Croton stipulaceus Kunth, a native Mexican medicinal plant with antioxidant and anti-inflammatory activities / Croton stipulaceus Kunth, planta medicinal mexicana con actividad antioxidante y antiinflamatoria

Leaves of Croton stipulaceuswere extracted (EHex, ECHCl3and EEtOH extracts) to assesstheir antioxidant potential, anti-inflammatory activity in murine models and acute toxicity. EEtOH showed the highest effect in DPPH (37.80% inhibition), FRAP (1065.00 ± 55.30 µmolFe2+) and total polyphenols (231.24 ± 9.05 meq AG/gM). EHex was the most active, ~ 50% inhibition of TPA-induced ear edema; while EEtOH (dose of 2 mg/ear) showed the highest inhibition in the chronic model (97% inhibition), and inhibited MPO activity (48%). In carrageenan-induced edema, ECHCl3(dose 500 mg/kg) was the most active. None of the extracts showed acute toxicity (LD50) at 2 g/kg (p.o.). This work is the first report that supports the traditional use of C. stipulaceusas an anti-inflammatory.

De las hojas de Croton stipulaceusse obtuvieron diferentes extractos (EHex, ECHCl3y EEtOH) evaluando el potencial antioxidante y la actividad antiinflamatoria en modelos murinos y la toxicidad aguda. El EEtOH mostró mayor efecto en DPPH (37.80% inhibición), FRAP (1065.00 ± 55.30 µmolFe2+) y polifenolestotales (231.24 ± 9.05 meq AG/gM). El EHex fue el más activo, cercano al 50% de inhibición del edema auricular inducido con TPA; mientras que el EEtOH (dosis de 2 mg/oreja) mostró la mayor inhibición en el modelo crónico (97% inhibición), e inhibió la actividad de la MPO (48%). En el edema inducido con carragenina, el ECHCl3(dosis 500 mg/kg) fue el más activo. Ninguno de los extractos mostró una toxicidad aguda (DL50) mayor a 2 g/kg (p.o). Este trabajo es el primer reporte que sustenta el uso tradicional de C. stipulaceuscomo antiinflamatorio.

Phytochemical characterization, antioxidant potential and antibacterial activity of the Croton argyrophylloides Muell. Arg. (Euphorbiaceae) / Caracterização fitoquímica, potencial antioxidante e atividade antibacteriana do Croton argyrophylloides Muell. Arg. (Euphorbiaceae)

Croton argyrophylloides Muell. Arg., from the Euphorbiaceae family, popularly known as marmeleiro prateado or sacatinga, is a plant from the Caatinga biome commonly found in Brazil's northeastern region. The present study aimed to evaluate the antioxidant activity of the species. The phytochemical study was performed through qualitative analysis of chemical constituents and quantitative determination of the total phenol content through the Folin-Ciocalteu test. The qualitative and quantitative antioxidant tests were performed using the DPPH method (2.2 diphenyl-1-picryl hydrazil) and ferric reducing antioxidant power (FRAP). The minimum inhibitory concentration (MIC) was determined by microdilution in 96-well plates. The ethanolic extract of the leaves of C. argyrophylloides manifested antioxidant action in the quantitative DPPH test with a significant bioactivity of 84.70 AAO% in 500 µg/mL, with an EC50 of 236.79. The content of total phenolic compounds was 946.06 mg of gallic acid equivalents/g of sample, and total flavonoids was 58.11 mg of quercetin equivalents/g of sample, the result obtained for FRAP was 15294.44 µM Trolox/g of sample and ABTS was 718 µM Trolox of sample. The prospecting of the chemical constituents of the leaves of C. argyrophylloides revealed the presence of the main compounds that manifests the antioxidant activity and it was proven by the DPPH method that there is antioxidant activity in the analyzed sample, in addition to demonstrating a significant content of phenolic compounds and total flavonoid content in the species, which corroborates the antioxidant activity of the plant sample. The leaf extracts presented growth inhibition halos of 10 and 12 mm upon Staphylococcus aureus ATCC 25923.

Croton argyrophylloides Muell. Arg., pertencente à família Euphorbiaceae, conhecida popularmente como marmeleiro prateado e sacatinga, é um vegetal do bioma caatinga comumente encontrado no Nordeste do Brasil. O presente trabalho teve como objetivo avaliar a atividade antioxidante da espécie. O estudo fitoquímico foi realizado por meio de análise qualitativa dos constituintes químicos e determinação quantitativa do teor de fenóis totais pelo teste de Folin-Ciocalteu. Os testes antioxidantes qualitativos e quantitativos foram realizados pelo método do DPPH (2,2 difenil-1- picril-hidrazila) e redução do ferro (FRAP). A concentração inibitória mínima (CIM) foi determinada por microdiluição em placas de 96 poços. O extrato etanólico das folhas de C. argyrophylloides apresentou ação antioxidante no teste DPPH quantitativo com uma significativa bioatividade de 84.70 AAO% em 500 µg/mL, apresentando um CE50 de 236.79. O teor de compostos fenólicos totais, foi de 946,06 mg equivalentes de ácido gálico/g de amostra, e de flavonoides totais de 58,11 mg equivalentes de quercetina/g da amostra, o valor encontrado para FRAP foi de 15294,44 µM Trolox/g da amostra e de ABTS foi 718 µM Trolox da amostra. A prospecção dos constituintes químicos das folhas de C. argyrophylloides revelou a presença dos principais compostos que caracterizam a atividade antioxidante e foi possível comprovar pelo método de DPPH que há atividade antioxidante na amostra analisada, além de demonstrar um resultado significativo de teor de compostos fenólicos e teor de flavonoides totais na espécie e o que corrobora com a atividade antioxidante da amostra vegetal. Os extratos das folhas apresentaram halos de inibição de crescimento de 10 e 12mm frente a Staphylococcus aureus ATCC 25923.

