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1.
Pharmazie ; 75(11): 611-617, 2020 11 01.
Artigo em Inglês | MEDLINE | ID: mdl-33239140

RESUMO

In 1719, Antonio Menzani di Cuna from the Saint Savior monastery published an alcoholic extract formula made from plant and herb resins under the name Jerusalem Balsam. The Balsam gained high popularity due to its remedial benefits. At the end of the 19 th century, Jerusalem Balsam produced by the hermit Johannes Treutler was found to be particularly popular. We analysed a sample of a valuable find coming from the last decade of the 19 th century, making it probably the oldest surviving Jerusalem Balsam in the world. The purpose of this work was to investigate the composition of the historical sample and to try to determine the origin of its components. This was achieved by comparing the profile of volatile compounds extracted from the balsam using HS-SPME technique with the profile characteristic for plant resins as classic ingredients of the Johannes Treutler formula. The use of two chromatographic columns of different polarity, as well as the transformation of the polar components of the sample into TMS derivatives, allowed to obtain new information on the historical composition of the Balsam. Also, it can be stated with high probability that plant resins were indeed used in the production of the Balsam as referred to in the original recipe of Johannes Treutler. We also discuss challenges in determining the original composition of the Balsam.


Assuntos
Bálsamos/história , Resinas Vegetais/história , Bálsamos/química , Química Farmacêutica , História do Século XIX , Humanos , Israel , Resinas Vegetais/química , Microextração em Fase Sólida
2.
Int J Biol Macromol ; 160: 944-952, 2020 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-32464199

RESUMO

In this study, Arabian balsam α-amylase was purified using the three-step purification method with 9.8-fold purification and 7% recovery. The purified α-amylase's molecular weight was 85 kDa. Calcium alginate incorporated with iron (III) oxide nanoparticles was applied as an immobilizing support for α-amylase. The immobilized α-amylase was characterized by Fourier transform infrared spectroscopy, thermogravimetric analysis, and scanning electron microscopy. In addition, the optimum conditions for immobilization efficiency, immobilization time, reusability, kinetic parameters, and the effect of pH for the immobilization process were examined. After storage, about 87% of the initial activity was maintained at 4 °C for 60 days. The immobilized enzyme exhibited enhanced stability compared to the soluble enzyme in relation to pH and temperature. The immobilized enzyme provided the following kinetic variables: 0.455 mg/mL, 4050 s-1, 28.57 µmol maltose/mL, and 8900 s-1 mg-1 mL for Km, kcat, Vmax, and kcat/Km, respectively, compared with 1.798 mg/mL, 5980 s-1, 42.19 µmol maltose/mL, and 3326 s-1 mg-1 mL for the soluble enzyme. The total phenolic contents of the soluble and immobilized α-amylase-treated wheat kernels were increased by 1.26 and 1.31 fold, respectively. Purified α-amylase from Arabian balsam can thus be successfully used to enhance the antioxidant capacity of cereals.


Assuntos
Alginatos/química , Bálsamos/química , Enzimas Imobilizadas , Nanopartículas de Magnetita/química , alfa-Amilases/química , Fracionamento Químico , Composição de Medicamentos , Estabilidade Enzimática , Concentração de Íons de Hidrogênio , Peso Molecular , Nanocompostos/química , Espectroscopia de Infravermelho com Transformada de Fourier , Termogravimetria , alfa-Amilases/isolamento & purificação
3.
Food Chem Toxicol ; 138: 111183, 2020 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-32061855

RESUMO

Herbal formulations have been used in ethnomedicine and pharmacy around the world for thousands of years. One of them is Jerusalem Balsam (JB), which came into use in the seventeenth century. Today, people still produce and use it regularly as prophylactic supplement. JB has been widely used in Europe since the nineteenth century, as a remedy possessing antibacterial, antifungal and anti-inflammatory activities. The composition of the product was not known, although possible formulations were reported. In this study the original sample, which dated back to 1870, was investigated for chemical composition and cytotoxic activity. The obtained results were compared with results from more recently produced samples. Several tests were carried out, namely GC-MS, UPLC-PDA-Q-TOF-MS and MTT. Only the 150-year old sample showed a significant cytotoxic activity on cancer cell lines. At a concentration of 125 µg/mL after 72 h of incubation, the original sample inhibited almost 90% of cell metabolic activity, while contemporary samples showed none or little activity. None of the tested samples showed a significant impact on normal cells. These results may be attributed to the activities of benzoic acid and its derivatives, cinnamic acid derivatives, vanillin, group of sesquiterpenes and cembrene.


