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1.
Rev. colomb. quím. (Bogotá) ; 50(1): 40-50, ene.-abr. 2021. tab, graf
Article in Spanish | LILACS-Express | LILACS | ID: biblio-1289323

ABSTRACT

Resumen La investigación tuvo como objetivo definir las mejores condiciones de extracción asistida por ultrasonido de los cálices de H. sabdariffa L. y la obtención de polvos microencapsulados, mediante secado por aspersión. Los extractos fueron analizados, considerando como variables: disolvente (agua y agua/etanol) y la relación temperatura/tiempo de extracción (25 °C/60 min y 60 °C/30 min). Para el secado se evaluaron las variables temperatura de entrada (150 °C; 190 °C) y la mezcla de encapsulantes goma arábiga (G) y maltodextrina (MD) (G40/ MD60; G60/MD40). Los parámetros utilizados para el análisis fueron: rendimiento, pH, °Bx, composición química (fenoles y antocianinas totales, CLAE-EM) y capacidad antioxidante (DPPH). La mejor condición para la extracción de polifenoles resultó ser con agua:etanol (80:20), a 60 °C y durante 30 min. Se identificó la presencia de ácidos fenólicos, glicósidos de flavonoles y las antocianinas (delfinidina-3-sambubiósido y cianidina-3-sambubiósido), como las señales de mayor intensidad. Con el secado por atomización a 150°Cy con G60/MD40, se logró el mayor contenido de fenoles totales y antocianinas, sin embargo, la capacidad antioxidante se favoreció a 150 °C y con G40/MD60. Las micropartículas obtenidas podrían valorarse como materia prima para la elaboración de fitofármacos o alimentos funcionales, considerando su fácil manipulación, posible estabilidad y su valor antioxidante.


Abstract The objective of the research was to define the best conditions for ultrasound-assisted extraction of H. sabdariffa L. calyces, and to obtain microencapsulated powders, by spray drying. The extracts were analyzed, considering as variables: extracting solvent (water and water/ethanol) and the temperature /extraction time ratio (25 °C/ 60 min and 60 °C/30 min). Inlet air temperature (150 °C; 190 °C) and the mixture of gum arabic (G) and maltodextrin (MD) as encapsulating agents (G40/MD60; G60/MD40) were the variables studied. The parameters used for the analysis were: yield, pH, °Bx, chemical composition (phenols and total anthocyanins, HPLC-MS), and antioxidant capacity (DPPH). The best polyphenols extraction conditions were water:ethanol (80:20), at 60 °C for 30 min. The presence of phenolic acids, flavonol glycosides, and anthocyanins (delphinidin-3-sambubioside and cyanidin-3-sambubioside) were identified as the signals of highest intensity. Inlet air temperature at 150 °C and G60/MD40 allowed the highest total phenols and anthocyanins content. However, the antioxidant capacity was better at 150 °C and G40/MD60. The microparticle obtained could be used as an ingredient for the preparation of phytopharmaceuticals or functional foods, considering their easy handling, and antioxidant capacity.


Resumo O objetivo da pesquisa foi definir as melhores condições para a extração assistida por ultrassom de H. sabdariffa L. calyces e obter pós microencapsulados, por meio de secagem por pulverização. Os extratos foram analisados considerando-se variáveis: menstruação (água e água/etanol) e a razão temperatura/tempo de extração (25 °C/60 min e 60°C/30 min). Para a secagem, os variais foram avaliados: temperatura de entrada (150 °C; 190 °C) e mistura dos encapsulantes goma arábica (G) e maltodextrina (MD) (G40/ MD60; G60/MD40). Os parâmetros utilizados para a análise foram: rendimento, pH, °Bx, composição química (fenóis e antocianinas totais, HPLC-MS) e capacidade antioxidante (DPPH). A melhor condição de extração acabou com a água: etanol (80:20), a 60 °C e por 30 min. A presença de ácidos fenólicos, flavonol glicosídeos e antocianinas (delfinidin-3-sambubiosídeo e cianidin-3-sambubiosídeo) foram identificados como sinais de maior intensidade. Com a secagem por pulverização a 150°Ce com G60/MD40, foi atingido o maior teor de fenóis e antocianinas totais, no entanto, a capacidade antioxidante foi favorecida a 150 °C e com G40/MD60. As microcápsulas obtidas podem ser utilizadas como matéria-prima na preparação de fitofarmacêuticos ou alimentos funcionais, considerando seu fácil manuseio, possível estabilidade e seu valor antioxidante.

