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1.
J Fluoresc ; 2024 Apr 16.
Artigo em Inglês | MEDLINE | ID: mdl-38625572

RESUMO

This study was based on the development of surface-based photoluminescence sensor for metal detection, quantification, and sample purification employing the solid sensory chip having the capability of metal entrapment. The Co(II), Cu(II) and Hg(II) sensitive fluorescence sensor (TP) was first synthesized and characterized its sensing abilities towards tested metal ions by using fluorescence spectral investigation while the synthesis and complexation of the receptor was confirmed by the chromogenic, optical, spectroscopic and spectrometric analysis. Under optical investigation, the ligand solution exhibited substantial chromogenic changes as well as spectral variations upon reacting with copper, cobalt, and mercuric ions, while these behaviors were not seen for the rest of tested metallic ions i.e., Na+, Ag+, Ni2+, Mn2+, Pd2+, Pb2+, Cd2+, Zn2+, Sn2+, Fe2+, Fe3+, Cr3+, and Al3+. These colorimetric alterations and spectral shifting could potentially be employed to detect and quantify these specific metal ions. After the establishment of the ligand's selective complexation ability towards selected metals, it was fabricated over the substituted porous silicon surface (FPS) keeping in view of the development of surface-based photoluminescence sensor (TP-FPS) for the selected metal sensation and entrapment to purify the sample just be putting off the metal entrapped sensory solid chip. Surface characterization and ligand fabrication was inspected by plan and cross sectional electron microscopic investigations, vibrational and electronic spectral analysis. The sensitivity of the ligand (TP) in the solution phase metal discrimination was determined by employing the fluorescence titration analysis of the ligand solution after progressive induction of Co2+, Cu2+, and Hg2+, which afford the detection limit values of 2.14 × 10- 8, 3.47 × 10- 8 and 3.13 × 10- 3, respectively. Concurrently, photoluminescence titration of the surface fabricated sensor (TP-FPS) revealed detection limit values of 3.14 × 10- 9, 7.43 × 10- 9, and 8.21 × 10- 4, respectively, for the selected metal ions.

2.
Mol Divers ; 27(1): 193-208, 2023 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-35344136

RESUMO

In this work, we have synthesized various organic compounds possessing 1,3,4-oxadiazole as a core structure and the structure of the newly synthesized target compounds has been revealed using different analytical approaches such as FT-IR, LCMS, and NMR (proton and carbon), respectively. The in vitro carbonic anhydrase potentials of these synthesized 17 different analogues were investigated. The result suggests that compound 7g, a 3-pyridine substituted analogue with an IC50 of 0.1 µM, was found to have the most potent carbonic inhibitory activity (11-fold more active) than the positive control (acetazolamide) with an IC50 of 1.1 ± 0.1 µM. Besides, among the series 7(a-q) approved in the identification of four potent carbonic anhydrase inhibitors with the IC50 standards varies from 0.1 to 1.0 ± 0.1 µM. Additionally, the non-competitive behaviour for potent compound 7g was analysed using the Lineweaver-Burk plot from the kinetic study. Furthermore, the anticancer activity of all the synthesized compounds screened against B16F10 melanoma cells using the MTT assay method. Additionally, the molecular docking studies revealed that 7g inhibitor shows good binding energy as well as good binding interaction pattern along with enzyme.


Assuntos
Anidrases Carbônicas , Anidrases Carbônicas/metabolismo , Simulação de Acoplamento Molecular , Relação Estrutura-Atividade , Espectroscopia de Infravermelho com Transformada de Fourier , Inibidores da Anidrase Carbônica/farmacologia , Inibidores da Anidrase Carbônica/química , Estrutura Molecular
3.
Gynecol Obstet Invest ; 87(1): 79-88, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-35500567

