Copaiba Oil-resin Research Articles

SESQUITERPENES RECOVERY OF COPAIBA OIL-RESIN FROM MOLECULAR DISTILLATION

Copaiba oil-resin has aromatic characteristics and pharmacological activities attributed to sesquiterpenes compounds. These purified compounds present application in perfume, pharmaceutical and cosmetic industries. Therefore, the objective of this work was to use molecular distillation to recover and purify sesquiterpenes of the copaiba oil-resin with purity high. The parameters evaporator temperature (TEV) from 45 to 100 oC and feed flow rate (Q) between 15 and 30 ml min-1 were evaluated through design of experiments (22 with center points). The results showed that it was possible to recover sesquiterpenes with 98.12% purity in the distillate stream. Increased in TEV and reduction in Q were the effects observed experimentally and through the response surface. The best experimental condition was TEV of 100 °C and Q of 15 mL min-1. Collor differences were noticed between distillate streams (colorless) and residue (brown). These can be used as parameters for separation of sesquiterpenes and diterpenes. The molecular distillation proved to be an efficient processo to both recovery and purification of sesquiterpenes from the copaiba oil-resin.

Adição de óleos de copaíba (Copaifera langisdorffii) e sucupira (Pterodon emarginatus) na alimentação de poedeiras: estabilidade lipídica de gema de ovos armazenados em diferentes temperaturas

<p>O objetivo deste trabalho foi avaliar a atividade antioxidante da adição de óleos de copaíba (CP) e sucupira (SC) na alimentação de poedeiras sobre a oxidação lipídica de ovos <em>in natura</em> armazenados em temperatura ambiente (TA) por 30 dias e sob refrigeração (R) a 4ºC por 60 dias, e de gemas cozidas mantidas sob R por 30 dias. As poedeiras foram alimentadas com ração isoproteica (15% PB) e isoenergética (2900 kcal kg<sup>-1</sup>) à base de milho e farelo de soja, com inclusão de óleo de <em>Copaifera langsdorffii </em>(CP) nas proporções de 0,03; 0,06 e 0,09% ou de <em>Pterodon emarginatus </em>(SC) nas proporções de 0,03 e 0,06%, mais um controle negativo (CN). Foram coletados 667 ovos às 37 semanas de idade e distribuídos aleatoriamente nas diferentes condições de armazenamento (TA ou R). A oxidação dos lipídios de ovos <em>in natura</em> foi quantificada em quadruplicata e das gemas cozidas em duplicata, utilizando-se “pool” de 3 gemas/tratamento para as análises de TBARS (thiobarbituric acid reactive substances). Os dados foram avaliados adotando um modelo misto e as médias foram comparadas pelo teste de Tukey em 5% de nível de significância e o período de armazenamento foi considerado como um fator longitudinal, variando de cinco tempos no experimento com gemas cozidas, e nos ovos <em>in natura</em> sob R e em TA (0 a 30 dias), até nove tempos sob R (0 a 60 dias). Foi observado que a adição de óleo de CP e SC não reduziu os valores de TBARS em ovos <em>in natura</em> armazenados em TA e sob R em relação ao CN. No armazenamento de gemas cozidas, a inclusão CP (0,03 e 0,06%) protegeu os lipídios até os 21 dias, mas apresentou efeito pró-oxidante quando suplementado a 0,09%. Concluiu-se que a inclusão de até 0,06% de óleorresina de CP nas rações de poedeiras pode proteger os lipídios da gema cozida contra a oxidação durante o armazenamento refrigerado por até 21 dias. <strong></strong></p><br /><strong></strong>

The oil-resin of the tropical rainforest tree Copaifera langsdorffii reduces cell viability, changes cell morphology and induces cell death in human endometriotic stromal cultures.

The hormonal treatment for endometriosis frequently fails to completely eradicate endometriotic implants. A new therapeutic treatment is needed. This study investigates the in-vitro effect of Copaifera langsdorffii oil-resin on human eutopic and ectopic endometrium stromal cell cultures (EuESCs and EctESCs). A nanocomposite system containing the copaiba oil-resin (NanoCOR) was developed and acute toxicity test was performed. Endometrial stromal cells (ESCs) from non-endometriotics controls (CESCs), EuESCs and EctESCs were isolated and treated with different concentrations of NanoCOR, at different time intervals to evaluate its effect on cell morphology, proliferation, viability, necrosis and apoptosis induction. When treated with 50 μg/ml of NanoCOR, the morphology of EctESCs changed, as the actin microfilaments were disorganized, disassembled or disrupted. Moreover, at 24 h of treatment with NanoCOR, the EctESCs viability was inhibited, and a significant number of these cells underwent apoptosis. In EuESCs, these effects were observed only at 48 h. Finally, the treatment of EctESCs with NanoCOR increased the lactate dehydrogenase release into the extracellular medium more than in EuESCs. Our data indicate that NanoCOR has a greater impact on the behaviour of human endometriotic stromal cells than on the eutopic endometrium stromal cells, supporting the idea that NanoCOR should be further investigated as a novel and valuable alternative to treat endometriosis.