Assuntos
Bálsamos/química , Bálsamos/farmacologia , Compostos Fitoquímicos/análise , Compostos Fitoquímicos/farmacologia , Animais , Antibacterianos/análise , Antibacterianos/farmacologia , Anti-Inflamatórios/análise , Anti-Inflamatórios/farmacologia , Antifúngicos/análise , Antifúngicos/farmacologia , Antineoplásicos Fitogênicos/análise , Antineoplásicos Fitogênicos/farmacologia , Antioxidantes/análise , Antioxidantes/farmacologia , Benzaldeídos/análise , Benzaldeídos/farmacologia , Ácido Benzoico/análise , Ácido Benzoico/farmacologia , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Cinamatos/análise , Cinamatos/farmacologia , Cães , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Camundongos , Células NIH 3T3 , Sesquiterpenos/análise , Sesquiterpenos/farmacologia , Compostos Orgânicos Voláteis/análise
4.
Contact Dermatitis ; 80(6): 335-353, 2019 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-30843216

RESUMO

In this article, contact allergy to Myroxylon pereirae resin (MP) (balsam of Peru) is reviewed. The topics presented include the uses, the chemical composition, the frequency of sensitization, the relevance of positive reactions, the MP-containing products causing allergic contact dermatitis, co-reactivity with other fragrance and non-fragrance materials, the sensitizers, the usefulness of MP as a "marker" of fragrance allergy, and the effectiveness of, and indications for, "balsam-restrictive" diets. Sensitization to MP occurs in 4% to 8% of patients routinely tested for suspected contact dermatitis. There are few adequate data on relevance. Topical pharmaceuticals were formerly, but are not today, important sources of sensitization. Cosmetics and foods or drinks are hardly ever products responsible for sensitization to MP. Positive patch test reactions in the large majority probably result from previous sensitization to MP constituents because of their presence in fragrances and fragranced products, MP thereby acting as marker (or "indicator") of fragrance allergy. However, fragrance mix I is a more sensitive marker, and the added diagnostic value of testing with MP is unknown. The allergenic ingredients of MP include isoeugenol, eugenol and cinnamyl alcohol, but there are other-largely unknown-chemicals that are responsible for contact allergy. Suggestions are given for further research to address questions thus far unanswered and to improve patient care.


Assuntos
Bálsamos/efeitos adversos , Dermatite Alérgica de Contato/diagnóstico , Dermatite Alérgica de Contato/prevenção & controle , Dieta , Testes do Emplastro , Bálsamos/química , Bálsamos/uso terapêutico , Bebidas/análise , Cosméticos/química , Reações Cruzadas , Dermatite Alérgica de Contato/etiologia , Eugenol/análogos & derivados , Eugenol/análise , Análise de Alimentos , Humanos , Perfumes/efeitos adversos , Perfumes/química , Preparações Farmacêuticas/química , Propanóis/análise
5.
Biosens Bioelectron ; 91: 623-628, 2017 May 15.
Artigo em Inglês | MEDLINE | ID: mdl-28107743

RESUMO

We present a novel four-layer structure consisting of bottom, second, third, and surface layers in the sensing region, for a D-shaped step-index fiber-optic evanescent wave (FOEW) sensor. To reduce the background noise, the surface of the longitudinal section in the D-shaped region is coated with a light-absorbing film. We check the morphologies of the second and surface layers, examine the refractive indices (RIs) of the third and surface layers, and analyze the composition of the surface layer. We also investigate the effects of the thicknesses and RIs of the third and surface layers and the LA film on the light transmission and sensitivity of the FOEW sensors. The results highlight the very good sensitivity of the proposed FOEW sensor with a four-layer structure, which reached -0.077 (µg/l)-1 in the detection of the target antibody; the sensitivity of the novel FOEW sensor was 7.60 and 1.52 times better than that of a conventional sensor with a core-cladding structure and an FOEW sensor with a three-layer structure doped with GeO2. The applications of this high-sensitivity FOEW sensor can be extended to biodefense, disease diagnosis, and biomedical and biochemical analysis.