RESUMO

OBJECTIVE: In the present study, we attempted to identify the effects of fenofibrate on human cervical cancer cells. METHODS: The cytotoxicity of fenofibrate in cervical cancer cells was determined by Cell Counting Kit-8. Immunoblotting assay was used to determine the protein expression of caspase-3, poly ADP-ribose polymerase cleavage, B-cell lymphoma 2 family protein expression, microtubule-associated protein 1A/1B-light chain 3 (LC3), as well as cyclins and cyclin-dependent kinases. Immunofluorescence imaging was used to determine the expression of cleaved caspase-3 and LC3. Flow cytometry was used to determine cell cycle and apoptosis. RESULTS: We first showed that fenofibrate treatment reduced cell viability in HeLa cervical cancer cells in a dose-dependent manner at 24 h and 48 h. Importantly, fenofibrate-induced cell death was mediated through cell cycle arrest in the G0-G1 phase and caspase-dependent apoptosis. Moreover, fenofibrate also induced autophagy activation in a dose-dependent manner and pharmacological inhibition of autophagy led to increase of sub-G1 phase and caspase-dependent cell death in HeLa cells. CONCLUSION: In conclusion, these data demonstrated that fenofibrate initially induced cell cycle arrest, followed by caspase-3-dependent cell death in cervical cancer HeLa cells. However, fenofibrate also induced autophagy activation, which is closely related to the survival of diverse cancer cells, thus reducing the anticancer effects of fenofibrate. Therefore, the combination of an autophagy inhibitor and fenofibrate might have the potential to become a new therapeutic strategy for cervical cancer.


Assuntos
Apoptose , Pontos de Checagem do Ciclo Celular , Fenofibrato , Neoplasias do Colo do Útero , Caspase 3/metabolismo , Feminino , Fenofibrato/farmacologia , Células HeLa , Humanos , Neoplasias do Colo do Útero/patologia
4.
Molecules ; 27(5)2022 Mar 07.
Artigo em Inglês | MEDLINE | ID: mdl-35268831

RESUMO

A series of nine novel 1,2,4-triazole based compounds were synthesized through a multistep reaction pathway and their structures were scrutinized by using spectral methods such as FTIR, LC-MS, 1H NMR, and 13C NMR. The synthesized derivatives were screened for inhibitory activity against the mushroom tyrosinase and we found that all the synthesized compounds demonstrated decent inhibitory activity against tyrosinase. However, among the series of compounds, N-(4-fluorophenyl)-2-(5-(2-fluorophenyl)-4-(4-fluorophenyl)-4H-1,2,4-triazol-3-ylthio) acetamide exhibited more prominent activity when accompanied with the standard drug kojic acid. Furthermore, the molecular docking studies identified the interaction profile of all synthesized derivatives at the active site of tyrosinase. Based on these results, N-(4-fluorophenyl)-2-(5-(2-fluorophenyl)-4-(4-fluorophenyl)-4H-1,2,4-triazol-3-ylthio) acetamide could be used as a novel scaffold to design some new drugs against melanogenesis.


Assuntos
Monofenol Mono-Oxigenase
5.
Bioorg Med Chem ; 41: 116222, 2021 07 01.
Artigo em Inglês | MEDLINE | ID: mdl-34058664

RESUMO

In this research work, we have designed and synthesized some biologically useful of 1,3,4-Oxadiazoles. The structural interpretation of the synthesized compounds has been validated by using FT-IR, LC-MS, HRMS, 1H NMR and 13C NMR techniques. Moreover, the in-vitro mushroom tyrosinase inhibitory potential of the target compounds was assessed. The in-vitro study reveals that, all compounds demonstrate an excellent tyrosinase inhibitory activity. Especially, 2-(5-(2-methoxyphenyl)-1,3,4-oxadiazol-2-ylthio)-N-phenylacetamide (IC50 = 0.003 ± 0.00 µM) confirms much more significant potent inhibition activity compared with standard drug kojic acid (IC50 = 16.83 ± 1.16 µM). Subsequently, the most potent five oxadiazole compounds were screened for cytotoxicity study against B16F10 melanoma cells using an MTT assay method. The survival rate for the most potent compound was more pleasant than other compounds. Furthermore, the western blot results proved that the most potent compound considerably decreased the expression level of tyrosinase at 50 µM (P < 0.05). The molecular docking investigation exposed that the utmost potent compound displayed the significant interactions pattern within the active region of the tyrosinase enzyme and which might be responsible for the decent inhibitory activity towards the enzyme. A molecular dynamic simulation experiment was presented to recognize the residual backbone stability of protein structure.