Chemical composition and phytotoxicity of essential oils of Croton doctoris S. Moore (Euphorbiaceae) / Composição química e fitotoxicidade dos óleos essenciais de Croton doctoris S. Moore (Euphorbiaceae)

Essential oils from the stems and leaves of Croton doctoris were analyzed by gas chromatography and mass spectrometry, resulting in 22 identified compounds. The effects of these essential oils on the germination, root and shoot growth, total chlorophyll content, potential root respiration, peroxidase activity, catalase, superoxide dismutase, and mitotic index in lettuce and onion were determined. Antioxidant, antimicrobial, and cytotoxic activity were also investigated. The results revealed that the stem oil consisted of 15 compounds, of which caryophyllene oxide (24.5%) and E-caryophyllene (13.3%) were the major constituents. The leaf oil contained E-caryophyllene (39.6%) and α-humulene (13.2%) as major compounds. The oils inhibited the germination and growth of lettuce and onion seedlings and reduced chlorophyll content, root respiration, and cell division. They also caused oxidative stress, indicated by the increased activity of the evaluated antioxidant enzymes. These abnormal physiological processes contributed to the inhibition of plant growth. The most pronounced phytotoxic effects were observed in the stem oil. The cytotoxicity tests indicated that leaf oil was more active than stem oil, resulting from the presence of biologically active sesquiterpenes that inhibit the growth of cancer cells.

Os óleos essenciais do caule e da folha de Croton doctoris foram analisados por cromatografia gasosa (GC) e espectrometria de massa (GC-MS) resultando em 22 compostos identificados. Os efeitos dos óleos essenciais na germinação, crescimento de raízes e parte aérea, teor total de clorofila, respiração radicular, atividade de peroxidase, catalase e superóxido de dimetase e índice mitótico foram determinados em alface e cebola. Atividade antioxidante, antimicrobiana e citotóxica também foram investigadas. Os resultados revelaram que o óleo do caule é constituído por 15 compostos, dos quais os principais são o óxido de cariofileno (24,5%) e E-cariofileno (13,3%). O óleo foliar apresentou E-cariofileno (39,6%) seguido de α-humuleno (13,2%) como compostos majoritários. Os óleos inibiram a germinação e o crescimento das plântulas de alface e cebola e reduziram o conteúdo de clorofila, a respiração radicular e a divisão celular. Eles também causaram estresse oxidativo, indicado pelo aumento da atividade das enzimas antioxidantes avaliadas. Esses processos fisiológicos anormais contribuem para a inibição do crescimento das plantas. Os efeitos fitotóxicos mais pronunciados foram observados no óleo do caule. Nos testes de citotoxicidade observou-se que o óleo das folhas foi mais ativo, resultante da presença de sesquiterpenos biologicamente ativos que atuam inibindo o crescimento das células cancerígenas.

New sources of botanical acaricides from species of Croton with potential use in the integrated management of Tetranychus urticae / Nuevas fuentes de acaricidas botánicos de especies de Croton con uso potencial en el manejo integrado de Tetranychus urticae

Essential oils from the leaves and stems of Croton adenocalyx, C. grewioides, C. heliotropiifoliusand C. blanchetianus obtained through hydrodistillation were analyzed by GC-MS. We then investigated the lethal and sublethal effects of the Croton oils and 15 major constituents against Tetranychus urticae. ß-Caryophyllene was the major component in the leaf and stem oils from C. heliotropiifolius and C. adenocalyx. Spathulenol and (E)-anethole were the major constituents identified in the leaf and stem oils of C. blanchetianus and C. grewioides, respectively. The oil with the greatest lethal and sublethal effects was those from C. adenocalyx. Among the constituents ß-caryophyllene and spatulenol were the most toxic to the mite, where as eugenol and methyl eugenol were the most repellent. The toxicity and repellency of the Croton oils, particularly the oils from C. adenocalyx, demonstrate that these oils constitute a promising alternative to synthetic acaricides for use in the control of T. urticae.