Assuntos
Técnicas Biossensoriais/instrumentação , Tecnologia de Fibra Óptica/instrumentação , Fibras Ópticas , Polímeros/química , Animais , Anticorpos Anti-Idiotípicos/análise , Anticorpos Anti-Idiotípicos/imunologia , Bálsamos/química , Combinação de Medicamentos , Desenho de Equipamento , Germânio/química , Cabras , Guta-Percha/química , Imunoglobulina G/análise , Imunoglobulina G/imunologia , Camundongos , Óxido de Zinco/química
6.
Food Chem ; 210: 613-22, 2016 Nov 01.
Artigo em Inglês | MEDLINE | ID: mdl-27211689

RESUMO

Benzoin balsam is an anthropic exudate obtained from the bark of several species of Styrax trees that is mainly used as a perfume fixative as well as a flavouring agent. Benzoe tonkinensis Laos (also commercialized under the denomination Siam benzoin balsam) displaying characteristic vanilla notes and already being largely used to flavour all kinds of edible goods, was intended to be proposed by Agroforex Company to the Codex Committee on Food Additives for evaluation as a food additive. For this purpose, the present paper reports the phytochemical characterisation of both the volatile and non-volatile fractions of benzoin balsams and the quantitation of some of the major components by gas and liquid chromatography techniques. Four coniferyl and two morinol derivatives were characterised for the first time in Benzoe tonkinensis Laos. Finally, two liquid chromatographic methods used to easily discriminate Siam from Sumatra balsam (also known as Benzoe sumatranus Indonesia) were developed.


Assuntos
Bálsamos/análise , Bálsamos/química , Styrax/química , Aromatizantes , Aditivos Alimentares , Indonésia , Perfumes , Casca de Planta/química , Tailândia , Compostos Orgânicos Voláteis/análise
7.
Mater Sci Eng C Mater Biol Appl ; 64: 310-317, 2016 Jul 01.
Artigo em Inglês | MEDLINE | ID: mdl-27127058

RESUMO

In this work, newly developed nanocomposites based upon lamellar silicates are evaluated to determine their potential in controlling endometriosis. The preparation of the new nanocarriers is detailed, properties characterized and in vitro pharmacological evaluation performed. The nanocomposites in this study were obtained from the reaction of copaiba oil-resin (COPA) with the polymer polyvinylpyrrolidone (PVP K-30). COPA was selected due to its antiinflammatory and anticancer activities along with the organophilic derivatives of sodium montmorillonite, Viscogel B8, S7 and S4. The results indicated that it was feasible to obtain a good yield of a COPA nanocomposite using a simple process. Intercalation was confirmed by X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). In vitro release experiments demonstrated that COPA was released from the nanocomposite in a delayed fashion. Whereas, in vitro pharmacological studies showed a reduction in viability and proliferation of endometriotic cell cultures upon COPA nanocomposite treatment, suggesting that the system developed here can be a promising alternative therapy for the oral treatment of endometriosis.


Assuntos
Bálsamos , Portadores de Fármacos , Endometriose/tratamento farmacológico , Endométrio/metabolismo , Nanocompostos/química , Silicatos , Bálsamos/química , Bálsamos/farmacologia , Células Cultivadas , Portadores de Fármacos/química , Portadores de Fármacos/farmacologia , Endometriose/metabolismo , Endométrio/patologia , Feminino , Humanos , Silicatos/química , Silicatos/farmacologia , Células Estromais/metabolismo , Células Estromais/patologia
8.
Ceska Slov Farm ; 64(3): 95-9, 2015 Jun.
Artigo em Tcheco | MEDLINE | ID: mdl-26400232

RESUMO

The history of traditional capuchin balsam is the focal point of the second part of the article on the unknown history of pharmacy at the capuchin monastery in Prague-Hradcany. Capuchin balsam, a medicinal speciality, was being manufactured in the monastery from the end of the 18th century till the year 1950. It is a spirit tincture, its prescription originating from the formulation by Oswald Croll. Balsamum Peruvianum, Gummiresina myrrha, Gummiresina olibanum, and Styrax are the main ingredients, besides assorted plants. The balsam was taken as an antiseptic, antiphlogistic, and analgesic. The balsam was a favoured rustic medicine, and it was sold also abroad (Germany, Poland, USA, Ireland, Belgium). The profit made from the sale of the balsam supported the reconstruction and the maintenance of the monastery and the local theological studies. Other medical formulations connected with the name of the capuchin order are also mentioned.Key words: pharmaceutical history capuchins capuchin balsam monastics pharmacies.