Assuntos
Antineoplásicos/farmacologia , Melaninas/antagonistas & inibidores , Monofenol Mono-Oxigenase/antagonistas & inibidores , Oxidiazóis/farmacologia , Preparações Clareadoras de Pele/farmacologia , Antineoplásicos/síntese química , Antineoplásicos/química , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Humanos , Melanoma/tratamento farmacológico , Modelos Moleculares , Simulação de Acoplamento Molecular , Oxidiazóis/síntese química , Oxidiazóis/química , Conformação Proteica
6.
J Fluoresc ; 31(6): 1739-1749, 2021 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-34468922

RESUMO

We have prepared Schiff base functionalized 1,2,4-triazole and pyrene derivative for selective, sensitive, and naked eye colorimetric detection of Cu2+ in the mixed organic- aqueous media. Amongst the 18 different metal ions studied for absorption and fluorescence titration, only Cu2+ ion encourages the modification in spectral properties of Schiff base functionalized 1,2,4-Triazole and Pyrene Probe. The stoichiometric ratio of the TP-Cu2+ complex was determined to be 2:1 according to Job's plot. The lower detection limit estimated for Cu2+ is 0.234 nM which shows excellent sensitivity and selectivity of the present analytical method towards detection of Cu2+ ion in the mixed organic-aqueous media. The present approach has been successfully utilized for the quantitative determination of Cu2+ ion from environmental aqueous solution.


Assuntos
Cobre/análise , Corantes Fluorescentes/química , Pirenos/química , Triazóis/química , Colorimetria , Íons/análise , Bases de Schiff/química , Espectrometria de Fluorescência , Água/química
7.
Mol Divers ; 25(4): 2089-2106, 2021 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-32399854

RESUMO

We have created a novel series of mushroom tyrosinase inhibitors with 1,2,4-triazole as fundamental skeleton. The target compound 1,2,4-triazol-3-ylthio)-N-phenyl acetamide derivatives 9(a-l) were synthesized by the reaction of 4- and 5-substituted 1,2,4-triazole-3-thiol derivatives 6(a-c) with 2-chloro-N-sub/un-substituted phenyl acetamide derivatives 8(a-d) under basic condition. By using the analytical techniques for instance, FTIR, LC-MS, 1H NMR and 13C NMR, the structural verification was evaluated. The novel series of the target compounds 9(a-l) has been scanned for biological activity (mushroom tyrosinase inhibition potential) which demonstrates adequate results. Interestingly, compound 9k (IC50 = 0.0048 ± 0.0016 µM) exhibits 3500 times more activity compared with standard drug kojic acid (IC50 = 16.8320 ± 1.1600 µM) against mushroom tyrosinase inhibitor. Furthermore, the cytotoxicity experiment was carried out for the highly effective target compounds (9d, 9i, 9j and 9k) by using MTT assay method for A375 human melanoma cells to define the nontoxic performance of the most effective compounds ranging from 1 to 25 µM. Furthermore, the molecular docking study delivers the thought concerning the interface of the ligand with an enzyme. Also, the dynamic simulation was accomplished for compound 9k to govern the plausible binding model.


Assuntos
Monofenol Mono-Oxigenase
8.
J Fluoresc ; 30(2): 397-406, 2020 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-32088851

RESUMO

New porphyrin analogues have been designed and synthesized using pyrrole, various aldehydes and propionic acid. The formation of desired compounds was analyzed by utilizing the spectral analysis such as IR, NMR and Mass spectroscopy. The studies on absorption and fluorescence emission of synthesized porphyrins were used to evaluate photophysical characteristics such as molar excitation coefficient and Stokes shift. The estimated values of fluorescence lifetime and fluorescence quantum yield of synthesized porphyrins were found to be variable due to the presence of change in the electron donating and withdrawing characters. The efficiency of generation of singlet oxygen by each synthesized porphyrin as photosensitizer was measured in terms of singlet oxygen quantum yield through photooxidation of 9,10-dimethylantharacene. The obtained singlet oxygen quantum yield values were found to be higher in case of porphyrins those have more electron withdrawing characters rather than donating characters as compared to reference 5,10,15,20-tetraphenylporphyrin (H2TPP). The singlet oxygen quantum yield values of synthesized porphyrins varied from 0.52 to 0.66. Pleasingly, some of synthesized porphyrins are found to be photostable and competent to discover as PDT agents as compared to reference H2TPP.