Los aceites esenciales de las hojas y tallos de Croton adenocalyx, C. growioides, C. heliotropiifolius y C. blanchetianus obtenidos mediante hidrodestilación fueron analizados a través de GC-MS. Se investigaron los efectos letales y subletales de los aceites de Croton y 15 componentes principales contra Tetranychus urticae. El ß-cariofileno fue el componente principal en los aceites de hojas y tallos de C. heliotropiifolius y C. adenocalyx. El espatulenol y el (E)-anetol fueron los principales componentes identificados en los aceites de hojas y tallos de C. blanchetianus y C. growioides, respectivamente. El aceite con los mayores efectos letales y subletales fue el de C. adenocalyx. Entre los componentes, el ß-cariofileno y el espatulenol fueron los más tóxicos para el ácaro, mientras que el eugenol y el metil eugenol fueron los más repelentes. La toxicidad y la repelencia de los aceites de Croton, particularmente los aceites de C. adenocalyx, demuestran que estos aceites constituyen una alternativa prometedora respecto a los acaricidas sintéticos para uso en el control de T. urticae.

Biological screening of extracts from leaf and stem bark of Croton floribundus Spreng. (Euphorbiaceae) / Triagem biológica de extratos das folhas e caules de Croton floribundus Spreng. (Euphorbiaceae)

Abstract This work describes the preliminary evaluation of cytotoxic, antimicrobial, molluscicidal, antioxidant and anticholinesterase activities from leaf (LECF) and stem bark alcoholic extracts (BECF) of the species Croton floribundus Spreng. (Euphorbiaceae), popularly known as capixingui or tapixingui. BECF presented significant toxicity (LC50 = 89.6 μg/ml) in the Artemia salina Leach, 1819 (Crustacea: Branchiopoda) bioassay, whereas LECF did not show activity (LC50 > 1000 μg/ml). From DPPH method, the values of IC50 for the LECF and BECF were 61.2 μg/ml and 62.2 μg/ml, respectively, showing that C. floribundus has an expressive antioxidant activity. Antimicrobial susceptibility was evaluated by microdilution technique and only BECF was active against Staphylococcus aureus (MIC = 39.6 μg/ml). The extracts did not present molluscicidal activity against snail Biomphalaria glabrata Say, 1818 (Gastropoda: Planorbidae). Both extracts revealed the presence of several components with an inhibiting capacity of acetylcholinesterase enzyme on the bioautographic assay. C. floribundus showed to be a promising species considering that it exhibited good biological activity in the most assays performed.

Resumo Este trabalho descreve a avaliação preliminar das atividades citotóxica, antimicrobiana, moluscicida, antioxidante e anticolinesterásica de extratos alcoólicos das folhas (LECF) e das cascas do caule (BECF) da espécie Croton floribundus Spreng. (Euphorbiaceae), popularmente conhecida como capixingui ou tapixingui. No bioensaio com Artemia salina Leach, 1819 (Crustacea: Branchiopoda), BECF apresentou toxicidade significante (LC50 = 89,6 µg/ml), enquanto que LECF não apresentou atividade (LC50 > 1000 µg/ml). A partir do método de DPPH, os valores de IC50 para o LECF e BECF foram 61,2 µg/ml e 62,2 µg/ml, respectivamente, evidenciando que C. floribundus tem uma atividade antioxidante expressiva. A susceptibilidade antimicrobiana foi avaliada pela técnica de microdiluição e apenas BECF foi ativo contra Staphylococcus aureus (MIC = 39,6 mg/ml). Os extratos não apresentaram atividade moluscicida contra o caramujo Biomphalaria glabrata Say, 1818 (Gastropoda: Planorbidae). Ambos os extratos revelaram a presença de componentes com capacidade inibidora da enzima acetilcolinesterase no ensaio bioautográfico. C. floribundus mostrou ser uma espécie promissora considerando que exibiu boa atividade biológica na maioria dos ensaios testados.

Flavonols and sesquiterpenoids from outer bark and leaves of Croton polycarpus Benth. (Euphorbiaceae) / Flavonoles y sesquiterpenoides de la corteza y hojas de Croton polycarpus Benth. (Euphorbiaceae)

Some known flavonols from the outer bark polar fraction of the native species Croton polycarpus Benth. (Euphorbiaceae) were isolated and quercetin, quercitrin and rutin were identified as the most abundant constituents. From this sample, a clean TLC non polar sub- fraction (A-1) obtained by CC, afforded several isomeric compounds, which were characterized by GC-MS/EI and its results conduct to a group of eighteen sesquiterpenoids with a unique Rf value in TLC; among them, one sesquiterpene hydrocarbon with molecular weight (MW) of 200 g/mol (C15H20), two with MW 202 g/mol,(C15H22), thirteen with a MW of 204 g/mol (C15H24) and two sesquiterpenols with MW 220 g/mol (C15H24O) were determined. From its fresh leaves essential oil obtained by two methods, hydro-distillation and supercritical CO2 extraction, other terpenoids were identified, where the first one process was more efficient (1.5% DM yield) than the last one, and it was selected for a pilot study. This is the first report about chemical composition of the native species C. polycarpus, and the analysis of sesquiterpene isomerism is very important to recognize its structural diversity and similar chemical behavior.