Assuntos
Bálsamos/história , História da Farmácia , Assistência Farmacêutica/história , Bálsamos/química , Química Farmacêutica/história , Comércio/história , Alemanha , História do Século XVIII , História do Século XIX , História do Século XX , Humanos
9.
Biomed Pharmacother ; 70: 12-8, 2015 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-25776472

RESUMO

Copaifera spp oleoresins have been used in folk medicine for centuries; nevertheless, its immunomodulatory action has not been investigated. Thus, the goal of this study was to characterize different oleoresins and to verify their action on human monocytes regarding pro- and anti-inflammatory cytokine production (TNF-α and IL-10, respectively). The chemical composition of Brazilian Copaifera reticulata, Copaifera duckey and Copaifera multijuga oleoresins was analyzed by HPLC-MS. Cell viability was assessed by MTT method after incubation of cells with Copaifera spp. Noncytotoxic concentrations of oleoresins were incubated with human monocytes from healthy donors, and cytokine production was determined by ELISA. HPLC-MS analysis for terpenes allowed the identification of six diterpene acids and one sesquiterpene acid. Oleoresins exerted no cytotoxic effects on human monocytes. All oleoresins had a similar profile: LPS-induced TNF-α production was maintained by oleoresins, while a significant inhibitory action on IL-10 production was seen. Copaifera oleoresins seemed to exert an activator profile on human monocytes without affecting cell viability. Such effect may be due to the presence of either diterpene or sesquiterpene acids; however, further studies are necessary to determine the involvement of such compounds in Copaifera immunomodulatory effects.


Assuntos
Bálsamos/farmacologia , Fabaceae/química , Regulação da Expressão Gênica/efeitos dos fármacos , Interleucina-10/metabolismo , Monócitos/efeitos dos fármacos , Fator de Necrose Tumoral alfa/metabolismo , Bálsamos/química , Sobrevivência Celular , Células Cultivadas , Fabaceae/classificação , Humanos , Interleucina-10/genética , Estrutura Molecular , Especificidade da Espécie , Fator de Necrose Tumoral alfa/genética
10.
PLoS One ; 8(12): e82618, 2013.
Artigo em Inglês | MEDLINE | ID: mdl-24376556

RESUMO

Estimation of pest density is a basic requirement for integrated pest management in agriculture and forestry, and efficiency in density estimation is a common goal. Sequential sampling techniques promise efficient sampling, but their application can involve cumbersome mathematics and/or intensive warm-up sampling when pests have complex within- or between-site distributions. We provide tools for assessing the efficiency of sequential sampling and of alternative, simpler sampling plans, using computer simulation with "pre-sampling" data. We illustrate our approach using data for balsam gall midge (Paradiplosis tumifex) attack in Christmas tree farms. Paradiplosis tumifex proved recalcitrant to sequential sampling techniques. Midge distributions could not be fit by a common negative binomial distribution across sites. Local parameterization, using warm-up samples to estimate the clumping parameter k for each site, performed poorly: k estimates were unreliable even for samples of n ∼ 100 trees. These methods were further confounded by significant within-site spatial autocorrelation. Much simpler sampling schemes, involving random or belt-transect sampling to preset sample sizes, were effective and efficient for P. tumifex. Sampling via belt transects (through the longest dimension of a stand) was the most efficient, with sample means converging on true mean density for sample sizes of n ∼ 25-40 trees. Pre-sampling and simulation techniques provide a simple method for assessing sampling strategies for estimating insect infestation. We suspect that many pests will resemble P. tumifex in challenging the assumptions of sequential sampling methods. Our software will allow practitioners to optimize sampling strategies before they are brought to real-world applications, while potentially avoiding the need for the cumbersome calculations required for sequential sampling methods.


Assuntos
Bálsamos/química , Chironomidae/fisiologia , Simulação por Computador , Controle de Pragas/métodos , Doenças das Plantas/parasitologia , Animais , Distribuição Binomial , Folhas de Planta/parasitologia , Árvores/parasitologia
11.
J Agric Food Chem ; 60(23): 5909-14, 2012 Jun 13.
Artigo em Inglês | MEDLINE | ID: mdl-22620984