2.
Fitoterapia ; 120: 177-183, 2017 Jul.
Article in English | MEDLINE | ID: mdl-28642199

ABSTRACT

Three propolis samples were collected from different regions of Ecuador (Quito, Guayaquil and Cotacachi) and their methanolic extracts were prepared. Preliminary information supplied by TLC and NMR data, allowed us to define two main types of propolis: Cotacachi propoli sample (CPS), rich in flavonoids and Quito and Guayaquil samples (QPS and GPS) containing triterpenic alcohols and acetyl triterpenes as the main constituents. Two different approaches based on RP-HPLC preparative procedure and NMR structural determination (CPS) and GC-MS analysis (QPS and GPS) were successfully used for the chemical characterization of their major compounds. All three propolis extracts were able to inhibit Leishmania amazonensis growth but propolis sample rich in flavonoids was the most active (IC50=17.1±1.7µg/mL). In the literature this is the first study on propolis from Ecuador.


Subject(s)
Antiprotozoal Agents/chemistry , Flavonoids/chemistry , Propolis/chemistry , Triterpenes/chemistry , Animals , Antiprotozoal Agents/isolation & purification , Cells, Cultured , Ecuador , Flavonoids/isolation & purification , Leishmania/drug effects , Macrophages/parasitology , Mice, Inbred BALB C , Triterpenes/isolation & purification
3.
Rev. cuba. plantas med ; 22(1)ene.-mar. 2017. ilus, tab
Article in Spanish | CUMED | ID: cum-73019

ABSTRACT

Introducción: la composición química de las especies vegetales está sujeta a cambios, dependiendo, entre otros factores, de la localización geográfica. Moringa oleífera Lam., que crece en Machala, Ecuador, puede diferir de especies de otras regiones geográficas. Objetivo: realizar un estudio farmacognóstico preliminar del tallo y raíz (corteza y pulpa) de la planta M. oleífera cultivada en las áreas de la Unidad Académica de Ciencias Agropecuarias, de la Universidad Técnica de Machala. Métodos: se desarrolla el control de la calidad de la droga cruda según la metodología establecida por la Organización Mundial de la Salud, mediante determinación de la humedad residual, el porciento de cenizas y el porciento de sustancias solubles en el tallo y la raíz. Se cuantificaron algunos metales mediante espectrometría de emisión óptica con plasma acoplado inductivamente. El estudio químico preliminar se efectuó a través de ensayos de tamizaje fitoquímico y mediante cromatografía en capa delgada. Resultados: la humedad residual para ambos órganos y los valores de cenizas obtenidos para la raíz se encuentran dentro de los límites establecidos. Las cenizas totales para el tallo resultaron elevadas. La determinación de metales descartó la presencia de metales tóxicos en los órganos...(AU)


Introduction: The chemical composition of plant species is subject to changes which depend, among other factors, on their geographic location. The Moringa oleifera Lam. growing in Machala, Ecuador, may differ from species from other geographic regions. Objective: Conduct a preliminary pharmacognostic study of the stem and root (bark and pulp) of the plant M. oleifera grown in areas from the Agricultural Sciences Academic Unit of the Technical University of Machala. Methods: Quality control was performed of the crude drug following the methodology set up by the World Health Organization to determine residual humidity, percentage of ashes and percentage of soluble substances in the stem and the root. Several metals were quantified by inductively coupled plasma atomic emission spectroscopy. The preliminary chemical study was conducted by phytochemical screening testing and thin layer chromatography. Results: Both the residual humidity for both organs and the ash values obtained for the root are within the limits established. Total ashes for the stem were high. Metal determination discarded the presence of toxic metals in the organs studied. Values for soluble substances awarded a greater extraction capacity to water. Phytochemical screening pointed to the presence of triterpenes and steroids, reducing sugars, alkaloids, flavonoids, amino acids and saponins in root extracts. The stem was found to also contain catechins, mucilages and phenolic compounds, but not flavonoids. Thin layer chromatography pointed to the presence of alkaloids derived from phenyl methylamine. Conclusions: The study made it possible to set up crude drug quality parameters for the study species, make preliminary suggestions about similarities between the chemical composition of the plant analyzed and other plants of different geographic origin, and verify the absence of toxic metals in the organs studied(AU)


