ABSTRACT
La composición química del aceite esencial obtenido de las ramas de Ocotea paranaensis se estudió por cromatografía de gases/espectrometría de masas (CG/MS). Se identificaron veintisiete compuestos, que comprenden el 94,82% de los componentes totales. El aceite se caracterizó por una concentración relativamente alta de sesquiterpenos (62,96%), sesquiterpenos oxigenados (33,33%) y diterpeno (3,70%). En cuanto a los compuestos principales, se destacaron Z-nerolidol (19,16%), germacreno D (12,92%) y α-bulnesene (8,47%), que correspondieron al 40,55% de las sustancias encontradas. El aceite esencial analizado de Ocotea paranaensis tiene una buena acción reductora de fosfomolibdeno y es moderadamente tóxico para la Artemia salina (LC50 = 147,91 µg/mL). Mostró potencial hemolítico y actividad moderada contra Staphylococcus aureus (concentración inhibitoria mínima MIC = 250 µg/mL) y Pseudomonas aeruginosa (MIC = 500 µg/mL). No se observaron resultados satisfactorios de citotoxicidad en el linaje H460 y HeLa.
The chemical composition of the essential oil obtained from the branches of Ocotea paranaensis was studied by gas chromatography/mass spectrometry (GC/MS). Twenty-seven compounds, comprising 94.82% of the total components, were identified. The oil showed relatively high concentration of sesquiterpenes (62.96%), oxygenated sesquiterpenes (33.33%), and diterpene (3.70%). Regarding the major compounds, Z-nerolidol (19.16%), germacrene D (12.92%) and α-bulnesene (8.47%) could be highlighted, which corresponded to 40.55% of the substances that were found. The essential oil from Ocotea paranaensis has phosphomolybdenum reducing action and is moderately toxic to the Artemia salina (LC50 = 147.91 µg/mL). It showed haemolytic potential and moderate activity against Staphylococcus aureus, (minimum inhibitory concentration MIC = 250 µg/mL) and Pseudomonas aeruginosa (MIC = 500 µg/mL). No satisfactory cytotoxicity results were observed in lineage H460 and HeLa.
Subject(s)
Ocotea/chemistry , Anti-Infective Agents , Antineoplastic Agents , Antioxidants , Plant Extracts , Chromatography , Medicine, TraditionalABSTRACT
The aim of this work was to evaluate the potential of the essential oil (EO) from Ocotea pulchella leaves as an alternative in the control of schistosomiasis. It was tested O. pulchella EO nanoformulation to assess its activity against adult Biomphalaria glabrata, their spawning and Schistossoma mansoni cercariae. Additionally, the EO chemical composition was investigated by gas-chromatography. Nanoemulsion were elaborated by the low energy method. The adult mollusks, their spawning and cercariae were placed in contact with nanoemulsion to calculate lethal concentrations. Myristicin, bicyclogermacrene and α-Pinene were the main substances in the EO. Nanoemulsion caused mortality of adult B. glabrata, its egg embryos and S. mansoni. These results suggest the use of this nanoemulsion as an alternative in the control of the schistosomiasis cycle.
El objetivo de este trabajo fue evaluar el potencial de los aceites esenciales (AE) de las hojas de Ocotea pulchellacomo una alternativa en el control de esquistosomiasis. Se probó una nanoformulación de AE de O. pulchellapara evaluar su actividad ante adultos de Biomphalaria glabrata, sus huevos y cercarías de Schistossoma mansoni. La nanoemulsión fue elaborada por el método de baja energía. Los moluscos adultos, sus huevos y cercarías se colocaron en contacto con la nanoemulsión para calcular concentraciones letales. Los compuestos mayoritarios en el AE fueron miristicina, biciclogermacreno y α-pineno. La nanoemulsión causó mortalidad en adultos de B. glabrata, sus huevos y a S. mansoni. Los resultados sugieren el uso de esta nanoemulsión como una alternativa en el control del ciclo de esquistosomiasis.