RESUMO

This study evaluated the larvicidal activity of 20 plant essential oils and components from ajowan ( Trachyspermum ammi ) and Peru balsam ( Myroxylon pereira ) oils against the mosquito, Aedes aegypti . Of the 20 plant essential oils, ajowan and Peru balsam oils at 0.1 mg/mL exhibited 100 and 97.5% larval mortality, respectively. At this same concentration, the individual constituents, (+)-camphene, benzoic acid, thymol, carvacrol, benzyl benzonate, and benzyl trans-cinnamate, caused 100% mortality. The toxicity of blends of constituents identified in two active oils indicated that thymol and benzyl benzoate were major contributors to the larvicidal activity of the artificial blend. This study also tested the acute toxicity of these two active oils and their major constituents against the water flea, Daphnia magna . Peru balsam oil and benzyl trans-cinnamate were the most toxic to D. magna. Two days after the treatment, residues of ajowan and Peru balsalm oils in water were 36.2 and 85.1%, respectively. Less than 50% of benzyl trans-cinnamate and thymol were detected in the water at 2 days after treatment. The results show that the essential oils of ajowan and Peru balsam and some of their constituents have potential as botanical insecticides against Ae. aegypti mosquito larvae.


Assuntos
Aedes/efeitos dos fármacos , Bálsamos/química , Carum/química , Cladocera/efeitos dos fármacos , Daphnia/efeitos dos fármacos , Aedes/crescimento & desenvolvimento , Animais , Cladocera/crescimento & desenvolvimento , Daphnia/crescimento & desenvolvimento , Cromatografia Gasosa-Espectrometria de Massas , Inseticidas/química , Inseticidas/farmacologia , Larva/efeitos dos fármacos , Larva/crescimento & desenvolvimento , Óleos Voláteis/química , Óleos Voláteis/farmacologia , Óleos de Plantas/química , Óleos de Plantas/farmacologia
12.
Appl Environ Microbiol ; 78(11): 4057-61, 2012 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-22467497

RESUMO

Biofilms are difficult to eliminate with standard antimicrobial treatments due to their high antibiotic resistance relative to free-living cells. Here, we show that selected antimicrobial essential oils can eradicate bacteria within biofilms with higher efficiency than certain important antibiotics, making them interesting candidates for the treatment of biofilms.


Assuntos
Antibacterianos/farmacologia , Biofilmes/efeitos dos fármacos , Óleos Voláteis/farmacologia , Pseudomonas aeruginosa/efeitos dos fármacos , Pseudomonas putida/efeitos dos fármacos , Staphylococcus aureus/efeitos dos fármacos , Bálsamos/química , Biofilmes/crescimento & desenvolvimento , Cinnamomum/química , Humanos , Testes de Sensibilidade Microbiana , Óleos de Plantas/farmacologia , Pseudomonas aeruginosa/crescimento & desenvolvimento , Pseudomonas putida/crescimento & desenvolvimento , Staphylococcus aureus/crescimento & desenvolvimento , Thymus (Planta)/química
13.
J Agric Food Chem ; 60(11): 2852-62, 2012 Mar 21.
Artigo em Inglês | MEDLINE | ID: mdl-22360702

RESUMO

The composition and antioxidant activity of Italian poplar propolis obtained using three harvesting methods and extracted with different solvents were evaluated. Waxes, balsams, and resins contents were determined. Flavones and flavonols, flavanones and dihydroflavonols, and total phenolics were also analyzed. To characterize the phenolic composition, the presence of 15 compounds was verified through HPLC-MS/MS. The antioxidant activity was evaluated through 1,1-diphenyl-2-picrylhydrazyl radical and reducing power assays. The ability of propolis to inhibit lipid oxidation was monitored by analyzing hydroperoxide and TBARS formation in lipids incorporated into an oil-in-water (O/W) emulsion. Acetone shows the highest extraction capacity. Wedge propolis has the highest concentration of active phenolic compounds (TP = 359.1 ± 16.3 GAEs/g; TFF = 5.83 ± 0.42%; TFD = 7.34 ± 1.8%) and seems to be the most promising for obtaining high-value propolis more suitable to prepare high-quality dietary supplements (TBARS = 0.012 ± 0.009 mmol std/g; RP = 0.77 ± 0.07 TEs/g).