Subject(s)
Humans , Benzylamines/antagonists & inhibitors , Chromatography, Thin Layer/methods , Ecuador/ethnology , Moringa oleifera/toxicity , Pharmacognosy
4.
Rev. cuba. plantas med ; 22(1)ene.-mar. 2017. ilus, tab
Article in Spanish | LILACS, CUMED | ID: biblio-901508

ABSTRACT

Introducción: la composición química de las especies vegetales está sujeta a cambios, dependiendo, entre otros factores, de la localización geográfica. Moringa oleífera Lam., que crece en Machala, Ecuador, puede diferir de especies de otras regiones geográficas. Objetivo: realizar un estudio farmacognóstico preliminar del tallo y raíz (corteza y pulpa) de la planta M. oleífera cultivada en las áreas de la Unidad Académica de Ciencias Agropecuarias, de la Universidad Técnica de Machala. Métodos: se desarrolla el control de la calidad de la droga cruda según la metodología establecida por la Organización Mundial de la Salud, mediante determinación de la humedad residual, el porciento de cenizas y el porciento de sustancias solubles en el tallo y la raíz. Se cuantificaron algunos metales mediante espectrometría de emisión óptica con plasma acoplado inductivamente. El estudio químico preliminar se efectuó a través de ensayos de tamizaje fitoquímico y mediante cromatografía en capa delgada. Resultados: la humedad residual para ambos órganos y los valores de cenizas obtenidos para la raíz se encuentran dentro de los límites establecidos. Las cenizas totales para el tallo resultaron elevadas. La determinación de metales descartó la presencia de metales tóxicos en los órganos estudiados. Los valores de sustancias solubles indicaron mayor poder extractivo para el agua. La evaluación mediante tamizaje fitoquímico sugirió triterpenos y esteroides, azúcares reductores, alcaloides, flavonoides, aminoácidos y saponinas, en los extractos de la raíz. En el tallo se detectaron, además, catequinas, mucílagos y compuestos fenólicos, no así flavonoides. La cromatografía en capa delgada sugirió la existencia de alcaloides derivados de la fenilmetilamina. Conclusiones: el estudio permitió establecer parámetros de calidad de la droga cruda para la especie estudiada; sugerir, en principio, semejanzas en composición química de la planta analizada con otras de orígenes geográficos diferentes, y comprobar la ausencia de metales tóxicos en los órganos estudiados(AU)


Introduction: The chemical composition of plant species is subject to changes which depend, among other factors, on their geographic location. The Moringa oleifera Lam. growing in Machala, Ecuador, may differ from species from other geographic regions. Objective: Conduct a preliminary pharmacognostic study of the stem and root (bark and pulp) of the plant M. oleifera grown in areas from the Agricultural Sciences Academic Unit of the Technical University of Machala. Methods: Quality control was performed of the crude drug following the methodology set up by the World Health Organization to determine residual humidity, percentage of ashes and percentage of soluble substances in the stem and the root. Several metals were quantified by inductively coupled plasma atomic emission spectroscopy. The preliminary chemical study was conducted by phytochemical screening testing and thin layer chromatography. Results: Both the residual humidity for both organs and the ash values obtained for the root are within the limits established. Total ashes for the stem were high. Metal determination discarded the presence of toxic metals in the organs studied. Values for soluble substances awarded a greater extraction capacity to water. Phytochemical screening pointed to the presence of triterpenes and steroids, reducing sugars, alkaloids, flavonoids, amino acids and saponins in root extracts. The stem was found to also contain catechins, mucilages and phenolic compounds, but not flavonoids. Thin layer chromatography pointed to the presence of alkaloids derived from phenyl methylamine. Conclusions: The study made it possible to set up crude drug quality parameters for the study species, make preliminary suggestions about similarities between the chemical composition of the plant analyzed and other plants of different geographic origin, and verify the absence of toxic metals in the organs studied(AU)


