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1.
Environ Sci Technol ; 58(12): 5512-5523, 2024 Mar 26.
Artigo em Inglês | MEDLINE | ID: mdl-38478581

RESUMO

The investigation of pharmaceuticals as emerging contaminants in marine biota has been insufficient. In this study, we examined the presence of 51 pharmaceuticals in edible oysters along the coasts of the East and South China Seas. Only nine pharmaceuticals were detected. The mean concentrations of all measured pharmaceuticals in oysters per site ranged from 0.804 to 15.1 ng g-1 of dry weight, with antihistamines being the most common. Brompheniramine and promethazine were identified in biota samples for the first time. Although no significant health risks to humans were identified through consumption of oysters, 100-1000 times higher health risks were observed for wildlife like water birds, seasnails, and starfishes. Specifically, sea snails that primarily feed on oysters were found to be at risk of exposure to ciprofloxacin, brompheniramine, and promethazine. These high risks could be attributed to the monotonous diet habits and relatively limited food sources of these organisms. Furthermore, taking chirality into consideration, chlorpheniramine in the oysters was enriched by the S-enantiomer, with a relative potency 1.1-1.3 times higher when chlorpheniramine was considered as a racemate. Overall, this study highlights the prevalence of antihistamines in seafood and underscores the importance of studying enantioselectivities of pharmaceuticals in health risk assessments.


Assuntos
Monitoramento Ambiental , Ostreidae , Preparações Farmacêuticas , Poluentes Químicos da Água , Animais , Humanos , Bromofeniramina/análise , China , Clorfeniramina/análise , Antagonistas dos Receptores Histamínicos/análise , Oceanos e Mares , Ostreidae/química , Preparações Farmacêuticas/análise , Prometazina/análise , Poluentes Químicos da Água/análise
2.
Org Lett ; 24(41): 7677-7684, 2022 Oct 21.
Artigo em Inglês | MEDLINE | ID: mdl-36214601

RESUMO

A general and mild strategy involving three-component carboarylation of unactivated alkenes with protic C(sp3)-H feedstocks via photoredox catalysis was reported. This catalytic system is compatible with a broad range of unactivated alkenes, cyano-substituted arenes, and diverse protic C(sp3)-H feedstocks. The synthetic value of this protocol was demonstrated by the late-stage functionalization of complex molecules and the synthesis of the antiallergies including pheniramine, chlorpheniramine, and brompheniramine.


Assuntos
Alcenos , Clorfeniramina , Catálise , Bromofeniramina
3.
Pediatrics ; 148(5)2021 11.
Artigo em Inglês | MEDLINE | ID: mdl-34607934

RESUMO

BACKGROUND AND OBJECTIVES: In 2008, over-the-counter cough and cold medications (CCMs) underwent labeling changes in response to safety concerns, including fatalities, reported in children exposed to CCMs. The objective of this study is to describe fatalities associated with exposures to CCMs in children <12 years old that were detected by a safety surveillance system from 2008 to 2016. METHODS: Fatalities in children <12 years old that occurred between 2008 and 2016 associated with oral exposure to one or more CCMs were identified by the Pediatric Cough and Cold Safety Surveillance System. An expert panel reviewed all cases to determine the causal relationship between the exposure and death, if the intent of exposure was therapeutic, and if the dose was supratherapeutic. Other contributing factors related to the child's death were also identified as part of a root cause analysis. RESULTS: Of the 180 eligible fatalities captured during the study period, 40 were judged by the expert panel to be either related or potentially related to the CCM. Of these, the majority (n = 24; 60.0%) occurred in children <2 years old and involved nontherapeutic intent (n = 22; 55.0%). The most frequently involved index ingredient was diphenhydramine (n = 28; 70.0%). In 6 cases (n = 6; 15.0%), the CCM was administered to murder the child. In another 7 cases (n = 7; 17.5%), death followed the intentional use of the CCM to sedate the child. CONCLUSIONS: Pediatric fatalities associated with CCMs occurred primarily in young children after deliberate medication administration with nontherapeutic intent by a caregiver.


Assuntos
Antitussígenos/envenenamento , Medicamentos sem Prescrição/envenenamento , Antitussígenos/administração & dosagem , Bromofeniramina/envenenamento , Criança , Pré-Escolar , Clorfeniramina/envenenamento , Dextrometorfano/envenenamento , Difenidramina/administração & dosagem , Difenidramina/envenenamento , Doxilamina/envenenamento , Rotulagem de Medicamentos , Efeitos Colaterais e Reações Adversas Relacionados a Medicamentos/mortalidade , Feminino , Guaifenesina/envenenamento , Homicídio/estatística & dados numéricos , Humanos , Lactente , Masculino , Medicamentos sem Prescrição/administração & dosagem , Fenilefrina/envenenamento , Pseudoefedrina/envenenamento
4.
Molecules ; 25(22)2020 Nov 10.
Artigo em Inglês | MEDLINE | ID: mdl-33182534