Molecular Modeling of the Major Compounds of Sesquiterpenes Class in Copaiba Oil-resin

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Desempenho e rendimento de carcaça de frangos de corte alimentados com mistura de aditivos fitogênicos na dieta

O objetivo deste trabalho foi avaliar o efeito de misturas de aditivos fitogênicos na dieta de frangos de corte, sobre seu desempenho zootécnico e rendimento de carcaça. Foram avaliados 660 pintos de sexo misto, entre 1 e 42 dias de idade, em delineamento inteiramente casualizado, com cinco tratamentos e seis repetições de 22 aves (11 machos e 11 fêmeas). Além do controle, foram avaliados tratamentos com antibiótico (10 ppm de virginiamicina) ou com misturas de aditivos fitogênicos: mistura A, 150 ppm de óleos essenciais de alecrim, cravo, gengibre e orégano; mistura B, 150 ppm de óleos essenciais de canela, sálvia, tomilho branco e óleo-resina de copaíba; e mistura A+B, 50% da mistura A e 50% da B. A mistura B proporcionou maior ganho de peso e melhor conversão alimentar das aves, no período de 36 a 42 dias de idade. No período total do experimento, o antibiótico e a mistura B proporcionaram maior ganho de peso das aves. O consumo de ração foi maior com o antibiótico do que com o controle. A mistura A+B e o tratamento controle proporcionaram maior rendimento de coxa+sobrecoxa e maior peso relativo do baço. As mistura B e A+B apresentam potencial como melhoradores de desempenho para frangos de corte.

Evaluation of oil-resin activity of Copaifera sp. on gastric emptying in Rattus<br>novergicus

The Copaiba oil-resin (Copaifera sp.) is widely used in folk medicine, especially as a healing, antiinflammatory, antiseptic, to treat ulcers and skin diseases. Increased gastric emptying was observed with oilresin of Copaifera langsdorfii, highlighting those others species from the genus of Copaifera can act over the gastrointestinal tract. This study evaluated the activity of the Copaifera sp oil-resin on gastric emptying in Rattus novergicus. Eighteen male rats were fasted for 24h and orally received Tween-80 and Copaiba oil-resin 100 and 200 mg/kg; one hour later they all received phenol red (PR) 0.5 mg/mL. Then, the parts of gastrointestinal tract (stomach and intestine) were analyzed. The results showed that Copaifera sp oil-resin at 200 mg/kg increased the gastric emptying in Rattus novergicus.

Copaiba Oil-Resin Treatment Is Neuroprotective and Reduces Neutrophil Recruitment and Microglia Activation after Motor Cortex Excitotoxic Injury

The oil-resin of Copaifera reticulata Ducke is used in the Brazilian folk medicine as an anti-inflammatory and healing agent. However, there are no investigations on the possible anti-inflammatory and neuroprotective roles of copaiba oil-resin (COR) after neural disorders. We have investigated the anti-inflammatory and neuroprotective effects of COR following an acute damage to the motor cortex of adult rats. Animals were injected with the neurotoxin N-Methyl-D-Aspartate (NMDA) (n = 10) and treated with a single dose of COR (400 mg/kg, i.p.) soon after surgery (Group 1) or with two daily doses (200 mg/kg, i.p.) during 3 days (Group 2) alter injury. Control animals were treated with vehicle only. COR treatment induced tissue preservation and decreased the recruitment of neutrophils and microglial activation in the injury site compared to vehicle animals. The results suggest that COR treatment induces neuroprotection by modulating inflammatory response following an acute damage to the central nervous system.