Subject(s)
Humans , Pharmacognosy , Benzylamines/antagonists & inhibitors , Chromatography, Thin Layer/methods , Moringa oleifera/toxicity , Ecuador/ethnology
5.
Rev. cuba. farm ; 49(3)jul.-set. 2015. ilus, tab
Article in Spanish | LILACS, CUMED | ID: lil-779733

ABSTRACT

Objetivo: evaluar, preliminarmente, la composición química de diferentes extractos obtenidos a partir de las hojas de Cnidoscolus aconitifolius (Mill.) I. M. Johnst que crece en Ecuador, así como la actividad antioxidante e hipoglucemiante del extracto acuoso. Métodos: el estudio fitoquímico de la droga cruda fue realizado mediante Cromatografía gaseosa acoplada a Espectrometría de Masa y Resonancia Magnética Nuclear Protónica a diferentes extractos obtenidos por maceración en hexano, acetona y metanol. La evaluación antioxidante del extracto acuoso incluyó determinaciones del potencial de reducción total, de glutatión reducido y organoperóxidos totales. La actividad hipoglucemiante del extracto acuoso liofilizado se estudió, en ratas, utilizando alloxano como agente inductor de la hiperglucemia. Resultados: se identificaron los principales metabolitos presentes en el material vegetal, resaltando los ácidos grasos (ácido palmítico, ácido linoleico, ácido ?-linoleico), triterpenos (3 ceto-?-amirina, ?-amirina, acetato de ?-amirina y acetato de lupeol) y azúcares (glicerol, xilitol, arabitol, glucitol). En cuanto a las potencialidades de empleo de la planta: la actividad antioxidante para los grupos -SH no proteicos del extracto acuoso de droga cruda a concentraciones de 0,12 mg/mL mostró valores significativos en relación con los intervalos de referencia en plasma humano. Sin embargo, el extracto acuoso liofilizado obtenido a partir de la droga cruda, a la dosis de 500 mg/kg de peso corporal de la rata, no demostró poseer efecto hipoglucemiante(AU) Conclusiones: de manera preliminar se identificaron los principales metabolitos presentes en la especie que crece en Ecuador y las posibilidades de empleo del extracto acuoso como agente antioxidante, no así como hipoglucemiante(AU)


Objective: to evaluate, preliminary, chemical composition of different extracts obtained from leaves of Cnidoscolus aconitifolius (Mill.) I. M. Johns, and antioxidant and hypoglycemic activity of water extract. Methods: phytochemical study to different extracts obtained by maceration in hexane, acetone and methanol was conducted by Gas chromatography-mass spectrometry and Proton Nuclear Magnetic Resonance. Antioxidant evaluation of water extract included total reduction potential, reduced glutathione and organoperoxides determinations. The hypoglycemic activity of lyophilized water extract was studied in rats using alloxano as hyperglycemia-inducing agent. Results: the main metabolites present in the plant were identified, fatty acids (palmitic acid, linoleic acid, ?-linolenic acid), triterpenes (3 keto ?-amyrin, ?-amyrin, ?-amyrin acetate and ?-lupeol acetate) and sugars (glycerol, xylitol, arabitol, glucitol). For potential use of the plant: antioxidant activity for non-protein -SH groups of the water extract of raw drug at concentrations of 0,12 mg/mL showed significant values compared to the reference ranges in human plasma. However, the lyophilized water extract obtaines from de raw drug (dose of 500 mg/kg body weight of rat) was shown to possess hypoglycemic effect. Conclusions: were identified, preliminary, the mayor metabolites present in the species growing in Ecuador and possible use of water extract as antioxidant agent and not like hipoglucemian(AU)