Subject(s)
Animals , Schistosomiasis/prevention & control , Oils, Volatile/administration & dosage , Ocotea/chemistry , Emulsions/administration & dosage , Mollusca/drug effects , Schistosoma mansoni/drug effects , Biomphalaria/drug effects , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Pest Control, Biological , Chromatography, Gas , Sesquiterpenes, Germacrane/analysis , Dioxolanes/analysis , Emulsions/pharmacology , Cercaria/drug effects , Hydrophobic and Hydrophilic Interactions , Allylbenzene Derivatives/analysis , Bicyclic Monoterpenes/analysisABSTRACT
This study presents analyses on the chemistry, biology, pharmacology and chromatography of essential oils extracted from three species of the Ocotea genus: O. minor, O. ceanothifolia and O. leucoxylon. Leaves and stems, as well as the bark of O. minor, were processed using a modified Clevenger apparatus. Seven essential oils were obtained and analyzed using GC-FID and GC-MS, and their chemical compositions were determined. Assays of cytotoxicity, antioxidant and free radical scavenging activity, as well as tyrosinase and elastase inhibition were performed. In total, 25 constituents were identified, the principal being sesquiterpenes, such as spathulenol caryophyllene and its oxide. The oils did not present cytotoxicity using a hemolytic model, but also did not show antioxidant activity in the DPPH assay. Essential oil from stems of O. ceanothifolia, rich in spathulenol and caryophyllene oxide, demonstrated the capacity to inhibit 49.08% of tyrosinase activity at a concentration of 100 µg/mL. This research contributes to the chemical profile analysis of the three species of Ocoteathrough chemical investigations and biological activity, which are reported for the first time here in this study.
Este trabajo realiza un estudio químico, biológico, farmacológico y cromatográfico de aceites esenciales extraídos de tres especies del género Ocotea: O. minor, O. ceanothifoliay O. leucoxylon. Las hojas y tallos, así como la corteza de O. minor, se procesaron utilizando un aparato Clevenger modificado. Se obtuvieron siete aceites esenciales y se analizaron usando GC-FID y GC-MS, y se determinaron sus composiciones químicas. Se realizaron ensayos de citotoxicidad, actividad antioxidante y de atrapamiento de radicales libres, así como inhibición de tirosinasa y elastasa. En total, se identificaron 25 componentes, siendo los principales sesquiterpenos, como el spathulenol cariofileno y su óxido. Los aceites no presentaron citotoxicidad en un modelo hemolítico y tampoco mostraron actividad antioxidante en el ensayo con DPPH. El aceite esencial de tallos de O. ceanothifolia, rico en espatulenol y óxido de cariofileno, mostró capacidad para inhibir el 49.08% de la actividad de tirosinasa a una concentración de 100 µg/mL. Esta investigación contribuye al análisis del perfil químico de las tres especies de Ocotea a través de investigaciones químicas y actividad biológica la cual se informan por primera vez.
Subject(s)
Oils, Volatile/pharmacology , Monophenol Monooxygenase/antagonists & inhibitors , Ocotea/chemistry , Oxides/analysis , Sesquiterpenes/analysis , Oils, Volatile/chemistry , Free Radical Scavengers , Lauraceae/chemistry , Cosmetic Industry , Flame Ionization , Gas Chromatography-Mass SpectrometryABSTRACT
Abstract Ocotea porosa (Nees & Mart.) Barroso, commonly known as "imbuia", "canela-imbuia" or "imbuia-amarela" in Brazil, is a tree of the Southern Atlantic Forest. The present study investigates the anatomy of leaf and stem, volatile oil chemistry, as well as cytotoxicity and insecticidal activities of the essential oil of O. porosa. Species identification was achieved by anatomy features, mainly due to paracytic and anomocytic stomata; non-glandular trichomes; biconvex midrib and petiole with a collateral open arc vascular bundle; presence of a sclerenchymatous layer, starch grains and crystal sand in the stem; and the presence of phenolic compounds in the epidermis, phloem and xylem of the midrib, petiole and stem. The main volatile components of the essential oil were α-pinene (19.71%), β-pinene (13.86%) and bicyclogermacrene (24.62%). Cytotoxicity against human cancer cell (MCF-7), mouse cancer cell (B16F10) and mouse non-tumoral cell (McCoy) was observed as well as insecticidal activity of the essential oil against susceptible 'Ft. Dix' bed bugs (Cimex lectularius L.) by topical application.