RESUMO

The rapid sensing of drug compounds has traditionally relied on antibodies, enzymes and electrochemical reactions. These technologies can frequently produce false positives/negatives and require specific conditions to operate. Akin to antibodies, molecularly imprinted polymers (MIPs) are a more robust synthetic alternative with the ability to bind a target molecule with an affinity comparable to that of its natural counterparts. With this in mind, the research presented in this article introduces a facile MIP-based dye displacement assay for the detection of (±) amphetamine in urine. The selective nature of MIPs coupled with a displaceable dye enables the resulting low-cost assay to rapidly produce a clear visual confirmation of a target's presence, offering huge commercial potential. The following manuscript characterizes the proposed assay, drawing attention to various facets of the sensor design and optimization. To this end, synthesis of a MIP tailored towards amphetamine is described, scrutinizing the composition and selectivity (ibuprofen, naproxen, 2-methoxphenidine, quetiapine) of the reported synthetic receptor. Dye selection for the development of the displacement assay follows, proceeded by optimization of the displacement process by investigating the time taken and the amount of MIP powder required for optimum displacement. An optimized dose-response curve is then presented, introducing (±) amphetamine hydrochloride (0.01-1 mg mL-1) to the engineered sensor and determining the limit of detection (LoD). The research culminates in the assay being used for the analysis of spiked urine samples (amphetamine, ibuprofen, naproxen, 2-methoxphenidine, quetiapine, bupropion, pheniramine, bromopheniramine) and evaluating its potential as a low-cost, rapid and selective method of analysis.


Assuntos
Anfetaminas/urina , Corantes/química , Polímeros Molecularmente Impressos , Polímeros/química , Detecção do Abuso de Substâncias/métodos , Urina/química , Anfetamina/urina , Bromofeniramina/urina , Bupropiona/urina , Relação Dose-Resposta a Droga , Técnicas Eletroquímicas , Reações Falso-Positivas , Humanos , Ibuprofeno/urina , Limite de Detecção , Impressão Molecular , Naproxeno/urina , Feniramina/urina , Piperidinas/urina , Pós , Fumarato de Quetiapina/urina
5.
Mikrochim Acta ; 187(7): 381, 2020 06 10.
Artigo em Inglês | MEDLINE | ID: mdl-32518977

RESUMO

Two kinds of hydroxypropyl ß-cyclodextrin nanohybrid monoliths were synthesized and applied in capillary electrochromatography with UV detection. One column was fabricated by concurrently using glycidyl methacrylate-bonded hydroxypropyl ß-cyclodextrin (GMA-HP-ß-CD), sodium 3-mercaptopropanesulphonate, and alkoxysilanes in the "one-pot" process. The other was prepared by free radical polymerization of GMA-HP-ß-CD, vinylmethylcyclosiloxane, ethylene dimethacrylate, and 2-acrylamido-2-methyl propane sulfonic acid. Compared to the former hybrid monolith, the latter one displayed improved enantiomeric separation. For ten adrenergic drugs, six anticholinergic drugs, two antidepressants, six azoles, and one antihistamine enantiomeric separation was obtained on the monolith synthesized by free radical polymerization. Twelve out of twenty-five drugs were baseline-separated. Especially, anisodamine with two chiral centers was successfully separated with resolution values of 3.06, 2.11, and 2.17. The nanohybrid monoliths were characterized by optical microscopy, scanning electron microscopy, FT-IR, nitrogen adsorption analysis, and thermogravimetric analysis. Relative standard deviation values less than 5% were obtained through run-to-run, day-to-day, and column-to-column investigations (n = 3). Graphical abstract Schematic representation of two kinds of hydroxypropyl ß-cyclodextrin nanohybrid monoliths based on "one-pot" approach (route I) and free radical polymerization approach (route II), respectively.


Assuntos
2-Hidroxipropil-beta-Ciclodextrina/química , Adrenérgicos/isolamento & purificação , Antidepressivos/isolamento & purificação , Azóis/isolamento & purificação , Antagonistas Colinérgicos/isolamento & purificação , Antagonistas dos Receptores Histamínicos H1/isolamento & purificação , Adrenérgicos/química , Antidepressivos/química , Azóis/química , Bromofeniramina/química , Bromofeniramina/isolamento & purificação , Eletrocromatografia Capilar , Antagonistas Colinérgicos/química , Compostos de Epóxi/química , Antagonistas dos Receptores Histamínicos H1/química , Metacrilatos/química , Reprodutibilidade dos Testes , Silanos/química , Estereoisomerismo
6.
Eur J Pharmacol ; 860: 172544, 2019 Oct 05.
Artigo em Inglês | MEDLINE | ID: mdl-31319069