Subject(s)
Humans , Jatropha/drug effects , Reference Drugs , Hypoglycemic Agents , Antioxidants , Chromatography, Gas/methods
6.
Rev. cuba. farm ; 49(2)abr.-jun. 2015. ilus, tab
Article in Spanish | LILACS, CUMED | ID: lil-776410

ABSTRACT

Introducción: la Moringa oleífera Lam. (moringa) es una especie de reconocido uso tanto para humanos como para animales. Sus semillas constituyen una fuente de aceites fijos con un elevado contenido de ácidos grasos insaturados y en particular de ácido oleico. Este aceite se puede emplear en la industria alimenticia, farmacéutica, cosmética, incluso como biodiesel. Objetivo: desarrollar el análisis farmacognóstico preliminar de las semillas de Moringa oleífera Lam cosechadas en el municipio Jovellanos, provincia de Matanzas, Cuba. Métodos: las semillas de moringa fueron evaluadas según algunos parámetros farmacognósticos como: características organolépticas, descripción micromorfológica, pérdida por desecación y cenizas totales. La extracción de las semillas y la nuez, previo proceso de secado en estufa, se realizó mediante Soxhlet y maceración, utilizando hexano como menstruo. Adicionalmente, se efectuó el análisis químico de los aceites obtenidos por cromatografía gaseosa acoplada a espectrometría de masas (CG-EM). Resultados: los parámetros farmacognósticos evaluados se encuentran dentro de los límites establecidos por las monografías oficiales. La descripción micromorfológica de la droga, mostró la presencia de almidón, cristales de oxalato de calcio y aceites o grasas. El análisis por CG-EM, de los aceites extraídos a partir de la semilla y la nuez, mostró que el ácido oleico, con un porcentaje superior al 50 por ciento, el ácido palmítico, el ácido esteárico y el ácido behénico, son los ácidos grasos mayoritarios. Conclusiones: independientemente del método de extracción utilizado, la composición química cualitativa de los aceites obtenidos es similar. En todos los casos el ácido oleico resulta el de mayor proporción. El resto de los componentes se mantienen en niveles similares en todas las muestras analizadas(AU)


Introduction: Moringa oleifera Lam (moringa) is a species of recognized use for both humans and animals. The seeds are a source of fixed oils with high content of unsaturated fatty acids and especially oleic acid. This oil can be used in food, pharmaceutical and cosmetic products and as well as in biodiesel. Objective: to develop preliminary pharmacognostic analysis using seeds of Moringa oleifera Lam harvested in Jovellanos municipality, Matanzas, Cuba. Methods: moringa seeds were evaluated according to some pharmacognostic parameters: organoleptic, micromorphological description, loss on drying and total ash. The extraction of the seeds and nuts, after oven drying process, was performed by Soxhlet and maceration, using hexane as solvent. Furthermore, the analysis of oils obtained by gas chromatography coupled to mass spectrometry (GC-MS) was performed. Results: pharmacognitive parameters are within the limits set by the official monographs. Micromorphological description of the drug showed grain starch, calcium oxalate crystals and, oils or fats. The GC-MS analysis of the oil obtained from the seed and nut showed that oleic acid (percentage greater than 50 percent), palmitic acid, stearic acid and behenic acid, are the main fatty acids. Conclusions: regardless of the extraction method used, the qualitative chemical composition of oils obtained is similar. In all cases, the oleic acid proves to be the major component. The remaining components are kept at similar levels in all tested samples(AU)


Subject(s)
Humans , Mass Spectrometry/standards , Oleic Acid , Oleic Acid/therapeutic use , Moringa oleifera , Fatty Acids/therapeutic use , Chromatography, Gas/methods , Cuba
7.
Mem. Inst. Oswaldo Cruz ; 107(8): 978-984, Dec. 2012. ilus, mapas
Article in English | LILACS | ID: lil-660643