Assuntos
Agricultura/métodos , Própole/química , Antioxidantes/química , Antioxidantes/isolamento & purificação , Bálsamos/química , Bálsamos/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Itália , Própole/isolamento & purificação , Espectrometria de Massas em Tandem , Ceras/química , Ceras/isolamento & purificação
14.
Anal Bioanal Chem ; 401(6): 1827-37, 2011 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-21725834

RESUMO

Natural organic materials used to prepare pharmaceutical mixtures including ointments and balsams have been characterized by a combined non-destructive spectroscopic analytical approach. Three classes of materials which include vegetable oils (olive, almond and palm tree), gums (Arabic and Tragacanth) and beeswax are considered in this study according to their widespread use reported in ancient recipes. Micro-FTIR, micro-Raman and fluorescence spectroscopies have been applied to fresh and mildly thermally aged samples. Vibrational characterization of these organic compounds is reported together with tabulated frequencies, highlighting all spectral features and changes in spectra which occur following artificial aging. Synchronous fluorescence spectroscopy has been shown to be particularly useful for the assessment of changes in oils after aging; spectral difference between Tragacanth and Arabic gum could be due to variations in origin and processing of raw materials. Analysis of these materials using non-destructive spectroscopic techniques provided important analytical information which could be used to guide further study.


Assuntos
Bálsamos/química , Pomadas/química , Espectrometria de Fluorescência/métodos , Espectroscopia de Infravermelho com Transformada de Fourier/métodos , Análise Espectral Raman/métodos , Tecnologia Farmacêutica/história , Goma Arábica/análise , História Antiga , Óleos de Plantas/análise , Ceras/análise
15.
Coll Antropol ; 35(1): 83-7, 2011 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-21661358

RESUMO

Because of their widespread use, fragrances are among the most common causes of contact allergic dermatitis, second only to nickel. During a five-year period 3,065 patients with contact dermatitis were patch tested using a specific mix of fragrances. 509 (16.6%) patients were allergic to the fragrance mix, while 258 (8.4%) patients exhibited an allergic reaction to Myroxylon pereirae (balsam of Peru). Between those 509 patients, 157 were patch tested with eight individual substances contained in the fragrance mix: cinnamal, cinnamyl alcohol, eugenol, isoeugenol, geraniol, hydroxycitronellal, alpha-amyl cinnamal and Evernia prunastri (oak moss). The most frequent allergens were isoeugenol 57.9% (91/157), eugenol 55.4% (87/157), cinnamyl alcohol 34.4% (54/157) and Evernia prunastri (oak moss) 24.2% (38/157). There were 62 patients (39.5%) who exhibited an allergic reaction to both the fragrance mix and Myroxylon pereirae (balsam of Peru). The results prove the importance of avoiding allergens in daily life, especially in industrial and cosmetic products. In order to prevent ACD, better cooperation between industry and dermatologists is needed.


Assuntos
Bálsamos/efeitos adversos , Dermatite Alérgica de Contato/etiologia , Myroxylon/química , Perfumes/efeitos adversos , Adolescente , Adulto , Idoso , Bálsamos/química , Criança , Feminino , Humanos , Masculino , Pessoa de Meia-Idade , Perfumes/química , Estudos Retrospectivos , Testes Cutâneos
16.
J Pharm Biomed Anal ; 54(4): 653-9, 2011 Mar 25.
Artigo em Inglês | MEDLINE | ID: mdl-21095089

RESUMO

Copaifera species (Leguminoseae) are popularly known as "copaiba" or "copaíva". The oleoresins obtained from the trunk of these species have been extensively used in folk medicine and are commercialized in Brazil as crude oil and in several pharmaceutical and cosmetic products. This work reports a complete validated method for the quantification of ß-caryophyllene, α-copaene, and α-humulene in distinct copaiba oleoresins available commercially. Thus, essential oil samples (100µL) were dissolved in 20mL of hexanes containing internal standard (1,2,4,5-tetramethylbenzene, 3.0mM) in a 25mL glass flask. A 1µL aliquot was injected into the GC-FID system. A fused-silica capillary column HP-5, coated with 5% phenyl-methylsiloxane was used for this study. The developed method gave a good detection response with linearity in the range of 0.10-18.74mM. Limits of detection and quantitation variety ranged between 0.003 and 0.091mM. ß-Caryophyllene, α-copaene, and α-humulene were recovered in a range from 74.71% to 88.31%, displaying RSD lower than 10% and relative errors between -11.69% and -25.30%. Therefore, this method could be considered as an analytical tool for the quality control of different Copaifera oil samples and its products in both cosmetic and pharmaceutical companies.