RESUMO

Brompheniramine as an antihistamine blocked sodium channels, and local anesthetics by blocking sodium channels produced the local anesthetic effects. The authors aimed to assess local anesthetic quality and duration of brompheniramine when compared to the local anesthetic mepivacaine. After rats were shaved and injected subcutaneously on the dorsal skin, the panniculus reflex, induced via applying a noxious pinprick to the skin (injected area), was scored. The dose-response curve and nociceptive block duration of brompheniramine were constructed and compared with mepivacaine. The cutaneous analgesic effects in both brompheniramine and mepivacaine groups were concentration-dependent. On the basis of the amount required to produce a 50% block effect (ED50, 50% effective dose), the drug's potency was brompheniramine (0.89 [0.82-0.96] µmol) better than mepivacaine (2.45 [2.17-2.76] µmol) (P < 0.01). Full recovery time of brompheniramine was more prolonged than mepivacaine's (P < 0.01) on infiltrative cutaneous analgesia when comparing ED25s, ED50s and ED75s. Our preclinical data demonstrated that subcutaneous brompheniramine induces dose-relatedly analgesic effects, and brompheniramine induces prolonged analgesic duration when compared with mepivacaine. Brompheniramine also provokes better cutaneous analgesia than mepivacaine.


Assuntos
Analgésicos/administração & dosagem , Analgésicos/farmacologia , Anestésicos Locais/administração & dosagem , Anestésicos Locais/farmacologia , Bromofeniramina/administração & dosagem , Bromofeniramina/farmacologia , Administração Cutânea , Animais , Relação Dose-Resposta a Droga , Masculino , Mepivacaína/administração & dosagem , Mepivacaína/farmacologia , Ratos , Ratos Sprague-Dawley , Fatores de Tempo
7.
Talanta ; 200: 1-8, 2019 Aug 01.
Artigo em Inglês | MEDLINE | ID: mdl-31036161

RESUMO

In this work, a novel sulfated-ß-cyclodextrin (S-ß-CD) coated stationary phase was prepared for open-tubular capillary electrochromatography (OT-CEC). The capillary was developed by attaching polydopamine/sulfated-ß-cyclodextrin (PDA/S-ß-CD) onto the gold nanoparticles (AuNPs) coated capillary which was pretreated with polydopamine. The results of scanning electron microscopy (SEM) and energy dispersive X-ray analysis spectroscopy (EDS) indicated that polydopamine/sulfated-ß-cyclodextrin was successfully fixed on the gold nanoparticles coated capillary. To evaluate the performance of the prepared open tubular (OT) column, the enantioseparation was carried out by using ten chiral drugs as model analytes. Under the optimal conditions, salbutamol, terbutaline, trantinterol, tulobuterol, clorprenaline, pheniramine, chlorpheniramine, brompheniramine, isoprenaline and tolterodine were baseline separated with the resolution (Rs) values of 3.25, 1.76, 2.51, 1.89, 3.17, 2.17, 1.99, 1.72, 2.01 and 3.20, respectively. Repeatability of the column was studied, with the relative standard deviations for run-to-run, day-to-day and column-to-column lower than 5.7%.


Assuntos
beta-Ciclodextrinas/química , Albuterol/química , Albuterol/isolamento & purificação , Bromofeniramina/química , Bromofeniramina/isolamento & purificação , Eletrocromatografia Capilar , Clorfeniramina/química , Clorfeniramina/isolamento & purificação , Clembuterol/análogos & derivados , Clembuterol/química , Clembuterol/isolamento & purificação , Isoproterenol/análogos & derivados , Isoproterenol/química , Isoproterenol/isolamento & purificação , Tamanho da Partícula , Feniramina/química , Feniramina/isolamento & purificação , Propriedades de Superfície , Terbutalina/análogos & derivados , Terbutalina/química , Terbutalina/isolamento & purificação , Tartarato de Tolterodina/química , Tartarato de Tolterodina/isolamento & purificação
8.
Electrophoresis ; 39(16): 2099-2106, 2018 08.
Artigo em Inglês | MEDLINE | ID: mdl-29756294