Assuntos
Desenho de Fármacos , Fotoquimioterapia , Fármacos Fotossensibilizantes/síntese química , Porfirinas/síntese química , Estrutura Molecular , Fármacos Fotossensibilizantes/química , Porfirinas/química , Espectrometria de Fluorescência
9.
Bioorg Chem ; 100: 103906, 2020 07.
Artigo em Inglês | MEDLINE | ID: mdl-32422387

RESUMO

A new series of 4H-chromene-3-carboxylate derivatives were synthesized using multicomponent reaction of salicylaldehyde, ethyl acetoacetate and dimedone in ethanol with K3PO4 as a catalyst at 80 °C. The structures of all newly synthesized compounds were confirmed by spectral techniques viz. IR, 1H NMR, 13C NMR, and LCMS analysis. The newly synthesized compounds 4a to 4j were screened against elastase enzyme. Interestingly, all these compounds found to be potent elastase inhibitors with much lower IC50 value. The compound 4b was found to be most potent elastase inhibitor (IC50 = 0.41 ± 0.01 µM) amongst the synthesized series against standard Oleanolic Acid (IC50 value = 13.45 ± 0.0 µM). The Kinetics mechanism for compound 4b was analyzed by Lineweaver-Burk plots which revealed that compound inhibited elastase competitively by forming an enzyme-inhibitor complex. Along with this, all the synthesized compounds (4a - 4j) exhibits excellent DPPH free radical scavenging ability. The inhibition constant Ki for compound 4b was found to be 0.6 µM. The computational study was comprehensible with the experimental results with good docking energy values (Kcal/mol). Therefore, these molecules can be considered as promising medicinal scaffolds for the treatment of skin-related maladies.


Assuntos
Benzopiranos/química , Benzopiranos/farmacologia , Inibidores Enzimáticos/química , Inibidores Enzimáticos/farmacologia , Elastase Pancreática/antagonistas & inibidores , Animais , Benzopiranos/síntese química , Ácidos Carboxílicos/síntese química , Ácidos Carboxílicos/química , Ácidos Carboxílicos/farmacologia , Quimioinformática , Inibidores Enzimáticos/síntese química , Simulação de Acoplamento Molecular , Pâncreas/enzimologia , Elastase Pancreática/química , Elastase Pancreática/metabolismo , Suínos
10.
Mol Divers ; 24(4): 1185-1203, 2020 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-31396774

RESUMO

We have designed and synthesized a novel acidic ionic liquid and explored its catalytic efficiency for the synthesis of 1,2,4-triazolidine-3-thione derivatives. A simple reaction between aldehydes and thiosemicarbazide for short time in 60:40 v/v water/ethanol at room temperature offers target 1,2,4-triazolidine-3-thione derivatives. The formation of target compounds is confirmed by NMR, IR and ESI-MS analysis. Pleasingly, synthesized compounds show noteworthy acetylcholinesterase (AChE) inhibitory activity with much lower IC50 values 0.0269 ± 0.0021-1.1725 ± 0.0112 µM than standard Neostigmine methylsulphate. In addition, synthesized 1,2,4-triazolidine-3-thiones exhibits significant free radical scavenging activity as compared to standard vitamin C. The studies on validation of Lipinski's rule through chemoinformatics properties and molecular docking analysis are in support of in vitro analysis. Therefore, overall present study illustrates synthesis of some new 1,2,4-triazolidines-3-thiones which can serve as a template for drug designing such as AChE inhibitors. Herein, we proposed ionic liquid-catalyzed ease of synthetic approach for medicinally important 1,2,4-triazolidine-3-thiones and their bio-evaluations.