Assuntos
Bálsamos/química , Fabaceae/química , Sesquiterpenos/análise , Tecnologia Farmacêutica , Anti-Inflamatórios não Esteroides/química , Ionização de Chama/métodos , Cromatografia Gasosa-Espectrometria de Massas , Limite de Detecção , Medicina Tradicional , Sesquiterpenos Monocíclicos , Óleos Voláteis/química , Sesquiterpenos Policíclicos , Controle de Qualidade , Reprodutibilidade dos Testes , Estatística como Assunto
17.
Rev Inst Med Trop Sao Paulo ; 50(1): 25-8, 2008.
Artigo em Inglês | MEDLINE | ID: mdl-18383630

RESUMO

The objective of this study was to evaluate the larvicidal activity of diterpenoids obtained from the oil-resin of Copaifera reticulata against Aedes aegypti larvae, the principal vector of dengue and urban yellow fever. Four diterpenes were obtained from oil-resin extraction with organic solvents and subsequent chromatographic and spectroscopic procedures allowed to isolation and identification of these compounds as 3-beta-acetoxylabdan-8(17)-13-dien-15-oic acid (1), alepterolic acid (2), 3-beta-hidroxylabdan-8(17)-en-15-oic acid (3), and ent-agatic acid (4). Each compound was previously dissolved in dimethylsulphoxide, and distilled water was added to obtain the desired concentrations. Twenty larvae of third instars were placed into plastic beckers, containing the solution test (25 mL), in a five repetitions scheme, and their mortality, indicated by torpor and darkening of the cephalic capsule, was recorded after 48 h. Probit analyses were used to determine lethal concentrations (LC50 and LC90) and their respective 95% confidence intervals. This study showed that only diterpenoids 1 and 2 exhibited larvicidal properties with LC50 of 0.8 ppm and 87.3 ppm, respectively, revealing the former as the most toxic compound against third instars of Ae. aegypti. Therefore, this compound seems to be an interesting source for new metabolite to be exploited.


Assuntos
Aedes , Bálsamos/química , Diterpenos/isolamento & purificação , Inseticidas , Animais , Diterpenos/química , Larva/efeitos dos fármacos , Dose Letal Mediana
18.
Rev. Inst. Med. Trop. Säo Paulo ; 50(1): 26-28, Jan.-Feb. 2008. ilus, tab
Artigo em Inglês | LILACS | ID: lil-476759

RESUMO

The objective of this study was to evaluate the larvicidal activity of diterpenoids obtained from the oil-resin of Copaifera reticulata against Aedes aegypti larvae, the principal vector of dengue and urban yellow fever. Four diterpenes were obtained from oil-resin extraction with organic solvents and subsequent chromatographic and spectroscopic procedures allowed to isolation and identification of these compounds as 3-b-acetoxylabdan-8(17)-13-dien-15-oic acid (1), alepterolic acid (2), 3-b-hidroxylabdan-8(17)-en-15-oic acid (3), and ent-agatic acid (4). Each compound was previously dissolved in dimethylsulphoxide, and distilled water was added to obtain the desired concentrations. Twenty larvae of third instars were placed into plastic beckers, containing the solution test (25 mL), in a five repetitions scheme, and their mortality, indicated by torpor and darkening of the cephalic capsule, was recorded after 48h. Probit analyses were used to determine lethal concentrations (LC50 and LC90) and their respective 95 percent confidence intervals. This study showed that only diterpenoids 1 and 2 exhibited larvicidal properties with LC50 of 0.8 ppm and 87.3 ppm, respectively, revealing the former as the most toxic compound against third instars of Ae. aegypti. Therefore, this compound seems to be an interesting source for new metabolite to be exploited.


O objetivo deste trabalho foi avaliar a atividade larvicida de diterpenos isolados do óleo-resina de Copaifera reticulata sobre Aedes aegypti, principal vetor de dengue e febre amarela urbana. Quatro diterpenóides foram obtidos a partir da extração do óleo-resina com solventes orgânicos e, subseqüentes procedimentos cromatográficos e espectroscópicos permitiram o isolamento e a identificação desses compostos como ácido 3-b-acetoxylabdan-8(17)-13-dien-15-óico (1), ácido alepterólico (2), ácido 3-b-hidroxylabdan-8(17)-en-15-óico (3) e ácido ent-agático (4). Cada um desses compostos foi previamente solubilizado em dimetilsulfóxido, acrescentando-se água, até se obterem as concentrações desejadas. Em cada bioensaio foram utilizadas 20 larvas de 3° estádio de Ae. aegypti colocadas em 25 mL da solução-teste. Foram feitas cinco repetições, e a mortalidade avaliada 48 h após a exposição, indicada pela ausência de movimentos e escurecimento da cápsula cefálica. Os dados obtidos da mortalidade x concentração (ppm) foram analisados, em gráfico de Probit para avaliar as concentrações letais (CL50 e CL90). Este estudo revelou que os diterpenóides 1 e 2 mostraram atividade larvicida com CL50 de 0,8 e 87,3 ppm, respectivamente, sendo o diterpeno 1 o composto mais promissor a ser usado como larvicida para o controle de Ae. aegypti.