De la fracción polar de la corteza de la especie nativa Croton polycarpus, (Euphorbiaceae) se separaron algunos flavonoles y quercetina, quercitrina y rutina se identificaron como los constituyentes más abundantes. Desde una fracción apolar de esta muestra, se obtuvo por CC una fracción limpia en CCD (C-2), cuyo fraccionamiento por análisis por CGAR-EM/IE permitió determinar un grupo de 18 sesquiterpenoides mayoritarios los cuales presentan un valor único de Rf; entre estos se detectó un hidrocarburo de PM 200 (C15H20), dos derivados de PM 202 (C15H22), trece son hidrocarburos isómeros con PM 204 g/mol (C15H24) y dos terpenoles de PM 220 uma (C15H24O). De igual forma, de las hojas frescas se extrajo el aceite esencial, por dos métodos: hidrodestilación y extracción con CO2 supercrítico (SFE), y el primero de ellos fue el más eficiente (1,5% rendimiento en peso seco) por lo cual se seleccionó para el desarrollo de experimentos a escala de planta piloto. Este informe es la primera contribución al conocimiento de la composición química y la bioactividad de las hojas y corteza de la especie arbórea nativa Croton polycarpus (Euphorbiaceae) y el análisis de mezclas de sesquiterpenos isómericos es muy importante para reconocer la diversidad estructural y su similitud en polaridad y comportamiento químico.

Chemical composition, antibacterial and modulatory action of the essential oil of Croton rhamnifolioides leaves Pax and Hoffman / Composição química, ação antibacteriana e moduladora do óleo essencial das folhas de Croton rhamnifolioides Pax and Hoffman

The species Croton rhamnifolioides is a shrub popularly known as "quebra faca", utilized in teas or infusions for the treatment of gastrointestinal disorders as ulcers, gastric discomfort, vomiting and hemorrhagic diarrhea. This work has as its main objective to evaluate the chemical composition of the essential oil of the Croton rhamnifolioides leaves (EOC), antibacterial activity and modulatory activity of antibiotic resistance, against bacterial strains of Escherichia coli, Staphylococcus aureus and Pseudomonas aeruginosa and, and antifungal activity against Candida albicans, Candida krusei and Candida tropicalis. The chemical composition was determined through chromatography with a gas phase coupled with mass spectrometry (CG/MS), whereas antimicrobial activity and modulation were determined by microdilution assay. The chemical composition of the oil revealed 21 compounds, with the major compounds being spathulenol (22.46%) and 1,8-cineol (18.32%). The antimicrobial activity was not significant with MIC>1024 µg/mL, however, was observed a synergistic interference when essential oil associated with the antibiotics aminoglycoside and -lactam, and the antifungal polyene.

Croton rhamnifolioides is é um arbusto conhecido popularmente como "quebra-faca" e utilizado como chá ou infusão para o tratamento de problemas gastro-intestinais como úlceras, desconforto gástrico, vômitos e diarréias hemorrágicas. O objetivo deste trabalho foi avaliar a composição química do óleo essencial das folhas de Croton rhamnifolioides (OEC), atividade antibacteriana, moduladora da resistência bacteriana, contra linhagens bacterianas de Escherichia coli, Staphylococcus aureus e Pseudomonas aeruginosa e, atividade antifúngica contra Candida albicans, C. krusei e C. tropicalis. A composição química foi determinada através de Espectroscopia de Massas acoplada a Cromatografia Gasosa (EM/CG), enquanto as atividades antimicrobianas e moduladoras foram determinadas pelo método de microdiluição. A composição química do OEC revelou a presença de 21 compostos, sendo os principais o Espatulenol (22,46%) e 1,8-cineol (18,32%). A atividade antimicrobiana não foi considerada significativa apresentando MIC > 1024 µg/mL, contudo, foi observado um sinergismo quando o óleo essencial foi associado com aminoglicosídios, -lactâmicos e antifúngicos poliênicos.

Chemical composition and larvicidal activity against Aedes aegypti of essential oil from Croton jacobinenesis Baill / Composición química y actividad larvicida contra Aedes aegypti de los aceites esenciales de Croton jacobinenesis Baill

The chemical composition of essential oils from leaves, stalks and inflorescences of Croton jacobinensis obtained by hydrodistillation were analyzed by GC-MS. E-caryophyllene, 1,8-cineole, alpha-pinene, viridiflorene, 8-cadinene were the main components in essential oils from plant parts. Essential oils of leaves, stalks, and inflorescences were tested at different concentrations against instar III larvae of Aedes aegypti and showed LC50 of 79.3, 117.2, 65.8 ug/ml, respectively.

La composición química de los aceites esenciales de las hojas, los tallos y las inflorescencias de Croton jacobinensis obtenidos por hidrodestilación se analizaron mediante GC-MS. E-cariofileno, alfa-pineno, 1,8-cineol, viridifloreno, 8-cadineno fueron los principales componentes de los aceites esenciales de partes de la planta. Los aceites esenciales de las hojas, tallos e inflorescencias fueron probados en diferentes concentraciones en contra de instar III de las larvas de Aedes aegypti y mostraron LC50 de 79,3; 117,2; 65,8 ug/ml, respectively.