ABSTRACT

Propolis is a resinous mixture of different plant exudates collected by honeybees. Currently, propolis is widely used as a food supplement and in folk medicine. We have evaluated 20 Cuban propolis extracts of different chemical types, brown (BCP), red and yellow (YCP), with respect to their in vitro antibacterial, antifungal and antiprotozoal properties. The extracts inhibited the growth of Staphylococcus aureus and Trichophyton rubrum at low µg/mL concentrations, whereas they were not active against Escherichia coli and Candida albicans. The major activity of the extracts was found against the protozoa Leishmania, Trypanosoma and Plasmodium, although cytotoxicity against MRC-5 cells was also observed. The BCP-3, YCP-39 and YCP-60 extracts showed the highest activity against P. falciparum, with 50% of microbial growth (IC50) values of 0.2 µg/mL. A positive correlation between the biological activity and the chemical composition was observed for YCP extracts. The most promising antimicrobial activity corresponds to YCP subtype B, which contains acetyl triterpenes as the main constituents. The present in vitro study highlights the potential of propolis against protozoa, but further research is needed to increase selectivity towards the parasite. The observed chemical composition-activity relationship of propolis can contribute to the identification of the active principles and standardisation of this bee product.


Subject(s)
Animals , Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Antiprotozoal Agents/pharmacology , Propolis/pharmacology , Candida albicans/drug effects , Escherichia coli/drug effects , Leishmania/drug effects , Microbial Sensitivity Tests , Parasitic Sensitivity Tests , Plasmodium/drug effects , Propolis/chemistry , Staphylococcus aureus/drug effects , Trichophyton/drug effects , Trypanosoma/drug effects
8.
Mem Inst Oswaldo Cruz ; 107(8): 978-84, 2012 Dec.
Article in English | MEDLINE | ID: mdl-23295746

ABSTRACT

Propolis is a resinous mixture of different plant exudates collected by honeybees. Currently, propolis is widely used as a food supplement and in folk medicine. We have evaluated 20 Cuban propolis extracts of different chemical types, brown (BCP), red and yellow (YCP), with respect to their in vitro antibacterial, antifungal and antiprotozoal properties. The extracts inhibited the growth of Staphylococcus aureus and Trichophyton rubrum at low µg/mL concentrations, whereas they were not active against Escherichia coli and Candida albicans. The major activity of the extracts was found against the protozoa Leishmania, Trypanosoma and Plasmodium, although cytotoxicity against MRC-5 cells was also observed. The BCP-3, YCP-39 and YCP-60 extracts showed the highest activity against P. falciparum, with 50% of microbial growth (IC50) values of 0.2 µg/mL. A positive correlation between the biological activity and the chemical composition was observed for YCP extracts. The most promising antimicrobial activity corresponds to YCP subtype B, which contains acetyl triterpenes as the main constituents. The present in vitro study highlights the potential of propolis against protozoa, but further research is needed to increase selectivity towards the parasite. The observed chemical composition-activity relationship of propolis can contribute to the identification of the active principles and standardisation of this bee product.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Antiprotozoal Agents/pharmacology , Propolis/pharmacology , Animals , Candida albicans/drug effects , Escherichia coli/drug effects , Inhibitory Concentration 50 , Leishmania/drug effects , Microbial Sensitivity Tests , Parasitic Sensitivity Tests , Plasmodium/drug effects , Propolis/chemistry , Staphylococcus aureus/drug effects , Trichophyton/drug effects , Trypanosoma/drug effects
9.
Nat Prod Commun ; 6(7): 973-6, 2011 Jul.
Article in English | MEDLINE | ID: mdl-21834236

ABSTRACT

In this paper we analyzed the antiprotozoal effects of eighteen Cuban propolis extracts (brown, red and yellow type) collected in different geographic areas, using Leishmania amazonensis (as a model of intracellular protozoa) and Trichomonas vaginalis (as a model of extracellular protozoa). All evaluated propolis extracts caused inhibitory effect on intracellular amastigotes of L. amazonensis. However, cytotoxicity on peritoneal macrophages from BALB/c mice was observed. Only five samples decreased the viability of T. vaginalis trophozoites at concentrations lower than 10 microg/mL. No correlation between the type of propolis and antiprotozoal activity was found. Cuban propolis extracts demonstrated activity against both intracellular and extracellular protozoa model, as well as the potentialities of propolis as a natural source to obtain new antiprotozoal agents.