Assuntos
Inibidores da Colinesterase/síntese química , Inibidores da Colinesterase/farmacologia , Tionas/síntese química , Tionas/farmacologia , Acetilcolinesterase/metabolismo , Células Cultivadas , Quimioinformática/métodos , Simulação por Computador , Desenho de Fármacos , Sequestradores de Radicais Livres/síntese química , Sequestradores de Radicais Livres/farmacologia , Humanos , Líquidos Iônicos , Cinética , Simulação de Acoplamento Molecular/métodos , Relação Estrutura-Atividade
11.
Arch Gynecol Obstet ; 300(3): 737-750, 2019 09.
Artigo em Inglês | MEDLINE | ID: mdl-31172307

RESUMO

OBJECTIVE: To evaluate the effect of pretreatment with combined oral contraceptives (COC) on outcomes in women with polycystic ovary syndrome (PCOS) who underwent assisted reproductive technology for subfertility. METHODS: Two authors independently searched MEDLINE, EMBASE, and the Cochran Library to identify and review articles published from October 1995 until December 2018 according to selection criteria. Outcomes are expressed as mean difference and odds ratio (OR) in a meta-analysis model. RESULTS: A total of seven studies were included in this meta-analysis: one randomized controlled study and two prospective and four retrospective cohort studies. Meta-analysis showed that the COC pretreatment did not affect rate of clinical pregnancy (OR = 0.93, 95% confidence interval CI 0.65-1.34, I2 = 76%) or ovarian hyperstimulation syndrome (OR = 0.90, 95% CI 0.57-1.44, I2 = 0%). However, the rate of miscarriage in the COC group was significantly higher (OR = 1.33, 95% CI 1.02-1.72, I2 = 9%) and the rate of cumulative live birth was significantly lower compared with the control group (OR = 0.72, 95% CI 0.54-0.98, I2 = 55%). Subgroup analysis showed higher rates of miscarriage and lower rates of cumulative live birth in studies with a gonadotropin-releasing hormone (GnRH) antagonist protocol (OR = 1.69, 95% CI 1.17-2.44, I2 = 0% and OR = 0.38, 95% CI 0.29-0.50, respectively). CONCLUSION: Pretreatment with COC in women with PCOS before assisted reproductive technology may have an adverse effect on clinical outcomes, especially with a GnRH antagonist protocol.


Assuntos
Anticoncepcionais Orais Combinados/uso terapêutico , Infertilidade/terapia , Síndrome de Hiperestimulação Ovariana , Síndrome do Ovário Policístico/tratamento farmacológico , Técnicas de Reprodução Assistida , Aborto Espontâneo/epidemiologia , Anticoncepcionais Orais Combinados/administração & dosagem , Feminino , Humanos , Nascido Vivo , Indução da Ovulação/métodos , Gravidez , Resultado da Gravidez/epidemiologia , Taxa de Gravidez , Gravidez Múltipla
12.
J Fluoresc ; 28(6): 1295-1304, 2018 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-30215145

RESUMO

A quinoline functionalized two novel fluorescent Schiff bases, N-(quinolin-2-ylmethylene) anthracen-1-amine (SB1) and 2-(quinolin-2-ylmethyleneamino) benzene thiol (SB2) were synthesized and confirmed by using 1H NMR, IR and GC-MS techniques. The spectroscopic properties were examined by absorption spectroscopy and fluorescence spectroscopy. The absorption and fluorescence spectra of the probes (SB1 and SB2) were measured in a variety of solvents. Both the compounds were tested for urease inhibitory activity. The synthesized compound SB2 proved to be the most effective screening for enzyme inhibitory activity with IC50 = 0.111 µM than SB1 (IC50 = 0.287 µM). Molecular docking studies were performed to delineate the binding affinity and conformational positions of chemical compounds within the active region of the target protein. In-vitro analysis depicts the potency of SB1 in free radical scavenging as compared to the reference drug vitamin C.


Assuntos
Desenho de Fármacos , Inibidores Enzimáticos/síntese química , Inibidores Enzimáticos/farmacologia , Simulação de Acoplamento Molecular , Urease/antagonistas & inibidores , Urease/metabolismo , Canavalia/enzimologia , Técnicas de Química Sintética , Inibidores Enzimáticos/química , Inibidores Enzimáticos/metabolismo , Conformação Proteica , Bases de Schiff/síntese química , Bases de Schiff/química , Bases de Schiff/metabolismo , Bases de Schiff/farmacologia , Urease/química
13.
J Fluoresc ; 28(6): 1305-1315, 2018 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-30220013