Estudio de los alcaloides de Croton draconoides "Sangre de grado", su actividad cicatrizante y el diseño de una forma farmacéutica / Study of the alkaloids of Croton draconoides "Blood grade", its healing activity and the design of a pharmaceutical form

El presente trabajo tuvo como objetivo, realizar el estudio de los alcaloides del látex de la especie Croton draconoides "sangre de grado", y la elaboración de una forma farmacéutica (crema) de acción cicatrizante. La parte experimental se desarrolló en tres etapas: obtención, caracterización y liofilización del látex de la especie Croton draconoides, e incorporación y evaluación de la actividad cicatrizante del látex liofilizado en una forma farmaceútica de aplicación tópica. Se obtuvo el látex mediante el método de incisión sobre la corteza del árbol, recolectado en el departamento de Ucayali, provincia de Coronel Portillo, distrito de Yarinacocha. Se le realizó el liofilizado del látex y se desarrolló técnicas fisicoquímicas, cromatográficas y análisis fitoquìmicos. Se evaluó el efecto cicatrizante utilizando el método de incisión en la piel de ratones previamente anestesiados, empleándose concentraciones de 0.5%, 1.0 %, 1.5% y 2.0% del látex liofilizado incorporado en la forma farmaceútica, junto a un grupo placebo y control. Se determinó que la mayor actividad cicatrizante, después de las 96 horas de tratamiento, ocurrió cuando se le aplicó la crema al 1.5%.

Chemical Composition of the Leaf Essential Oils of Croton zambesicus Müll.-Arg. Grown in Lagos, South-West Nigeria.

The chemical composition of the leaf essential oil of Croton zambesicus Müll.-Arg., collected from Agbara-Lagos, Nigeria, was analysed by means of Gas chromatography flame ionization detector (GC-FID) and Gas chromatography coupled with Mass spectrometry (GC-MS). Sixty constituents accounting for 98.9% of the total oil contents were identified from the oil sample. The classes of compounds identified in the oil were monoterpene hydrocarbons (35.3%), oxygenated monoterpenes (22.9%), sesquiterpene hydrocarbons (32.4%) and oxygenated sesquiterpenes (5.6%). The oil was dominated by β-pinene (15.1%), β-caryophyllene (12.6%), germacrene D (10.9%), camphor (7.3%), linalool (7.0%), sabinene (6.4%) and α-pinene (5.2%). Aims: The aim of the research is to investigate the volatile constituents from C. zambesicus harvested in Lagos, Nigeria. Study Design: Extraction of essential oil from the air-dried leaf samples of C. zambesicus and investigation of its chemical constituents. Place and Duration of Study: Leaf samples of C. zambesicus were collected from Agbara, Lagos, on April 2011. Methodology: Air-dried and pulverized leaves were hydrodistilled in a Clevenger-type apparatus to obtained pale yellow volatile oil whose chemical constituents was analyzed by GC and GC/MS. Results: A total of sixty compounds were identified, amounting to 98.9%of the total oil contents. The major were compounds β-pinene (15.1%), β-caryophyllene (12.6%), germacrene D (10.9%) and camphor (7.3%). Variations in compositional pattern were observed between this result and the previous studies. Conclusion: The literature about the C. zambesicus indicates a high variability in the chemical composition of the essential oils.

Actividad acaricida del aceite esencial de la corteza de Croton malambo H. Karst, metil-eugenol y metil-isoeugenol contra Dermatophagoides farinae Hughes, 1961 / Acaricide activity of essential oil of Croton malambo H. Karst, methyl-eugenol and methyl-isoeugenol against Dermatophagoides farinae Hughes, 1961

Dermotophagoides farinae lives in the indoor environment of houses, where it is source of allergens; therefore its control is a priority in preventing respiratory allergies. The aim of this study was to evaluate the acaricidal activity of essential oil of Croton malambo H. Karst bark and their components methyl-eugenol and methyl-isoeugenol against Dermatophagoides farinae. The essential oil was obtained through hydro-distillation assisted by microwave radiation and analyzed by GC-MS. Acaricidal activity was assessed by dose- response bioassay, at different times, using benzyl benzoate as a positive control. The relative amount of methyl-eugenol and methyl- isoeugenol in the essential oil was 68.4 percent and 4.9 percent, respectively. The acaricidal activity was: essential oil > methyl-eugenol > benzyl benzoate > methyl-isoeugenol. The acaricidal properties of essential oil of Croton malambo bark and methyl-eugenol against Dermatophagoides farinae were established...

Dermatophagoides farinae habita en el interior de las casas, donde es fuente importante de alérgenos, por tanto su control es una prioridad en la prevención de alergias respiratoria. El objetivo de este estudio fue evaluar la actividad acaricida del aceite esencial de la corteza de Croton malambo H. Karst y sus componentes metil-eugenol y metil-isoeugenol contra Dermatophagoides farinae. El aceite esencial se obtuvo por hidrodestilación asistida por radiación de microondas y se analizó por CG-EM. La actividad acaricida se evaluó mediante bioensayo de dosis-respuesta a diferentes tiempos, usando benzoato de bencilo como control. La cantidad relativa de metil-eugenol y metil-isoeugenol en el aceite fue 68.4 por ciento y 4.9 por ciento, respectivamente. La actividad acaricida fue: aceite esencial > metil-eugenol > benzoato de bencilo > metil-isoeugenol. Se establecieron las propiedades acaricidas del aceite esencial de la corteza de Croton malambo y metil-eugenol contra Dermatophagoides farinae...