Subject(s)
Bedbugs , Oils, Volatile/pharmacology , Ocotea/anatomy & histology , Ocotea/chemistry , Insecticides/pharmacology , Toxicity Tests , Plant Stems/chemistry , Plant Leaves/chemistry , HistocytochemistryABSTRACT
Rhipicephalus microplus, is one parasites that cause severe productivity losses in the cattle industry of Brazil and shows increasing resistance to conventional pesticides. This research aims to study the chemical composition, and acaricidal activity of the essential oil from Ocotea notata leaves, a brazilian endemic species, against R. microplus. The effect on R. microplus engorged adult females was evaluated using the immersion test. The oil reduced the survival by 90% after incubation for 15 days and there was 100% reduction for posture inhibition and reproductive capacity. These results suggest that the O. notata essential oil has activity on the R. microplus.
Rhipicephalus microplus, es un parásito que causa graves pérdidas de productividad en la industria ganadera de Brasil y muestra una creciente resistencia a los pesticidas convencionales. Esta investigación tiene como objetivo estudiar la composición química y la actividad acaricida del aceite esencial de las hojas de Ocotea notata, una especie endémica brasileña, contra R. microplus. El efecto sobre las hembras adultas engordadas de R. microplus se evaluó mediante la prueba de inmersión. El aceite redujo la supervivencia en 90% después de la incubación durante 15 días y hubo una reducción del 100% para la inhibición de la postura y la capacidad reproductiva. Estos resultados sugieren que el aceite esencial de O. notata tiene actividad contra R. microplus.
Subject(s)
Animals , Oils, Volatile/pharmacology , Ocotea/chemistry , Rhipicephalus/drug effects , Acaricides/pharmacology , Terpenes/analysis , Ticks/drug effects , Brazil , Oils, Volatile/chemistry , Tick Control/methods , Plant Leaves/chemistry , Lauraceae/chemistry , Acaricides/chemistry , Gas Chromatography-Mass SpectrometryABSTRACT
ABSTRACT Essential oils from the leaves of two species of the genus Ocotea that occur in the Atlantic Forest in the state of Pernambuco, Brazil, were analyzed using gas chromatography-mass spectrometry. The acaricidal activity of these oils as well as 11 selected components and blends were evaluated in fumigation and residual contact tests against the two-spotted spider mite (Tetranychus urticae). Sixty-seven constituents were identified, totaling 97.3 ± 0.3% and 97.8 ± 0.5% of the oils from O. duckei and O. glomerata, respectively. Sesquiterpene was the dominant class. The compounds β-caryophyllene (18.6 ± 0.1%) and aromadendrene (17.3 ± 0.6%) were the main constituents of the oils from O. duckei and O. glomerata, respectively. Acaricidal action varied depending on the method employed, species and chemical nature of the selected constituents. The mites were susceptible to the oils and chemical constituents using the fumigation method. The O. duckei oil was respectively 2.5-fold and 1.5-fold more toxic than the O. glomerata oil using the fumigation and residual contact methods. Among the selected constituents, β-caryophyllene was the most toxic, independently of the method employed. The individual toxicity of the selected compounds and their blends as well as the role of these constituents in the overall toxicity of the essential oils are also discussed.