Subject(s)
Antiprotozoal Agents/pharmacology , Leishmania/drug effects , Propolis/pharmacology , Trichomonas vaginalis/drug effects , Animals , Cell Survival/drug effects , Cuba , Macrophages, Peritoneal/drug effects , Mice , Mice, Inbred BALB C , Parasitic Sensitivity Tests , Propolis/toxicity
10.
J Agric Food Chem ; 59(12): 6484-91, 2011 Jun 22.
Article in English | MEDLINE | ID: mdl-21598949

ABSTRACT

Chemical composition of propolis depends on the specificity of the local flora at the site of collection and thus on the geographic and climatic characteristics of this place. This paper describes a comparative analysis of Cuban red propolis (CRP), Brazilian red propolis (BRP), and Dalbergia ecastophyllum exudates (DEE) by high-performance liquid chromatography with diode-array detection and tandem mass spectrometry. The aim of this study was to investigate the overall chemical profile and the botanical origin of red propolis and to suggest similarities and differences between samples collected in different tropical regions. Isoliquiritigenin (1), liquiritigenin and naringenin (2 and 17), isoflavones (3-4 and 16), isoflavans (5-7 and 18), and pterocarpans (8-13) were detected in CRP, BRP, and DEE, whereas polyisoprenylated benzophenones (PPBs) guttiferone E/xanthochymol (14a,b) and oblongifolin A (15) were detected only in BRP. Pigments responsible for the red color of DEE and red propolis were also identified as two C30 isoflavans, the new retusapurpurin B (19) and retusapurpurin A (20). PPBs and pigments were isolated and unambiguously characterized by 1D and 2D NMR analysis. These results show that red propolis samples from different tropical zones have a similar chemical composition. DEE is the main red propolis source, but the presence of PPBs in BRP suggests the contribution of different botanical sources for Brazilian samples. This chemical information is important for quality control of red propolis and its commercial products and for biological study.


Subject(s)
Chromatography, High Pressure Liquid/methods , Plant Extracts/analysis , Propolis/chemistry , Spectrometry, Mass, Electrospray Ionization/methods , Brazil , Chromatography, High Pressure Liquid/instrumentation , Cuba , Plant Extracts/standards , Propolis/standards , Quality Control , Tandem Mass Spectrometry/methods
11.
J Agric Food Chem ; 58(8): 4725-30, 2010 Apr 28.
Article in English | MEDLINE | ID: mdl-20230059

ABSTRACT

In this study, on the basis of the information supplied by NMR and HPLC-PDA data, we reported a quali-quantitative GC-MS study of 19 yellow Cuban propolis (YCP) samples collected in different regions of Cuba. The profiles of YCP samples allowed us to define two main types of YCP directly related to their secondary metabolite classes: type A, rich in triterpenic alcohols and with the presence of polymethoxylated flavonoids as minor constituents, and type B, containing acetyl triterpenes as the main constituents. For the first time, triterpenoids belonging to oleanane, lupane, ursane, and lanostane skeletons were reported as major compounds in propolis. Also, the presence of polymethoxylated flavones or flavanones was found for the first time in propolis.


Subject(s)
Flavonoids/analysis , Gas Chromatography-Mass Spectrometry/methods , Propolis/chemistry , Triterpenes/analysis , Chromatography, High Pressure Liquid
12.
J Agric Food Chem ; 58(4): 2209-13, 2010 Feb 24.
Article in English | MEDLINE | ID: mdl-20121106

ABSTRACT

Chemical investigation of a red-type Mexican propolis sample has led to the isolation of three new compounds, 1-(3',4'-dihydroxy-2'-methoxyphenyl)-3-(phenyl)propane (1), (Z)-1-(2'-methoxy-4',5'-dihydroxyphenyl)-2-(3-phenyl)propene (2) and 3-hydroxy-5,6-dimethoxyflavan (3), together with seven known flavanones, isoflavans, and pterocarpans. Structural determination, was accomplished by spectroscopic analysis, particularly 2D NMR and ESI-MS/MS techniques. The present study appears to be the first report on the occurrence of isoflavonoids in Mexican propolis. In addition, the presence of compounds with a 1,3-diarylpropane and 1,3-diarylpropene carbon skeleton were found for the first time in propolis. Isolated compounds 1-10 indicated the possible relation between red Mexican propolis and the genus Dalbergia.


