various diseases and therefore challenges the development of novel antiaggregatory drugs. In this study, we report the possible mechanism of platelet aggregation suppression by newly synthesized myrtenol-derived monoterpenoids carrying different heteroatoms (sulphur, oxygen, or nitrogen). Despite all tested compounds suppressed the platelet aggregation in vitro, the most significant effect was observed for the S-containing compounds.

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Article Synopsis
  • The article discusses the design and biological properties of a fluorescent compound called BODIPYmyrt, which is made from a specific monoterpenoid and a fluorophore.
  • BODIPYmyrt has a high quantum yield (close to 100%) in the 515-518 nm range, indicating its effectiveness in fluorescence applications.
  • It can penetrate bacterial and fungal cell membranes, making it useful for studying various types of bacteria and fungi, and also shows potential for targeting subcellular structures like mitochondria in mammalian cells.
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Article Synopsis
  • - This paper focuses on creating a fluorescent probe using meso-carboxysubstituted-BODIPY combined with a thioterpene fragment to examine the antiplatelet and anticoagulant effects of thioterpenoids.
  • - The researchers replaced a methoxy group in the BODIPY molecule with the thioterpene fragment to better understand the interactions of these compounds with membranes and receptors.
  • - The newly designed probe exhibits a high fluorescence quantum yield near 100% in the blue-green range (509-516 nm) and shows improved affinity to the platelet receptor P2Y through molecular docking studies.
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In this article, we present synthesis, spectral characteristics, and results of DFT calculations of new CH(R)-bis(BODIPY) 1-3. They are characterized by the conformational mobility and sensitivity of fluorescence to polarity, proton-, electron donor ability and viscosity of the solvation environment. It is shown that fluorescence intensity of 1-3 increases in the homologous series of alcohols (ethanol, 1-propanol, 1-butanol, 1-octanol, 1-decanol) mainly due to decrease of medium acidic properties.

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Monoiodo- and dibromsubstituted dipyrromethenes HL - HL were described as a highly sensitive and selective «Off-On» fluorescent chemosensor for Zn based on the chelation-enhanced fluorescence (CHEF) effect. Сoordination reactions of HL - HL with Zn cations are accompanied by a significant (124 to 215-fold) increase in fluorescence intensity against the background of other metal ions in the binary propanol-1/cyclohexane mixture (1:30). The fluorometric detection limit of Zn ions using HL - HL sensors is from 3.

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Boron(III) complexes with alkyl-, phenyl-, and halogen-substituted 2,2'-dipyrromethenes (BODIPY) and meso-aza-dipyrrometenes (ms-aza-BODIPY) were synthesized. The structure relationship of the obtained coordination compounds with their luminescent characteristics is analyzed. Arylated BODIPY, in contrast to alkyl-substituted analogs, is more sensitive to interparticle interactions with a solvent, causing a decrease in the quantum yield by up to 40%.

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In this paper the synthesis and spectral properties of three new dimeric bis(BODIPY)s with two indacene domains connected by a methylene (-CH-) spacer at 2,2-, 2,3- or 3,3- positions were reported. It was found bis(BODIPY)s exhibit a high sensitivity of fluorescence to the medium properties. To interpret solvatochromic effects of bis(BODIPY)s, a multilinear correlation analysis of bis(BODIPY)s fluorescence quantum yields with respect to solvent different parameters was carried out.

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In this paper, we report on the results of spectrofluorimetric study of new fluorescent sensor based on [ZnL] doped in ethyl cellulose. The sensor optical signal is based on the rapid fluorescence quenching in the presence of acetone vapor. The acetone vapor detection limit in a gas mixture by means of sensor based on [ZnL] doped in ethyl cellulose is 1.

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The boron-dipyrromethene (BODIPY) dye containing an annelated cyclohexyl rings at the 2,3 and 5,6-positions of pyrroles has been synthesized and characterized. Photochemical properties of the obtained compound have been investigated in different individual solvents. 2,3;5,6-Bis(cyclohexano)-BODIPY exhibits intense chromophore properties with maximum of S → S band in the 543-549 nm (A from 66000 to 96000 L/mol·cm).

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3,3',5,5'-Tetraphenyl-2,2'-dipyrromethene was described as a highly sensitive and selective Off-on fluorescent colorimetric chemosensor for Zn based on the chelation-enhanced fluorescence (CHEF) effect. The reaction of dipyrromethene ligand with Zn induces the formation of the [ZnL] complex, which exhibits the increasing fluorescence in 120 fold compared with ligand in the propanol-1/cyclohexane (1:30) binary mixture. The Zn detection limit was 1.

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The spectral-fluorescent properties of alkyl-substituted BODIPYs 1-5 in organic solvents were investigated. The alkyl-substituted BODIPYs 1-5 exhibit intense chromophoric properties (lgε=4.60-5.

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A fluorescent chemosensor based on the 3,3'-bis(dipyrrin) bearing two chromophoric dipyrrin units was synthesized, which showed a strongly enhanced fluorescent intensity in the presence of Zn(2+) ions and a high selectivity toward Zn(2+) ions over a wide range of tested metal ions in organic solvents.

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Using fluorescence and absorption spectroscopy the interaction of bovine serum albumin and its bilirubin complex with uracil and 5-hydroxy-6-methyluracil in phosphate buffer at pH 7.4 was investigated. The parameters of forming intermolecular complexes (binding constants, quenching rate constants, the radius of the quenching sphere and etc.

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