RESUMO

A method consisting of cation-selective exhaustive injection and sweeping (CSEI-sweeping) as online preconcentration followed by a cyclodextrin modified electrokinetic chromatography (CDEKC) enantioseparation has been developed for the simultaneous determination of two brompheniramine enantiomers in rat plasma. In this method, analytes were electrokinetically injected at a voltage of 8 kV for 80 s in a fused-silica capillary. Prior to the injection, the capillary was rinsed with 50 mM phosphate buffer of pH 3.5, followed by a plug of a higher conductivity buffer (150 mM phosphate pH 3.5, 20 psi, 6 min) and a plug of water (0.5 psi, 5 s). Separation was carried out applying -20 kV in 50 mM phosphate buffer, pH 3.5, containing 10% v/v ACN and 30 mg/mL sulfated-ß-cyclodextrin (S-ß-CD). Analytical signals were monitored at 210 nm. The detection sensitivity of brompheniramine enantiomers was enhanced by about 2400-fold compared to the normal injection mode (hydrodynamic injection for 3 s at 0.5 psi, with a BGE of 50 mM phosphate buffer containing 20 mg/mL S-ß-CD at pH 3.5), and LLOQ of two enantiomers were both 0.0100 µg/mL. In addition, this method had fairly good repeatability and showed promising capabilities in the application of stereoselective pharmacokinetic investigations for brompheniramine enantiomers in rat.


Assuntos
Bromofeniramina/sangue , Cromatografia Capilar Eletrocinética Micelar/métodos , Estereoisomerismo , Animais , Cátions , Ciclodextrinas , Métodos , Ratos , Reprodutibilidade dos Testes
9.
Spectrochim Acta A Mol Biomol Spectrosc ; 192: 159-167, 2018 Mar 05.
Artigo em Inglês | MEDLINE | ID: mdl-29128750

RESUMO

A calibration matrix has been developed and successfully applied to quantify actives in Children's Dimetapp®, a cough mixture whose active components suffer from heavy spectral interference. High-performance liquid chromatography/photodiode array instrument was used to identify the actives and any other UV-detectable excipients that might contribute to interferences. The instrument was also used to obtain reference data on the actives, instead of relying on the manufacturer's claims. Principal component analysis was used during the developmental stages of the calibration matrix to highlight any mismatch between the calibration and sample spectra, making certain that "apples" were not compared with "oranges". The prediction model was finally calculated using target factor analysis and partial least squares regression. In addition to the actives in Children's Dimetapp® (brompheniramine maleate, phenylephrine hydrogen chloride, and dextromethorphan hydrogen bromide), sodium benzoate was identified as the major and FD&C Blue #1, FD&C Red #40, and methyl anthranilate as minor spectral interferences. Model predictions were compared before and after the interferences were included into the calibration matrix. Before including interferences, the following results were obtained: brompheniramine maleate=481.3mgL-1±134% RE; phenylephrine hydrogen chloride=1041mgL-1±107% RE; dextromethorphan hydrogen bromide=1571mgL-1±107% RE, where % RE=percent relative error based on the reference HPLC data. After including interferences, the results were as follows: brompheniramine maleate=196.3mgL-1±4.4% RE; phenylephrine hydrogen chloride=501.3mgL-1±0.10% RE; dextromethorphan hydrogen bromide=998.7mgL-1±1.6% RE as detailed in Table 6.


Assuntos
Bromofeniramina/análise , Pseudoefedrina/análise , Bromofeniramina/química , Calibragem , Criança , Cromatografia Líquida de Alta Pressão , Combinação de Medicamentos , Análise Fatorial , Humanos , Concentração de Íons de Hidrogênio , Pseudoefedrina/química , Padrões de Referência , Soluções , Espectrofotometria Ultravioleta , Fatores de Tempo
10.
Microsc Res Tech ; 81(2): 220-227, 2018 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-29134721

RESUMO

Medicaments essential for alleviation of diseases may sometime adversely affect dental health by eroding the enamel, owing to their acidic nature. It is therefore highly desirable to be able to detect these effects quickly and reliably. In this study, we evaluated the erosive capacity of four most commonly prescribed respiratory disease syrup medicaments on enamel using micro-energy-dispersive X-ray fluorescence spectrometry (µ-EDXRF) and attenuated total reflection Fourier transform infrared spectroscopy (ATR-FTIR). Fifty-five enamel fragments obtained from 30 bovine teeth were treated with artificial saliva (S), acebrofilin hydrochloride (AC), ambroxol hydrochloride (AM), bromhexine hydrochloride (BR), and salbutamol sulfate (SS); by immersing in 3 mL of respective solutions for 1 min, three times a day at intervals of 1 hr, for 5 days. µ-EDXRF analysis of enamel surface did not reveal significant erosion caused by the medications. However, ATR-FTIR showed a detectable shift in the phosphate (PO4 ) antisymmetric stretching mode (ν3 ) at ∼985 cm-1 for AM, BR, and SS, indicating erosion. Multivariate statistical analysis showed that AC, AM, SS, and BR could be classified with 70%, 80%, 100%, and 100% efficiency from S (control), further highlighting the ability of ATR-FTIR to identify degree of erosion. This suggests ATR-FTIR may be used to rapidly and nondestructively investigate erosive effects of medicaments.