Estudio químico-biológico de los aceites esenciales de Croton malambo H. Karst y su componente mayoritario, metileugenol / Chemical-biological study of the essential oils from Croton malambo H. Karst.and their major component, methyleugenol

Croton malambo is a plant used in traditional medicine, in Colombia. The aim of this research was to characterize the essential oils (EO) from leaves and branches by GC-MS, NMR and determine the antiradical capacities and the in vitro and in vivo cytotoxic properties of the EO, methyleugenol (ME) and eugenol (EU). The EO of leaves and branches of C. malambo presented to ME as the main constituent (68.5 percent and 85.1 percent, respectively) and their structure was confirmed by NMR. On the other hands, the antiradical capacities (ABTS+. method) of the EO and ME were very low, obtaining only inhibition values at a fixed concentration: to 2045 ug/mL – 50 +/- 2 percent (leaves EO) and 28 +/- 1 percent (branches EO); and, 2218 ug/mL - 2.0 +/- 0.2 percent (ME). While EU had the highest value of TAA (14003 +/- 719 mmol Trolox®/kg SE). According to lymphocytes citotoxicity test, all tested substances were classified as “moderately toxic”, with values of LC50 between 310 +/- 17 – 897 +/- 11 ug/mL, being the EO the most toxic. The assessment of the toxicity in Zebra fish embryos indicated that LC50 of the branches EO, ME and EU were between 16 +/- 9 – 43 +/- 9 ug/mL, being the EU the most toxic.

Croton malambo es una planta empleada en medicina tradicional, en Colombia. El objetivo de esta investigación fue caracterizar los aceites esenciales (AE) de hojas y ramas por GC-MS, RMN y determinar las capacidades antiradicalarias y las propiedades citotóxicas in vitro e in vivo de los AE, metileugenol (ME) y eugenol (EU). Los AE de hojas y ramas de Croton malambo presentaron a ME como el constituyente principal (68.5 por ciento y 85.1 por ciento, respectivamente) y su estructura fue confirmada por RMN. Por otro lado, las capacidades antiradicalarias (método ABTS+.) de los AE y ME fueron muy bajas, obteniéndose sólo valores de inhibición a una concentración fija: a 2045 ug/mL – 50 +/- 2 por ciento (AE de hojas) y 28 +/- 1 por ciento (AE de ramas); y, 2218 ug/mL - 2.0 +/- 0.2 por ciento (ME). Mientras que, EU tuvo el mayor valor de TAA (14003 +/- 719 mmol Trolox®/kg SE). Según el ensayo de citotoxicidad en linfocitos, todas las sustancias evaluadas se catalogaron como “moderadamente tóxicas”, con valores de CL50 entre 310 +/- 17 – 897 +/- 11 ug/mL, siendo los AE los más tóxicos. La estimación de la toxicidad en embriones del pez Cebra indicó que las CL50 del AE ramas, ME y EU estuvieron entre 16 +/- 9 – 43 +/- 9 ug/mL, siendo el EU el más tóxico.

Estudio fitoquímico de las hojas de la planta Croton Malambo Karst / Phytochemical study of the leaves of the Croton Malambo Karst plant

En este trabajo de investigación se presentan los resultados de un estudio fitoquímico de las hojas de las plantas Croton Malambo Karts (Euphorbiaceae) colectada en Venezuela, como complemento de un estudio previo realizado sobre la corteza de la planta. Se aislaron y caracterizaron 5 compuestos mediante técnicas cromatográficas y la caracterización se llevo a cabo usando técnicas espectroscópicas de RMN de 1H y 13C, DEPT-135. Se identificaron: 16B, 17a diolenkaurano (I), metileugenol (II), lupeol (III), julocrotol (IV) y julocrotona (V). Los compuestos IV y V se obtuvieron como una mezcla y han sido aislados por primera vez para esta especie. por otro lado el hecho de que el aislamiento del compuesto 16B, 17a diolenkaurano haya tenido lugar a partir de las hojas de la planta es significativo, ya que en un estudio previo realizado al mismo compuesto, pero usando la corteza de esta especie, mostró tener buena actividad citotóxica en diferentes tipos de cáncer, siendo su mecanismo de acción vía apoptótica, aportando una ventaja ya que al ser aislado de las hojas se evita el daño que implica para la planta la tala de la corteza, lo que puede causar la muerte de la misma.