RESUMO

Herein, we design and synthesized new fluorescein based derivatives by insitu formation of fluorescein ester and further treated with corresponding hydrazide and amine to yield respective compounds i.e. FB1, FB2, FB3 and FB4. The spectral purity and characterization was done by using IR, NMR and Mass spectroscopies. The synthesized derivatives were examined for their photophysical properties by using variety of organic solvents and results were discussed in details. The structural diversity of synthesized compounds motivate us to evaluate these compounds for urease inhibition. The compound FB3 (IC50 = 0.0456 µM) shows 100 fold more active against Jack bean urease than standard drug thiourea (IC50 = 4.7455 µM). Other synthesized compounds showed potent activity. Free radical percentage scavenging assay further supported the capacity of compounds to urease inhibition. While, molecular docking simulations helps to examine the molecular interactions of active compounds FB1, FB2, FB3 and FB4 within the binding site of urease enzyme.


Assuntos
Inibidores Enzimáticos/síntese química , Inibidores Enzimáticos/farmacologia , Fluoresceína/síntese química , Fluoresceína/farmacologia , Simulação de Acoplamento Molecular , Fenômenos Ópticos , Urease/antagonistas & inibidores , Canavalia/enzimologia , Técnicas de Química Sintética , Inibidores Enzimáticos/química , Inibidores Enzimáticos/metabolismo , Fluoresceína/química , Fluoresceína/metabolismo , Conformação Proteica , Urease/química , Urease/metabolismo
14.
J Fluoresc ; 28(4): 871-882, 2018 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-30014275

RESUMO

New derivatives of tetrakis(4-carboxyphenyl) porphyrin were designed, synthesized and characterized by IR, proton NMR and mass spectroscopy. The ground and excited state nature of new derivatives were examined using UV-Vis. absorption and fluorescence spectroscopy, fluorescence quantum yield and fluorescence lifetime studies. The singlet oxygen quantum yield of each synthesized derivative of porphyrin was estimated for their further efficacy as potential photosensitizer in biological studies. The significant photophysical data of all synthesized derivatives was supplementary accessed to examine the cell imaging and cytotoxicity against two cancer cell lines viz. MBA-MD-231 and A375. The fluorescence lifetime, fluorescence quantum yield and efficiency of singlet oxygen generation suggests alkyl amine and alkyl hydrazide linked new porphyrin photosensitizers can be useful for PDT agent in cancer treatment.


Assuntos
Antineoplásicos/farmacologia , Imagem Óptica , Fotoquimioterapia , Fármacos Fotossensibilizantes/farmacologia , Porfirinas/farmacologia , Antineoplásicos/síntese química , Antineoplásicos/química , Proliferação de Células/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Ensaios de Seleção de Medicamentos Antitumorais , Fluorescência , Humanos , Estrutura Molecular , Oxigênio/química , Processos Fotoquímicos , Fármacos Fotossensibilizantes/síntese química , Fármacos Fotossensibilizantes/química , Porfirinas/síntese química , Porfirinas/química , Teoria Quântica , Células Tumorais Cultivadas
15.
J Fluoresc ; 26(1): 11-22, 2016 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-26585349

RESUMO

Herein, we reported the ditriazole Schiff base derivative 1 and evaluated its photophysical properties on induction of varieties of metal ions including Na(+), Ag(+), Ni(2+), Mn(2+), Pd(2+), Co(2+), Hg(2+), Cu(2+), Pb(2+), Cd(2+), Zn(2+), Sn(2+), Fe(2+), Fe(3+), Cr(3+) and Al(3+), in order to figure out its potential as ion sensor. The ligand 1 exhibited the strong colorimetric change in the reaction solution as well as absorption spectral shifting with the concomitant appearance of well-defined isosbestic points only upon Co(2+), Hg(2+) and Cu(2+) addition corroborates its applicability as multichannel ion detector. The different extent of spectral shifting as well as unique chromogenic change in the probe solution upon Co(2+), Hg(2+) and Cu(2+) introduction can be used as the discrimination tool for these metal ions. The ligand-metal binding stoichiometry was assessed by their optical response which was further supported by the FT-IR, NMR and mass spectrometric analysis. The association constant and the detection limits of the ligand toward Co(2+), Hg(2+) and Cu(2+) ions were calculated to be 1.52 × 10(-8), 3.26 × 10(-9), 1.16 × 10(-8) and 3.87 × 10(-10), 5.47 × 10(-11), 8.91 × 10(-11) M, respectively, employing the Benesi-Hilderbrand equation and 3 σ slope(-1) methods. Furthermore, the successive addition of Co(2+), Hg(2+) and Cu(2+) induce the constant decline in the fluorescence emission signal intensity of the probe. The quenching efficiency of the probe upon metallic induction was fitted to the Stern-Volmer equation which yielded the upward curvature in case of all the three metals ions (Co(2+), Hg(2+) and Cu(2+)) when (Io/I-1) was plotted against the quencher concentration indicating the occurrence of both the dynamic and static quenching process in the system with the average Stern-Volmer quenching constant values of 9.25 × 10(-7), 1.14 × 10(-7), 1.829 × 10(-7), respectively.