Genotoxicity assessment of Copaiba oil and its fractions in Swiss mice

Copaiba oil-resin, extracted from the trunk of Copaifera, and traditionally used in folk medicine in the treatment of various disorders, has been shown to be an effective antiinflamatory, antitumor, antitetanus, antiseptic and anti-blenorrhagea agent. As, there are few studies evaluating its genotoxicity, this aspect of the commercial oil-resin, and its volatile and resinous fractions, were evaluated in mice by comet assay and micronucleus (MN) test. A single dose of oil resin, volatile or resin fractions (500; 1,000 or 2,000 mg/kg b.w.) was administered by gavage. The chemical compositions of Copaiba oil resin and its fractions was analyzed by gas chromatography. According to comet assaying, treatment with either one did not increase DNA damage, and as to MN testing, there was no alteration in the incidence of micronucleated polychromatic erythrocytes. Chromatographic analysis of the oil-resin itself revealed sesquiterpenes, diterpenic carboxylic acid methyl esters and high levels of β-caryophyllene. Thus, it can be assumed that the oil resin and volatile and resinous fractions from the commercial product are not genotoxic or mutagenic.

Biocompatibility assessment of pastes containing Copaiba oilresin, propolis, and calcium hydroxide in the subcutaneous tissue of rats

Aim:To assess the biocompatibility of two endodontic pastes based on calcium hydroxide and propolis, using two vehicles — non-fractionated Copaiba-oilresin (A) and volatile fraction of Copaiba-oilresin (B), in the connective tissue of rats.Materials and Methods:Fifteen rats had four polyethylene tubes implanted in their backs; each pair of tubes contained one of the pastes. The tube side was considered the control. After 7, 21, and 42 days, the animals were euthanized.Results:The inflammatory reaction was moderate at seven days for A and severe for B. At 21 days, it was slight for A and moderate for B; and at 42 days, it was slight for A and B. Tissue reaction ranged from slight (7 / 21 days) to no inflammation (42 days) for the control group. Statistical analysis (Kruskal-Wallis test, P < 0.01) demonstrated no significant difference between the pastes and control group (P > 0.01).Conclusion:Both pastes presented satisfactory tissue reaction in the connective tissue of rats.

Avaliação da toxicidade aguda e potencial neurotóxico do óleo-resina de copaíba (Copaifera reticulata Ducke, Fabaceae)

O óleo-resina de copaíba obtido do gênero Copaifera L., Fabaceae, é largamente utilizado na medicina popular como antiinflamatório, antimicrobiano e antitumoral. Porém, informações sobre seu potencial tóxico são escassos na literatura. O objetivo deste estudo foi estabelecer a toxicidade oral aguda e os possíveis efeitos neurotóxicos relacionados à ingestão do óleo-resina de Copaifera reticulata Ducke, Fabaceae, em ratas Wistar. O estudo foi conduzido com quinze ratas nulíparas distribuídas nos grupos de doses 300 e 2000 mg/kg pc de óleo-resina administrado por gavagem. Os resultados obtidos mostraram que nestas doses não houve sinais clínicos de toxicidade ou neurotoxicidade, alteração no consumo de ração ou alteração no peso corpóreo. A dose letal aguda foi estimada como maior que 2000 mg/kg pc e classificada como categoria 5, segundo o Guia OECD 423. Estes resultados indicam que existe uma relativa margem de segurança para o uso do óleo-resina de copaíba como agente terapêutico, embora estudos toxicológicos adicionais sejam ainda necessários, principalmente com a administração repetida de baixas doses.

Detection of adulterated copaiba (Copaifera multijuga Hayne) oil-resins by refractive index and thin layer chromatography

The refractive indices (RI) of the eight samples of copaiba oils, collected for this study at RDS Tupé ranged from 1.50284 to 1.50786. The thin layer chromatography (TLC) plates of these oils revealed with anisaldehyde-sulphuric acid reagent showed dark lilac stains with several small stains at low Rf and a large rounded stain at high Rf. On the other hand, the twelve copaiba oils purchased at local markets presented RI between 1.48176 and 1.50886, and the TLC plates, showed as general profile blue stains, with smaller superimposed stains at low Rf, bigger superimposed stains like elongated stain at high Rf and a colorless rounded stain at middle Rf. Among 12 purchased oils at local markets, a) three oil-resins presented similar RI and TLC profile to those observed for collected copaiba oils; b) six oils showed same RI and TLC profiles to those observed for soybean oil; c) three samples presented RI near to those showed by copaiba oil-resin, however the TLC profile was near to profile observed for a prepared mixture soybean oil: copaiba oil, two samples with 3:1 proportion and one sample with 1:3 proportion. Therefore, the RI determination and the TLC profiles could be considered rapid and efficient procedures for detection of vegetal oil in the copaiba oil-resins.