Atividade antimicrobiana dos extratos metanólicos da raiz, caule e folhas de Croton pulegioides Baill. (Zabelê) / Antimicrobial activity of methanol extracts of root, stem and leaves of Croton pulegioides Baill

O uso popular de plantas medicinais continua sendo de grande interesse para a população, principalmente em países em desenvolvimento, nos quais o acesso à medicina alopática ainda é muito restrito. Assim, além de sua importância na medicina tradicional, o conhecimento das plantas pode fornecer para a indústria farmacêutica, direta ou indiretamente, princípios ativos de interesse terapêutico. No presente trabalho foi avaliada a atividade antimicrobiana dos extratos metanólicos secos de Croton pulegioides Baill. obtidos a partir da raiz, do caule e das folhas nas concentrações de 25, 50 e 100mg/mL utilizando o método de difusão em Agar (técnica de poços) frente a cinco cepas Gram-positivas, três cepas de fungos e três cepas de bactérias Gram-negativas. Na execução do estudo foi utilizado o antibiótico Gentamicina (100µg/mL) no teste com bactérias, e Cetoconazol (300µg/mL) para as Candidas verificando-se, ao mesmo tempo, a ausência de atividade para o diluente DMSO 20% em água. Na observação dos resultados evidenciaram-se halos de inibição indicando atividade dos extratos metanólicos da raiz, caule e folhas, nas concentrações de 50 e 100mg/ml, frente Bacillus subtilis AM 04; dos extratos metanólicos da raiz e do caule, nas concentrações de 50 e 100mg/ml, frente Staphylococcus aureus AM 103 (ATCC 6538); e do extrato metanólico do caule, nas concentrações de 50 e 100mg/ml, frente S. epidermidis AM 235. Por outro lado, todos os extratos foram inativos nas concentrações avaliadas frente às bactérias Gram-negativas utilizadas no estudo (Pseudomonas aeruginosa AM 206, Escherichia coli AM 1050 e Klebsiella pneumoniae AM 410). Referente à atividade sobre fungos, os extratos metanólicos da raiz e do caule inibiram, nas três concentrações avaliadas, o crescimento de Candida tropicalis AM 1181 e C. albicans AM 1140, enquanto o extrato das folhas, inibiu o crescimento de C. tropicalis AM 1181 nas concentrações de 50 e 100mg/ml e de C. albicans AM 1140 apenas na concentração de 100mg/mL. Finalmente o extrato metanólico das folhas, na concentração de 100mg/mL, foi o único a inibir o crescimento de Candida krusei. Os resultados preliminares apresentados pelo presente trabalho sugeriram que a espécie Croton pulegioides Baill. apresentou resultados promissores quanto ao potencial antimicrobiano.

The employment of medicinal plants as a folk custom remains important to the present time, mainly in developing countries, where access to allopathic medicine is restricted. Besides their importance in traditional medicine, the knowledge on these plants can, directly or indirectly, provide information about the active ingredients involved, which may be of interest to the pharmaceutical industry. The present study evaluated the antimicrobial activity of dried methanolic extracts of Croton pulegioides Baill, extracted from its roots, stalk, and leaves, at the concentrations of 25, 50 and 100mg/ml. These were diffused in wells with an Agar medium, to which five strains of Gram-positive, three strains of fungi and three strains of Gram-negative bacteria had been added. For this study, the antibiotic Gentamicin (10µg/100µL) was used in tests with bacteria, and Ketoconazole (30µg/100µL), with Candidas. When DMSO diluted in 20% water was used, no activity was observed. The results produced evidence of inhibition halos, which indicates the activity of the methanolic extracts from the roots, stalk and leaves at the concentrations of 50 and 100 mg/ml for Bacillus subtilis AM 04; activity of the methanolic extracts from the roots and stalk at the concentrations of 50 and 100mg/ml for Staphylococcus aureus AM 103 (ATCC 6538); and activity of the methanolic extract from the stalk at the concentrations of 50 and 100mg/ml for Staphylococcus epidermidis AM 235. There was no activity in the concentrations studied for the Gram-negative bacteria (Pseudomonas aeruginosa AM 206, Escherichia coli AM 1050 and Klebsiella pneumoniae AM 410). With respect to fungal activity, the methanolic extracts from the roots and stalk inhibited Candida tropicalis AM 1181 and C. albicans AM 1140 at the three concentrations studied. The extract from the leaves inhibited the growth of C. tropicalis AM 1181 at the concentrations of 50 e 100mg/ml and C. albicans AM 1140 only at the concentration of 100mg/ml. Finally, the methanolic extract from the leaves, at the concentration of 100mg/ml, was the only one to inhibit the growth of Candida krusei. Preliminary results from this study suggest that the Croton pulegioides Baill showed promising results as a potential antimicrobial agent.

The sensitivity of bacterial foodborne pathogens to Croton blanchetianus Baill essential oil

The aim of this study was to assess the activity of essential oil extracted from the leaves of C. blanchetianus Baill, popularly known as "marmeleiro", in inhibiting the growth and survival of pathogenic microorganisms in food by determining their survival in vitro and by observing the behaviour of Listeria monocytogenes inoculated into a food model (meat cubes) that was stored at refrigeration temperature (7 ± 1 ºC) for 4 days. The results indicated a bactericidal effect against Aeromonas hydrophila and Listeria monocytogenes and bacteriostatic action against Salmonella Enteritidis. A bacteriostatic effect on meat contaminated with L. monocytogenes was found for all concentrations of essential oils tested. These results showed that essential oil from the leaves of C. blanchetianus Baill represents an alternative source of potentially natural antimicrobial agents that may be used as a food preservative.