Assuntos
Cobalto/análise , Cobre/análise , Fluorescência , Corantes Fluorescentes/química , Mercúrio/análise , Triazóis/química , Cromatografia Líquida , Corantes Fluorescentes/síntese química , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Bases de Schiff/síntese química , Bases de Schiff/química , Espectroscopia de Infravermelho com Transformada de Fourier , Triazóis/síntese química
16.
Arch Gynecol Obstet ; 294(3): 561-6, 2016 09.
Artigo em Inglês | MEDLINE | ID: mdl-27155971

RESUMO

OBJECTIVE: This study is to evaluate the relationship between the uterine volume and the failure of levonorgestrel-releasing intrauterine device (LNG-IUD) in patients with adenomyosis. METHODS: A total of 171 women with adenomysis were treated with LNG-IUD from November 2009 to December 2011. The amount of menorrhagia, degree of dysmenorrhea, and the uterine volume were compared before and after insertion of LNG-IUD, and the treatment failure of LNG-IUD was observed. RESULTS: The mean age of the participants was 42.5 years (range 29-53 years). The mean uterine volume was 158 mL (range 46-769 mL). Among the total participants, 37 (21.6 %) discontinued the treatment prematurely. There were no different characteristics between the ongoing treatment group and treatment failure group with LNG-IUD. However, there was significant difference of uterine volume between two groups (178 ± 14 and 141 ± 7 mL, P = 0.010). Based on the receiver operator characteristic analysis, the optimum cutoff value of uterine volume more than 150 mL was significantly associated with failure of LNG-IUD (area under curve: 0.763, 95 % CI 0.669-0.856). In univariate analysis, the uterine volume more than 150 mL was the only independent factor for the failure of LNG-IUD (odds ratio 6.76, 95 % CI 1.20-38.02, P = 0.030). CONCLUSION: The rate of treatment failure after LNG-IUD insertion for the patients with adenomyosis was related to the uterine volume. Specifically, the treatment failure rate of large volume uterus (>150 mL) with LNG-IUD was significantly higher than that of small volume uterus.


Assuntos
Adenomiose/tratamento farmacológico , Dispositivos Intrauterinos Medicados/efeitos adversos , Levanogestrel/administração & dosagem , Útero/patologia , Adenomiose/patologia , Adulto , Feminino , Humanos , Pessoa de Meia-Idade , Estudos Retrospectivos , Falha de Tratamento
17.
J Fluoresc ; 25(2): 217-26, 2015 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-25595058

RESUMO

This paper concerns the design, synthesis, structural characterization, thermal stability evaluation and fluorescence properties of novel triazolothiadiazole derivatives. The target compounds 6a-e were synthesized by condensing 4-amino-3-(4-methoxybenzyl)-1H-1,2,4-triazole-5 (4H)-thione (5) with biphenyl, naphthyl, p-terphenyl, pyrenyl and ferrocenyl carboxylic acid in the presence of phosphorous oxychloride. The structures of newly synthesized compounds were characterized by IR, (1)H NMR and (13)C NMR analysis. The photophysical properties of synthesized compounds were measured in a variety of organic solvents of variable polarities. Spectral properties of the compounds were highly dependent on the nature of the substituent and coupling components attached to the triazolothiadiazole skeleton as well as slightly affected by the solvent polarities. Correlation of the absorption spectra and fluorescence emission response of 6a-e with the substituent revealed that the fluorescent properties can easily be tuned by varying conjugation length of side coupled groups. The newly synthesized derivatives represent a new type of fluorescent materials with efficient visible absorption and surpassing brightness which could be a promising candidate for bioimaging, photonic applications, organic light emitting diodes and dye sensitized solar cells.