Assuntos
Esmalte Dentário/efeitos dos fármacos , Medicamentos sem Prescrição/efeitos adversos , Espectroscopia de Infravermelho com Transformada de Fourier , Erosão Dentária/induzido quimicamente , Antialérgicos/efeitos adversos , Bromofeniramina/efeitos adversos , Esmalte Dentário/patologia , Combinação de Medicamentos , Humanos , Loratadina/efeitos adversos , Microscopia Eletrônica de Varredura , Dente Molar/efeitos dos fármacos , Descongestionantes Nasais/efeitos adversos , Pseudoefedrina/efeitos adversos , Doenças Respiratórias/tratamento farmacológico , Espectrometria por Raios X/métodos , Propriedades de Superfície/efeitos dos fármacos
11.
J Clin Pharmacol ; 58(4): 494-503, 2018 04.
Artigo em Inglês | MEDLINE | ID: mdl-29136286

RESUMO

Two pediatric studies characterized brompheniramine and chlorpheniramine pharmacokinetics in a total of 72 subjects, aged 2 to 17 years. A single age-/weight-based oral dose, ranging from 1 to 4 mg, was administered with 2 to 6 oz of water at least 2 hours after a light breakfast. Plasma samples were obtained before and for 72 hours after dosing and analyzed using high-pressure liquid chromatography-tandem mass spectrometry. Pharmacokinetic parameters were estimated using noncompartmental methods; relationships with age were assessed using linear regression. Results indicated that for brompheniramine and chlorpheniramine, Cmax was similar across age groups, although it tended to occur earlier in the youngest group. AUC was ∼15% to 30% higher in the oldest age group. As expected, CLo and Vz /F increased with age; however, following allometric scaling, no age-related differences existed. Because the increase with age for both parameters was similar, no age-related differences in t1/2,z existed (∼15 hours). Overall, the single doses were well tolerated. Sedation was the most common reported AE and appeared to be more prevalent in the 2- to 5-year-old group. Overall, these results indicate that an age/weight dosing nomogram using a 4-fold range of doses achieves similar Cmax and AUC.


Assuntos
Antialérgicos/farmacocinética , Bromofeniramina/farmacocinética , Clorfeniramina/farmacocinética , Antagonistas dos Receptores Histamínicos H1/farmacocinética , Administração Oral , Adolescente , Antialérgicos/administração & dosagem , Antialérgicos/efeitos adversos , Bromofeniramina/administração & dosagem , Bromofeniramina/sangue , Criança , Pré-Escolar , Clorfeniramina/administração & dosagem , Clorfeniramina/sangue , Antagonistas dos Receptores Histamínicos H1/administração & dosagem , Antagonistas dos Receptores Histamínicos H1/sangue , Humanos
12.
J Sep Sci ; 40(5): 1184-1192, 2017 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-28087893

RESUMO

Brompheniramine, an antihistamine drug, was employed as a novel UV probe for capillary electrophoresis with indirect UV detection of adamantane drugs (memantine, amantadine, and rimantadine). The probe possesses high molar absorptivity of 24 × 103 L/mol cm at 6 mM, which enables the measurement of these nonchromophore analytes without derivatization. The simple background electrolyte (10 mM sodium dihydrogen phosphate (pH 5.0) containing 5 mM brompheniramine and 6 mM ß-cyclodextrin) provided the separation of the analytes in a short time (7.5 min). Under these conditions, brompheniramine had similar mobility to that of the analyte ions resulting in symmetric peaks with minimal electrodispersion. The analytes displace the probe at a one-to-one ratio with transfer values close to unity. ß-Cyclodextrin played a role in the resolution of the structurally similar adamantane derivatives. Method validation showed good linearity (r2  > 0.98), precision (%RSD ≤ 3.30), and accuracy (recoveries ranging from 98 to 109%). The proposed method was successfully applied to determine the adamantane content in pharmaceutical products.


Assuntos
Adamantano/análise , Bromofeniramina/química , Eletroforese Capilar , Rimantadina/análise , Eletrólitos
13.
J Sep Sci ; 39(12): 2300-6, 2016 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-27080368

RESUMO

A recycling high-speed countercurrent chromatography protocol was proposed for the enantioseparation of brompheniramine by employing ß-cyclodextrin derivatives as a chiral selector. The two-phase solvent system of n-hexane/isobutyl acetate/0.10 mol/L phosphate buffer solution with a volume ratio of 2:4:6 was selected by a series of extraction experiments. Factors that affected the distribution of the enantiomers over the two-phase system (e.g., the type and concentration of ß-cyclodextrin derivatives = pH value of the aqueous solution, and the separation temperature) were also investigated. In addition, the theory of thermodynamics is applied to verify the feasibility of the enantioseparation process and the corresponding results demonstrate that this separation process is feasible. The optimized conditions include carboxymethyl-ß-cyclodextrin concentration of 0.010 mol/L, pH of 7.5, and temperature of 5°C. Under the optimal conditions, the purities of both monomer molecules were over 99%, and the recovery yields were 88% for (+)-brompheniramine and 85% for (-)-brompheniramine, respectively.