Fitoquímica y evaluación biológica de croton caracasana Pittier. Hemisintesis y evaluación biológica de derivados del ácido de caracasina / Phytochemistry and biological evaluation of croton caracasana Pittier. Hemisynthesis and biological evaluation of caracasin acid derivatives

En este trabajo de investigación se presenta los resultados del estudio fitoquímico de la planta Croton caracasana Pittier (Euphorbiaceae) colectada en Venezuela. De los tallos y hojas de la planta, se aislaron y caracterizaron siete compuestos identificados como 5-hidroxi-3, 7, 8, 3', 4'-pentametoxiflavona (I), lupeol (II), crotofolin E (III), crotocarasin A (IV), crotocarasin B (V), crotocarasin C (VI) y crotocarasin D (VII). Los compuestos IV, V, VI y VII se reportan por primera vez en la literatura de productos naturales. Se evaluó la actividad citotóxica de estos compuestos a través del método del MTT sobre las líneas celulares MCF-7 y SKBR3 (carcinoma mamario). Se encontró que los compuestos IV, V, VI y VII presentaron actividad citotóxica sobre las líneas MCF-7 y SKBR3, mientras que el compuesto III solo mostró actividad sobre la línea SKBR3. Adicionalmente, se realizó la hemisíntesis de diversos derivados del ácido de caracasina aislado de Croton micans. Estos derivados se obtuvieron a través de reacciones de formación de ésteres y amidas, reducción con H2 Pd/C y con NaBH4, reacciones con mm-CPBA y adiciones nucleofílicas 1,4. Se evaluó la actividad citotóxica, antibacteriana, leishmanicida y tripanocida de estos compuestos y se realizó un análisis preliminar de la relación estructura química-actividad biológica con los resultados obtenidos.

Avaliação in vitro da eficácia de extratos de plantas medicinais do Cerrado frente Staphylococcus aureus isolado de diferentes fontes de propriedades leiteiras / In-vitro evaluation of extract of medicinal plants from Cerrado against the Staphylococcus aureus isolated from different origins on dairy farms

O presente estudo teve como objetivo avaliar o potencial de atividade antimicrobiana in vitro dos extratos de algumas plantas endêmicas do Cerrado tais como Baccharis dracunculifolia. Cochlospermum regium. Croton antisyphiliticus. Eugenia dysenterica e Lippia sidoides, frente ao agente Staphylococcus aureus isolado de leite mastítico, ósteo do teto da vaca, equipamento de ordenhadeira, fossas nasais e garganta do ordenhador. Os extratos foram preparados a partir das partes aéreas e sistema radicular das plantas utilizando os solventes metanol, hexano e clorofórmio na concentração de 10%. Para avaliação da atividade antimicrobiana foi aplicada a técnica de microdiluição em caldo para determinação da Concentração Inibitória Mínima (CIM) seguida da determinação da Concentração Bactericida Mínima (MBC). Os extratos de Baccharis dracunculifolia. Croton antisyphiliticus, seguido do extrato de Lippia sidoides, apresentaram, respectivamente, melhor atividade inibitória sobre a multiplicação da bactéria Staphylococcus aureus. Os resultados obtidos demonstraram, ainda, que as estirpes isoladas do leite e das fossas nasais do ordenhador foram resistentes a gentamicina, princípio ativo muito utilizado no combate à mastite bovina, porém sensíveis aos extratos das plantas referidas, reforçando a importância das plantas medicinais como recurso terapêutico e sua aplicabilidade.

The objective of this study is to evaluate the potencial microbial activity in-vitro from the extract of some endemic plants from Cerrado such as Baccharis dracunculifolia. Cochlospermum regium. Croton antisyphiliticus. Eugenia dysenterica and Lippia sidoides, against the agent Staphylococcus aureus isolated from bovine mastitic milk, osteo from cow's teat, milker equipament, nasal cavitites and milker's gullet. The extracts were prepared from aerial parts as well as the reticular systems of plants using the solvents methanol, hexane and chloroform at a concentration of 10%. To evaluate the antimicrobial activity, the technique of microdilution in broth was used for determining the Minimal Inibitory Concentration (MIC) followed by the determination of Minimal Bactericidal Concentration (MBC). The extracts from Baccharis dracunculifolia and Croton antisyphiliticus, followed by extracts from Lippia sidoides, reported respectively, presented better inhibitory activity against the multiplication of the bacteria Staphylococcus aureus. Furthermore, the results demonstrate that the isolated strains from the milk and nasal cavities of the milker showed strong resistance against gentamicin, active agent commonly applied to combat mastitis bovine. However, there was sensitivity against extracts from the reported plants, reinforcing the importance of the medicinal plants as a therapeutic resource and its aplicability.