Subject(s)
Animals , Terpenes/toxicity , Oils, Volatile/toxicity , Ocotea/chemistry , Tetranychidae/drug effects , Acaricides/toxicity , Terpenes/isolation & purification , Brazil , Acaricides/isolation & purification , Gas Chromatography-Mass SpectrometryABSTRACT
Introducción: en algunas poblaciones de la Orinoquia colombiana y/o venezolana venden, en plazas de mercado, los aceites de cascarillo y sasafrás; estos aceites son empleados para aliviar dolencias como artritis reumática, afecciones respiratorias y tratar picaduras de insectos y animales ponsoñosos. Los productos se obtienen de la especie Ocotea cymbarum Kunth, la cual tiene una abundante sinonimia botánica como Alseodaphne cymbarum,Licaria cymbarum, Misanteca cymbarum, Nectandra barcellensis, Nectandra cymbarum, Nectandra elaiophora, Nectandra oleífera y Ocotea barcellensis. Objetivo: realizar un análisis comparativo de las características fisicoquímicas del aceite esencial de cascarillo y/o sasafrás (posible Ocotea cymbarum Kunth). Métodos: la composición química relativa de los aceites obtenidos de madera y corteza fue determinada mediante cromatografía de gases acoplada a espectrometría de masas (CG-EM), el cálculo y comparación de índices de retención en columnas de polaridad ortogonal y la comparación de los espectros de masas por impacto electrónico con los de las bases de datos NIST08.L, Wiley9.L. Resultados: fueron determinados 45 compuestos en las muestras analizadas y más del 90 por ciento de la composición relativa establecida para cada aceite corresponde a compuestos monoterpénicos principalmente alcanfor y alfa-terpineol. Al realizar un análisis de las rutas biosintéticas que conducen a la generación de los principales compuestos detectados en los aceites analizados, se evidenció que las especies de donde se obtuvieron estos aceites, presentan diferentes grados de evolución micromolecular. Conclusión: los aceites de cascarillo y sasafrás provienen de especies vegetales con diferentes grados de evolución química. Este resultado refuerza la evidencia de la alta diversidad biológica de la familia Lauraceae. El trabajo fue realizado con el apoyo financiero del Laboratorio de Productos Naturales Vegetales del departamento de Química de la Universidad Nacional de Colombia sede Bogotá(AU)
Introduction: cascarilla and sassafras oils are sold in market places of some settlements in the Colombian and/or Venezuelan Orinoquía. These oils are used to alleviate conditions such as rheumatoid arthritis and respiratory disorders, and to treat the bites of insects and poisonous animals. The oils are obtained from the species Ocotea cymbarum Kunth, which displays abundant botanical synonymy as Alseodaphne cymbarum, Licaria cymbarum,Misanteca cymbarum, Nectandra barcellensis, Nectandra cymbarum, Nectandra elaiophora, Nectandra oleífera and Ocotea barcellensis. Objective: carry out a comparative analysis of the physicochemical characteristics of essential oil of cascarilla and/or sassafras (Ocotea cymbarum Kunth).Methods: the relative chemical composition of oils obtained from wood and bark was determined by gas chromatography coupled with mass spectrometry (GC-MS). Estimation and comparison of retention indices was conducted with orthogonal polarity columns. Comparison of electron impact mass spectra was performed with the databases NIST08.L and Wiley9.L. Results: forty-five compounds were determined from the samples analyzed. More than 90 percent of the relative composition established for each oil corresponds to monoterpenic compounds, mainly camphor and alpha-terpineol. Analysis of the biosynthetic pathways leading to the generation of the main compounds detected in the oils studied, showed that the species from which the oils were obtained exhibit varying degrees of micromolecular evolution. Conclusion: cascarilla and sassafras oils are obtained from plant species at varying stages of chemical evolution. This result constitutes additional evidence of the great biological diversity of the Lauraceae family. The study was conducted with financial support from the Natural Plant Products Laboratory of the Chemistry Department at the National University of Colombia at Bogotá(AU)
Subject(s)
Humans , Male , Female , Arthritis/drug therapy , Respiratory Tract Diseases/drug therapy , Oils, Volatile/therapeutic use , Chromatography, Gas/methods , Insect Bites and Stings/drug therapy , Animals, Poisonous/injuries , Colombia , Ocotea/chemistryABSTRACT
The essential oils obtained by steam distillation from the roots, stems, leaves and fruits of Ocotea duckei had their composition analyzed by GC-MS. The pharmacological activity of these oils was also evaluated showing significant cardiovascular effects. Forty-nine substances were identified, consisting of a complex mixture of monoterpenes (45 percent) and sesquiterpenes (55 percent). The fruits yielded (1.9 percent) more essential oil than the stems (1.0 percent), roots (0.8 percent) and leaves (0.7 percent). The main component in the oil of the leaves was trans-caryophyllene (60.54 percent), in the stem bark beta-eudesmol (27.51 percent) and in the fruits, dl-limonene (30.12 percent). The predominant essential oil component in the roots was elemol (24.31 percent). In non-anaesthetized normotensive rats, the essential oils from different parts of Ocotea duckei (leaves, fruits, stem and roots) induced significant (p < 0.05) hypotension followed by bradycardia.