Assuntos
Bromofeniramina/isolamento & purificação , beta-Ciclodextrinas/química , Bromofeniramina/química , Distribuição Contracorrente , Estrutura Molecular , Estereoisomerismo , Termodinâmica
14.
J Sep Sci ; 39(9): 1766-75, 2016 May.
Artigo em Inglês | MEDLINE | ID: mdl-26935589

RESUMO

A novel single-isomer cyclodextrin derivative, heptakis {2,6-di-O-[3-(1,3-dicarboxyl propylamino)-2-hydroxypropyl]}-ß-cyclodextrin (glutamic acid-ß-cyclodextrin) was synthesized and used as a chiral selector in capillary electrophoresis for the enantioseparation of 12 basic drugs, including terbutaline, clorprenaline, tulobuterol, clenbuterol, procaterol, carvedilol, econazole, miconazole, homatropine methyl bromide, brompheniramine, chlorpheniramine and pheniramine. The primary factors affecting separation efficiency, which include the background electrolyte pH, the concentration of glutamic acid-ß-cyclodextrin and phosphate buffer concentration, were investigated. Satisfactory enantioseparations were obtained using an uncoated fused-silica capillary of 50 cm (effective length 40 cm) × 50 µm id with 120 mM phosphate buffer (pH 2.5-4.0) containing 0.5-4.5 mM glutamic acid-ß-cyclodextrin as background electrolyte. A voltage of 20 kV was applied and the capillary temperature was kept at 20°C. The results proved that glutamic acid-ß-cyclodextrin was an effective chiral selector for studied 12 basic drugs. Moreover, the possible chiral recognition mechanism of brompheniramine, chlorpheniramine and pheniramine on glutamic acid-ß-cyclodextrin was investigated using the semi-empirical Parametric Method 3.


Assuntos
Ciclodextrinas/química , Bromofeniramina/química , Bromofeniramina/isolamento & purificação , Carbazóis/química , Carbazóis/isolamento & purificação , Carvedilol , Clorfeniramina/química , Clorfeniramina/isolamento & purificação , Clembuterol/química , Clembuterol/isolamento & purificação , Ciclodextrinas/síntese química , Econazol/química , Econazol/isolamento & purificação , Eletroforese Capilar , Isoproterenol/análogos & derivados , Isoproterenol/química , Isoproterenol/isolamento & purificação , Miconazol/química , Miconazol/isolamento & purificação , Estrutura Molecular , Feniramina/química , Feniramina/isolamento & purificação , Procaterol/química , Procaterol/isolamento & purificação , Propanolaminas/química , Propanolaminas/isolamento & purificação , Estereoisomerismo , Terbutalina/análogos & derivados , Terbutalina/química , Terbutalina/isolamento & purificação , Tropanos/química , Tropanos/isolamento & purificação
15.
PLoS One ; 11(1): e0146292, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-26771454

RESUMO

An open-tubular capillary electrochromatography column was prepared by chemically immobilized ß-cyclodextrin modified gold nanoparticles onto new surface with the prederivatization of (3-mercaptopropyl)-trimethoxysilane. The synthesized nanoparticles and the prepared column were characterized by transmission electron microscopy, scanning electron microscopy, infrared spectroscopy and ultraviolet visible spectroscopy. When the column was employed as the chiral stationary phase, no enantioselectivity was observed for ten model basic drugs. So ß-cyclodextrin was added to the background electrolyte as chiral additive to expect a possible synergistic effect occurring and resulting in a better separation. Fortunately, significant improvement in enantioselectivity was obtained for ten pairs of drug enantiomers. Then, the effects of ß-cyclodextrin concentration and background electrolyte pH on the chiral separation were investigated. With the developed separation mode, all the enantiomers (except for venlafaxine) were baseline separated in resolutions of 4.49, 1.68, 1.88, 1.57, 2.52, 2.33, 3.24, 1.63 and 3.90 for zopiclone, chlorphenamine maleate, brompheniramine maleate, dioxopromethazine hydrochloride, carvedilol, homatropine hydrobromide, homatropine methylbromide, venlafaxine, sibutramine hydrochloride and terbutaline sulfate, respectively. Further, the possible separation mechanism involved was discussed.