Assuntos
Animais , Aedes , Bálsamos/química , Diterpenos/isolamento & purificação , Inseticidas , Diterpenos/química , Larva/efeitos dos fármacos
19.
Rev Soc Bras Med Trop ; 40(3): 264-7, 2007.
Artigo em Inglês | MEDLINE | ID: mdl-17653457

RESUMO

Oil-resin fractions from Copaifera reticulata Ducke (Leguminosae-Caesalpinoideae) were evaluated for larvicidal activity on third larval instars of Aedes aegypti, in searching for alternative control methods for this mosquito. The bioactive fractions were chemically monitored by thin-layer chromatography, (1)H and 13C nuclear magnetic resonance and mass spectrometry. Bioassays were performed using five repetitions, at a temperature of 28+/-1 degrees C, relative humidity of 80+/- 5% and light and dark cycles of 12h. Mortality was indicated by darkening of the cephalic capsule after 24h of exposure of the larvae to the solutions. The most active fractions were CRM1-4 (sesquiterpenes) and CRM5-7 (labdane diterpenes), which showed LC50 values of 0.2 and 0.8 ppm, respectively.


Assuntos
Aedes , Bálsamos/química , Inseticidas , Animais , Brasil , Cromatografia em Camada Fina , Larva/efeitos dos fármacos , Dose Letal Mediana , Espectroscopia de Ressonância Magnética , Espectrometria de Massas
20.
J Ethnopharmacol ; 112(2): 248-54, 2007 Jun 13.
Artigo em Inglês | MEDLINE | ID: mdl-17446019

RESUMO

Copaiba oil is an oleoresin obtained from the Copaifera L. genus (Leguminoseae) commonly featured in anti-inflammatory recipe prescribed by Amazonian traditional medical practitioners and featured in Europe and North America pharmacopeias of the past. Chemical and anti-inflammatory activity investigations from the copaiba oils obtained from Copaifera multijuga Hayne, Copaifera cearensis Huber ex Ducke and Copaifera reticulata Ducke species have proved that, although similar, these oleoresins possess varied composition and anti-inflammatory activity. Chromatographic studies showed that the main compound among sesquiterpenes was beta-caryophyllene (57.5, 19.7 and 40.9%, respectively), followed by alpha-humulene, alpha-copaene, alpha-bergamotene, delta-cadinene, with different amounts in each oleoresin. Among the diterpenes, copalic acid was the main component from Copaifera multijuga Hayne (6.2%) and was found in all the oleoresins studied. In Copaifera cearensis Huber ex Ducke, clorechinic (11.3%) and hardwickiic acids (6.2%) were the major diterpenes while kaurenoic (3.9%) and kolavenic acids (3.4%) predominated in Copaifera reticulata Ducke. The pharmacologic effects of the three oleoresins were evaluated in vitro by measuring the NO production by murine macrophages and in vivo using the zymosan induced pleurisy model in mice. The Copaiba Oil from Copaifera multijuga Hayne (100 mg/kg) was the most potent, inhibiting both NO production and the pleurisy induced by zymosan. The oleoresins from Copaifera cearensis Huber ex Ducke and Copaifera reticulata Ducke were also able to inhibit NO production and the pleurisy but with less intensity.


Assuntos
Anti-Inflamatórios , Bálsamos/química , Bálsamos/farmacologia , Fabaceae/química , Animais , Bálsamos/uso terapêutico , Brasil , Sobrevivência Celular/efeitos dos fármacos , Células Cultivadas , Cromatografia Gasosa , Cromatografia Gasosa-Espectrometria de Massas , Macrófagos Peritoneais/efeitos dos fármacos , Macrófagos Peritoneais/metabolismo , Masculino , Camundongos , Camundongos Endogâmicos BALB C , Óxido Nítrico/metabolismo , Pleurisia/tratamento farmacológico , Pleurisia/microbiologia , Sesquiterpenos/química , Sesquiterpenos/farmacologia , Sesquiterpenos/uso terapêutico , Especificidade da Espécie
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