O óleo essencial obtido da destilação por vapor de água das folhas, caule, raíz e frutos de Ocotea duckei teve sua composição química analisada através de CG-EM. A atividade farmacológica desses óleos também foi avaliada, mostrando significantes efeitos cardiovasculares. Quarenta e nove substâncias foram identificadas, constituída por uma mistura complexa de monoterpenos (45 por cento) e sesquiterpenos (55 por cento). Os frutos forneceram (1,9 por cento) mais óleo essencial do que os caules (1,0 por cento), raízes (0,8 por cento) e folhas (0,7 por cento). O principal componente encontrado nas folhas foi o trans-cariofileno (60,54 por cento), nas cascas do caule, beta-eudesmol (27,51 por cento) e nos frutos, dl-limoneno (30,12 por cento). O componente predominante do óleo essencial das raízes foi elemol (24,31 por cento). Em ratos normotensos, não anestesiados, o óleo essencial de diferentes partes de Ocotea duckei (folhas, frutos, caule e raiz) induziu significante (p < 0,05) hipotensão seguido de bradicardia.
Subject(s)
Animals , Rats , Gas Chromatography-Mass Spectrometry , Lauraceae/chemistry , Oils, Volatile , Ocotea/chemistryABSTRACT
Se determinó la composición química de los aceites esenciales obtenidos de las hojas y de la madera del árbol Ocotea brenesii Standl., perteneciente a la familia Lauraceae, que crece en forma silvestre en Costa Rica. Para el estudio se utilizaron técnicas de cromatografía de gases capilar con detector de ionización de flama (GC/FID) y cromatografía de gases capilar acoplada a un detector de espectrometra de masas (GC/MS). Del aceite volátil de las hojas fueron identificados 64 constituyentes, que correspondieron a un 85.9% del aceite. Del aceite de la madera se identificaron 57 compuestos que correspondieron a un 69.0% del aceite. Los constituyentes mayoritarios que se identificaron en el aceite de las hojas fueron alfa-copaeno (21.1%), gamma-cadineno (9.2%), espatulenol (7.3%), globulol (5.6%) y beta-cariofileno (5.2%). Los constituyentes mayoritarios del aceite de la madera fueron alfa-copaeno (6.6%), óxido de cariofileno (6.3%), beta-cariofileno (6.1%) y el epóxido del humuleno (4.6%). La composición de los aceites es de naturaleza terpénica y no presentaron compuestos del tipo fenilpropanoide o bencenoide que son constituyentes característicos de la mayoría de los aceites de plantas del género Ocotea investigados anteriormente
The chemical composition of the essential oils from leaves and wood of Ocotea brenesii Standl. growing wild in Costa Rica was determined by capillary GC/FID and GC/MS. From the leaves, 4 compounds were identified, corresponding to 85.9% of the oil, and from the wood 57 compounds were identified corresponding to 69.0% of the oil. The major constituents identified in the leaf oil were alpha-copaene (21.1%), gamma-cadinene (9.2%), spathulenol (7.3%), globulol (5.6%) and beta-caryophyllene (5.2%). The major constituents of the wood oil were alpha-copaene (6.6%), caryophyllene oxide (6.3%), beta-caryophyllene (6.1%) and humulene epoxide (4.6%)