Subject(s)
Propolis/chemistry , Bridged Bicyclo Compounds/isolation & purification , Dalbergia/chemistry , Ecosystem , Flavanones/isolation & purification , Free Radical Scavengers/isolation & purification , Isoflavones/isolation & purification , Magnetic Resonance Spectroscopy/methods , Mexico , Species Specificity , Spectrometry, Mass, Electrospray Ionization/methods
13.
J Agric Food Chem ; 56(21): 9927-32, 2008 Nov 12.
Article in English | MEDLINE | ID: mdl-18850713

ABSTRACT

In the present study, the phenolic composition analysis of seven red varieties of propolis, collected in different regions of Cuba, was evaluated by gas chromatography/mass spectrometry (GC-MS). Seventeen compounds were identified in all samples by the interpretation of their mass spectra. This appears to be the first report on the GC-MS analysis of isoflavonoids in the propolis. The results confirmed the presence of the main isoflavonoids isolated previously and suggested the general structure for the other five isoflavonoids. Vestitol, 7-O-methylvestitol, and medicarpin were present in high amounts in all propolis samples analyzed. This result indicates that propolis samples rich in isoflavonoids are not exclusively found in Pinar del Rio province and proves that GC-MS technique is a useful and alternative tool for the chemical analysis of tropical red propolis.


Subject(s)
Gas Chromatography-Mass Spectrometry/methods , Isoflavones/chemistry , Propolis/chemistry , Cuba
14.
J Agric Food Chem ; 53(23): 9010-6, 2005 Nov 16.
Article in English | MEDLINE | ID: mdl-16277396

ABSTRACT

Chemical investigation of a red-type Cuban propolis sample has led to the isolation of 11 isoflavonoids (2 isoflavones, 3 isoflavans, and 6 pterocarpans), together with gallic acid, isoliquiritigenin, and (-)-liquiritigenin. Structural determination, including the absolute stereochemistry, was accomplished by spectroscopic analysis, particularly CD and 2D NMR techniques. The fragmentation behavior of pterocarpans was studied by electrospray ionization (ESI) tandem mass spectrometry (MS/MS) using an ion-trap analyzer, and a generalized fragmentation pathway, useful in the identification and structural characterization of pterocarpans, is proposed. Isoflavonoids are reported for the first time from propolis samples.


Subject(s)
Flavonoids/chemistry , Flavonoids/isolation & purification , Propolis/chemistry , Circular Dichroism , Cuba , Isoflavones/chemistry , Isoflavones/isolation & purification , Magnetic Resonance Spectroscopy , Spectrometry, Mass, Electrospray Ionization
15.
Rev. cuba. farm ; 35(3): 165-170, sept.-dic. 2001. tab
Article in Spanish | LILACS | ID: lil-324938

ABSTRACT

Se realizó un estudio preliminar con la finalidad de obtener tabletas de clorhidrato de desipramina (75 mg) de liberación controlada de lo cual no existen antecedentes de elaboración en la literatura universal. Se diseñaron 5 variantes tecnológicas de formulación, y se obtuvieron resultados muy alentadores al emplear como agentes retardantes dextrana técnica cubana e hidroxipropilmetilcelulosa (HPMC) en la masa y aglutinarla con una solución clorofórmica de alcohol cetílico, con lo cual se obtienen tabletas con excelentes propiedades físico--mecánicas y tecnológicas, y una satisfactoria cinética de disolución con un t100 porciento de aproximadamente 14 h de ensayo in vitro


Subject(s)
Desipramine , Drug Design , Quality of Homeopathic Remedies , Chemistry, Pharmaceutical/methods , Tablets , Technology, Pharmaceutical/methods
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