Efeito in vitro de compostos de plantas sobre o fungo Colletotrichum gloeosporioides Penz: isolado do maracujazeiro

Neste trabalho, objetivou-se avaliar o efeito de extratos e óleos essenciais de quatorze plantas medicinais e ou nativas, conhecidas popularmente no Norte de Minas Gerais, sobre a germinação de esporos e crescimento micelial do fungo Colletotrichum gloeosporioides. Foram utilizados no teste de inibição do crescimento micelial, os extratos aquosos de alecrim (Rosmarinus officinalis), erva baleeira (Cordia verbenacea), joá (Solanum sisymbriifolium), quebra-pedra (Phyllanthus corcovadensis), erva botão (Eclipta alba) e açafrão da índia (Curcuma longa) obtidos por meio do processo de infusão; óleo essencial de alecrim de vargem (Família Lamiaceae), alecrim pimenta (Lippia sidoides), alfavaca cravo (Ocimum gratissimum), lippia (Lippia citriodora), goiaba branca (Psidium guajava), capim santo (Cymbopogon citratus); óleo resina de copaíba (Copaifera langsdorffi); hidrolatos de alecrim de vargem, goiaba vermelha (Psidium guajava), lippia, capim santo, goiaba branca, alfavaca cravo; manipueira de (Manihot esculenta). Também foram testados esses mesmos hidrolatos e os óleos essenciais na germinação dos esporos do fungo. Todos os tratamentos foram realizados in vitro, cultivando-se o fungo em meio de cultura BDA acrescido de 100μL dos compostos vegetais. No teste de inibição da germinação, todos os óleos essenciais impediram a germinação do fungo. No entanto, os hidrolatos não tiveram esse efeito. No teste de crescimento micelial, os óleos essenciais de todas as plantas inibiram completamente o crescimento do fungo, exceto o óleo da goiaba branca. Os extratos aquosos, a manipueira, o óleo resina e os hidrolatos, também não foram eficientes sobre o crescimento do patógeno. Esses resultados indicam o potencial antifúngico de alguns óleos essenciais de plantas medicinais.

Avaliação in vitro da atividade antibacteriana de um cimento odontológico à base de óleo-resina de Copaifera multijuga Hayne

One of the materials utilized for suitability of the oral means in the public service is the cement produced from zinc oxide and eugenol. However, eugenol is a cytotoxic substance that can trigger some adverse effects. For this reason, it is desired to replace eugenol for another substance that presents low toxicity, keeping or even improving the cement properties. The copaiba oil-resin is a natural product, utilized by the Amazonian population and recognized for its medicinal properties. Based on the properties of this oil-resin, on the proven antimicrobial activity of calcium hydroxide and on the anti-septic action of zinc oxide, it was proposed to formulate a dental cement obtained through the association of ZnO, Ca(OH)2 and Copaifera multijuga Hayne oil-resin and assess its antibacterial activity through the test of dilution in aqueous medium against the standard of Streptococcus mutans (ATCC 25175) and S. sanguinis (ATCC 15300). In this assay, the following experimental groups were utilized: the cement containing ZnO, Ca(OH)2 and copaiba oil-resin (G1) and each one of the constituents individually, ZnO (G2), Ca(OH)2 (G3) and copaiba oil-resin (G4). All the analyzed groups showed antibacterial activity, G4 showed the best results and G1 showed itself to be a promising cement for application in dentristy.

In vivo and in vitro studies on the anticancer activity of Copaifera multijuga hayne and its fractions.

Copaiba oil resin (COR) obtained from Copaifera multijuga Hayne has been used in popular medicine as an antinflammatory and for the treatment of bronchitis, ulcers and cancer. The aim of this study was to evaluate the action of COR and its fractions on the inhibition of lung metastasis and tumour growth induced by B16F10 melanoma cells in mice and cytotoxicity in vitro using Trypan Blue exclusion method and MTT conversion. Mice which have received subcutaneously B16F10 cells developed a solid tumour that reached a peak at 17 days. Together with the increase in tumour growth we also observed an increase in the number of lung nodules. There was a positive correlation between the in vitro cytotoxic assay and in vivo antitumour activity. The oral administration of COR (at 2 g/Kg in the days 3, 5, 7, 10, 12 and 14 after inoculation of tumoral cells) reduced tumour growth by 58% and tumour weight by 76%. At the same dose COR reduced the number of lung nodules by 47.1%. In vitro experiments showed that COR incubated with the melanoma cell line reduced cell viability in a concentration and time-dependent manner. Diterpenic and sesquiterpenic fractions or reconstituted oil induced cytotoxicity. Our results shows that COR and its fractions have tumouricidal activity in the melanoma cell line in both models in vivo and in vitro.