Assuntos
Triazóis/química , Triazóis/síntese química , Técnicas de Química Sintética , Modelos Moleculares , Conformação Molecular , Teoria Quântica , Solventes/química
19.
Bioorg Khim ; 41(2): 195-202, 2015.
Artigo em Inglês | MEDLINE | ID: mdl-26165126

RESUMO

A series of aralkanoic acids was converted into aralkanoic acid hydrazides through their esters formation. The aralkanoic acid hydrazides upon treatment with carbon disulfide and methanolic potassium hydroxide yielded potassium dithiocarbazinate salts, which on refluxing with aqueous hydrazine hydrate yielded 5-aralkyl-4-amino-3-mercapto-1,2,4-triazoles. The target compounds, 3-aralkyl-6-(substitutedquinolinyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles, were synthesized by condensing various quinolinyl substituted carboxylic acids with 5-aralkyl-4-amino-3-mercapto-1,2,4-triazoles in phosphorus oxychloride. The structures of the newly synthesized triazolothiadiazoles were characterized by IR, 1H NMR, 13C NMR, and elemental analysis studies. The structure of one of the 5-aralkyl-4-amino-3-mercapto-1,2,4-triazoles was unambiguously deduced by single crystal X-ray diffraction analysis. All the synthesized compounds were screened for their acetylcholinesterase inhibition activities. Four of the triazolothiadiazoles exhibited excellent acetylcholinesterase inhibition activities as compared to the reference inhibitor.


Assuntos
Acetilcolinesterase/química , Inibidores da Colinesterase/química , Inibidores da Colinesterase/síntese química , Eritrócitos/enzimologia , Hidroxiquinolinas/química , Hidroxiquinolinas/síntese química , Humanos , Terapia de Alvo Molecular
20.
Bioorg Med Chem ; 22(7): 2045-51, 2014 Apr 01.
Artigo em Inglês | MEDLINE | ID: mdl-24630692

RESUMO

The designing and development of fluorescent chemosensors have recently been intensively explored for sensitive and specific detection of environmentally and biologically relevant metal ions in aqueous solution and living cells. Herein, we report the photophysical results of alanine substituted rhodamine B derivative 3 having specific binding affinity toward Fe(3+) with micro molar concentration level. Through fluorescence titration at 599nm, we were confirmed that ligand 3 exhibited ratiometric fluorescence response with remarkable enhancement in emission intensity by complexation between 3 and Fe(3+) while it appeared no emission in case of the competitive ions (Sc(3+), Yb(3+), In(3+), Ce(3+), Sm(3+), Cr(3+), Sn(2+), Pb(2+), Ni(2+), Co(2+), Cu(2+), Ba(2+), Ca(2+), Mg(2+), Ag(+), Cs(+), Cu(+), K(+)) in aqueous/methanol (60:40, v/v) at neutral pH. However, the fluorescence as well as colorimetric response of ligand-iron complex solution was quenched by addition of KCN which snatches the Fe(3+) from complex and turn off the sensor confirming the recognition process was reversible. Furthermore, bioimaging studies against L-929 cells (mouse fibroblast cells) and BHK-21 (hamster kidney fibroblast), through confocal fluorescence microscopic experiment indicated that ligand showed good permeability and minimum toxicity against the tested cell lines.


Assuntos
Compostos Férricos/farmacologia , Corantes Fluorescentes/farmacologia , Animais , Linhagem Celular , Sobrevivência Celular/efeitos dos fármacos , Cricetinae , Relação Dose-Resposta a Droga , Compostos Férricos/síntese química , Compostos Férricos/química , Corantes Fluorescentes/síntese química , Corantes Fluorescentes/química , Concentração de Íons de Hidrogênio , Camundongos , Microscopia de Fluorescência , Estrutura Molecular , Relação Estrutura-Atividade
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