Assuntos
Eletrocromatografia Capilar , Técnicas de Química Analítica/métodos , Nanopartículas Metálicas/química , beta-Ciclodextrinas/química , Compostos Azabicíclicos/química , Compostos Azabicíclicos/isolamento & purificação , Bromofeniramina/química , Bromofeniramina/isolamento & purificação , Carbazóis/química , Carbazóis/isolamento & purificação , Carvedilol , Ciclobutanos/química , Ciclobutanos/isolamento & purificação , Ciclodextrinas/química , Microscopia Eletrônica de Transmissão , Piperazinas/química , Piperazinas/isolamento & purificação , Propanolaminas/química , Propanolaminas/isolamento & purificação , Estereoisomerismo , Terbutalina/química , Terbutalina/isolamento & purificação , Tropanos/química , Tropanos/isolamento & purificação , Cloridrato de Venlafaxina/química , Cloridrato de Venlafaxina/isolamento & purificação
16.
Dermatitis ; 25(2): 83-8, 2014.
Artigo em Inglês | MEDLINE | ID: mdl-24603514

RESUMO

BACKGROUND: Excipients in various formulations of active drugs occasionally include known contact allergens. Their ingestion may trigger dermatitis or cause it to become widespread or refractory to therapy. OBJECTIVE: The aim of this study was to investigate the prevalence of common contact allergens among the excipients of oral antihistamines available in this country. METHODS: We gathered the complete ingredient lists of 2119 different preparations of 12 oral antihistamines from the National Library of Medicine data bank and entered them into an electronic database for analysis. RESULTS: More than half the formulations (55.0%) contained at least 1 member of the 10 allergen families assessed. Most brompheniramine and doxepin preparations included potentially allergenic excipients, whereas fexofenadine was most often free of them. Sorbitan group members, azo dyes, and propylene glycol were the allergens found most frequently in the antihistamines, each present in over 25% of the products. Elixirs, liquids, solutions, suspensions, and syrups were more likely than nonchewable caplets, capsules, and tablets to contain the allergens tabulated (100% vs 39.3%, respectively). Chewable pills frequently contained azo dyes. CONCLUSIONS: Ingestion of antihistamines could precipitate a systemic contact dermatitis in a patient sensitized to an allergen present as an excipient in the medicine.


Assuntos
Alérgenos/análise , Excipientes/análise , Antagonistas dos Receptores Histamínicos/química , Administração Oral , Compostos Azo/análise , Bromofeniramina/química , Química Farmacêutica , Corantes/análise , Bases de Dados de Produtos Farmacêuticos , Dermatite Alérgica de Contato/etiologia , Formas de Dosagem , Doxepina/química , Antagonistas dos Receptores Histamínicos/administração & dosagem , Medicamentos sem Prescrição/química , Polissorbatos/análise , Medicamentos sob Prescrição/química , Propilenoglicol/análise , Terfenadina/análogos & derivados , Terfenadina/química
17.
J Chromatogr A ; 1291: 73-83, 2013 May 24.
Artigo em Inglês | MEDLINE | ID: mdl-23587318

RESUMO

Chromatographic scale enantiomer separation has not been modeled using cellular automata (CA). CA uses easy to adjust equations to different enantiomers under various chromatographic conditions. Previous work has demonstrated that CA modeling can accurately predict the strength of one-to-one binding interactions between enantiomers and ß-cyclodextrin (CD) [1]. In this work, the model is expanded to a chromatographic scale grid environment in order to transform model output into HPLC chromatograms. The model accurately predicted the lack of chromatographic selectivity of mandelic enantiomers (1.05 published, 1.01 modeled) and the separation of brompheniramine enantiomers (1.13 published, 1.12 modeled) previously modeled in one-to-one interactions. By examining cyclohexylphenylglycolic acid (CHPGA) enantiomers, the model accurately predicted both the selectivity and resolution of the enantiomer peaks at varying chromatographic temperatures. Modeled changes in mobile phase pH agree with laboratory outcomes when examining peak resolution and selectivity. Changes in injection volume resulted in an increase in retention time of the modeled enantiomers as was observed in the published laboratory results.


Assuntos
Cromatografia Líquida de Alta Pressão/instrumentação , Cromatografia Líquida de Alta Pressão/métodos , Modelos Estatísticos , beta-Ciclodextrinas/química , Bromofeniramina/química , Bromofeniramina/isolamento & purificação , Glicolatos/química , Glicolatos/isolamento & purificação , Interações Hidrofóbicas e Hidrofílicas , Ácidos Mandélicos/química , Ácidos Mandélicos/isolamento & purificação , Projetos de Pesquisa , Estereoisomerismo , Temperatura
18.
Rev Port Cardiol ; 32(5): 415-7, 2013 May.
Artigo em Inglês, Português | MEDLINE | ID: mdl-23587439

RESUMO

Brugada syndrome (BrS) is associated with increased risk of ventricular arrhythmias and sudden death. Some drugs can trigger the electrocardiographic and arrhythmic manifestations of this syndrome. Cold medicines for symptom relief are sold without prescription in Brazil and most contain antihistamines and adrenergic agonists. We report a case of BrS probably triggered by the use of such medication.


Assuntos
Bromofeniramina/efeitos adversos , Síndrome de Brugada/induzido quimicamente , Antagonistas dos Receptores Histamínicos H1/efeitos adversos , Descongestionantes Nasais/efeitos adversos , Fenilefrina/efeitos adversos , Adulto , Humanos , Masculino , Medicamentos Compostos contra Resfriado, Influenza e Alergia/efeitos adversos
19.
Eur Arch Paediatr Dent ; 13(5): 261-5, 2012 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-23043884

RESUMO

AIM: This study aimed to investigate the in vitro effects of three paediatric liquid oral medicines on bovine dental enamel subsurfaces under pH cycling conditions. METHODS: Bovine enamel blocks were evaluated for surface hardness at baseline for sample selection. 52 intact bovine enamel blocks (16mm(2)) were randomly divided into four groups (n=13) according to the immersion treatments: G1: antibiotic (Klaricid®), G2: antihistamine (Claritin®), G3: antihistamine (Dimetapp®) and G4: control (de-ionised water). The blocks were submitted to pH cycling treatments twice a day for 12 days. The medicines were evaluated for pH, viscosity, and concentration of calcium, phosphate and fluoride. After the treatment period, cross-sectional microhardness (CSMH) measurements of the enamel blocks were taken and the data, expressed in Knoop hardness number (kg/mm(2)) was used to calculate the ΔS. STATISTICS: ANOVA followed by the Tukey test were used for statistical analyses (p<0.05). RESULTS: The antibiotic Klaricid® showed the highest concentration of fluoride, calcium and phosphate. Considering pH and viscosity, the following pattern was observed according to the treatment group: G4>G1>G2>G3 and G1>G2>G3>G4 respectively. Regarding the demineralisation pattern, the following results were observed: G4>G3>G2>G1. Compared to the control, the antibiotic and both the antihistamines provoked less demineralisation of the enamel blocks (p<0.05). CONCLUSIONS: Antibiotic G1 (Klaricid®) presented an in vitro protective effect against acid attacks probably due to its mineral content and viscosity.


Assuntos
Esmalte Dentário/efeitos dos fármacos , Excipientes Farmacêuticos/efeitos adversos , Anatomia Transversal , Animais , Antibacterianos/efeitos adversos , Antibacterianos/química , Bromofeniramina/efeitos adversos , Bromofeniramina/química , Cálcio/análise , Bovinos , Claritromicina/efeitos adversos , Claritromicina/química , Solubilidade do Esmalte Dentário/efeitos dos fármacos , Combinação de Medicamentos , Fluoretos/análise , Dureza , Antagonistas não Sedativos dos Receptores H1 da Histamina/efeitos adversos , Antagonistas não Sedativos dos Receptores H1 da Histamina/química , Concentração de Íons de Hidrogênio , Loratadina/efeitos adversos , Loratadina/química , Descongestionantes Nasais/efeitos adversos , Descongestionantes Nasais/química , Excipientes Farmacêuticos/química , Fosfatos/análise , Pseudoefedrina/efeitos adversos , Pseudoefedrina/química , Distribuição Aleatória , Soluções , Desmineralização do Dente/induzido quimicamente , Viscosidade
20.
J Phys Chem B ; 116(24): 7033-9, 2012 Jun 21.
Artigo em Inglês | MEDLINE | ID: mdl-22612655

RESUMO

Binding of the antihistamine drug brompheniramine (BPA) to human serum albumin (HSA) is studied by measuring quenching of the fluorescence and room temperature phosphorescence (RTP) of tryptophan. The modified Stern-Volmer equation was used to derive association constants and accessible fractions from the steady-state fluorescence data. Decay associated spectra (DAS) revealed three tryptophan fluorescence lifetimes, indicating the presence of three HSA conformations. BPA causes mainly static quenching of the long-living, solvent-exposed conformer. RTP spectra and lifetimes, recorded under deoxygenated conditions in the presence of 0.2 M KI, provided additional kinetic information about the HSA-BPA interactions. Fluorescence DAS that were also recorded in the presence of 0.2 M KI revealed that the solvent-exposed conformer is the major contributor to the RTP signal. The phosphorescence quenching is mostly dynamic at pH 7 and mostly static at pH 9, presumably related to the protonation state of the alkylamino chain of BPA. This provides direct insight into the binding mode of the antihistamine drug, as well as kinetic information at both the nanosecond and the millisecond time scales.


Assuntos
Bromofeniramina/metabolismo , Albumina Sérica/metabolismo , Bromofeniramina/química , Humanos , Concentração de Íons de Hidrogênio , Cinética , Ligação Proteica , Albumina Sérica/química , Espectrometria de Fluorescência , Temperatura
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