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1.
Mini Rev Med Chem ; 21(17): 2458-2480, 2021.
Artigo em Inglês | MEDLINE | ID: mdl-33463461

RESUMO

Erythroxylaceae is a family composed of four genera, with Erythroxylum being the only one represented in the Neotropical region. Chemical studies indicate the presence of alkaloids, terpenes, flavonoids, and phenolic compounds as main compounds. The incorporation of cytotoxic activity assays of natural products using cell cultures assists in the selection of potential chemotherapeutic agents. In this work, we describe a revision of the cytotoxicity evaluation studies performed with extracts or pure substances obtained from Erythroxylum species through an integrative review. We found studies that evaluated the cytotoxic activity of 21 species of Erythroxylum against 45 different cell lines. The analysis of the chemical composition of these species shows that the metabolites present in each species influence their cytotoxic potential, especially the presence of disubstituted tropane alkaloid species with the highest cytotoxic potential. MTT and Sulforrodamine B assays were the main in vitro tests used for the evaluation of the cytotoxic activities. From the total species, less than 10% of the Erythroxylum species have already been evaluated for cytotoxic activity. Four of them showed high cytotoxic activity according to the criteria of the NCI plant screening program. Thus, this genus represents a potential source of natural products with antitumor activity.


Assuntos
Erythroxylaceae/química , Tropanos/farmacologia , Antineoplásicos/farmacologia , Produtos Biológicos/farmacologia , Extratos Vegetais/farmacologia
2.
J Cell Physiol ; 236(7): 5022-5035, 2021 07.
Artigo em Inglês | MEDLINE | ID: mdl-33368262

RESUMO

Glioblastoma is the most lethal tumor of the central nervous system, presenting a very poor prognostic, with a survival around 16 months. The interaction of mesenchymal stem cells and tumor cells has been studied, showing a bias in their role favoring or going against aggressiveness. Natural products such as flavonoids have showed their anticancer properties and the synergic potential with the activation of microenvironment cells to inhibit tumor progression. Agathisflavone is a flavonoid studied in neurodegenerative diseases and cancer. The present study investigated the effect of flavonoid in the viability of heterogeneous glioblastoma (GBM) cells considering a coculture or conditioned medium of mesenchymal stem cells (MSCs) effect, as well as the dose-dependent effect of this flavonoid in tumor migration and differentiation via STAT3. Agathisflavone (3-10 µM) induced dose-dependent toxicity to GL-15 and U373 human GBM cells, since 24 h after treatments. It was not toxic to human MSC but modified the pattern of interaction with GBM cells. Agathisflavone also inhibited migration and increased differentiation of human GBM cells, associated with the reduction on the expression of STAT3. These results demonstrate that the flavonoid agathisflavone had a direct anti-glioma effect. However, could be observed its effect in MSCs response that may have an impact in controlling GBM growth and aggressiveness, an important factor to consider for new therapies.


Assuntos
Antineoplásicos/farmacologia , Biflavonoides/farmacologia , Neoplasias Encefálicas/tratamento farmacológico , Glioblastoma/tratamento farmacológico , Células-Tronco Mesenquimais/metabolismo , Neoplasias Encefálicas/patologia , Diferenciação Celular/efeitos dos fármacos , Linhagem Celular Tumoral , Movimento Celular/efeitos dos fármacos , Proliferação de Células/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Técnicas de Cocultura , Meios de Cultivo Condicionados/farmacologia , Glioblastoma/patologia , Humanos , Fator de Transcrição STAT3/metabolismo
3.
Revista Fitos Eletrônica ; 12(1): 83-89, 2018.
Artigo em Português | MOSAICO - Saúde integrativa | ID: biblio-882185

RESUMO

Clitoria fairchildiana (synonym Clitoria racemosa) is a tree belonging to the Leguminosae family growing in several Brazilian regions and it has in its composition rotenoids with unusual structures. The aim of this work is to determinate the antimicrobial activity rotenoids from C. fairchildiana. Clitoriacetal, 6-desoxyclitoriacetal, stemonal and stemonone were isolated from the roots and 11-desoxyclitoriacetal from seeds by different chromatographic techniques and identified by spectrometric data analyzes. The antimicrobial activity was obtained using different culture media and the results confirm the importance of the junction of the ring B/C and the pattern of hydroxylation of these compounds in antifungal activities. This is the first time antimicrobial activities of these rotenoids were determined.(AU)


Clitoria fairchildiana (sinônimo Clitoria racemosa) é uma árvore da família Leguminosa encontrada em várias regiões brasileiras e possui na sua composição rotenoides de estruturas não usuais. O objetivo do presente trabalho é determinar a atividade antimicrobiana de cinco rotenoides isolados das raízes e sementes da C. fairchildiana. Clitoriacetal, 6-desoxiclitoriacetal, stemonal e stemonona foram isolados das raízes e o 11- desoxiclitoriacetal isolado das sementes por meio de diferentes técnicas cromatográficas e identificados através da análise de dados espectrométricos. A atividade antimicrobiana foi obtida utilizando diferentes meios de cultura e os resultados confirmam a importância da junção do anel B/C e o padrão de hidroxilação dos rotenoides na atividade antifúngica. Este é o primeiro relato de atividades antimicrobianas de rotenoides de Clitoria.(AU)


Assuntos
Humanos , Rotenona/isolamento & purificação , Clitoria/microbiologia , Fitoterapia , Antifúngicos/química , Rotenona/análogos & derivados , Sementes/química , Raízes de Plantas/química , Clitoria/química
4.
Rev. bras. farmacogn ; 27(6): 679-690, Nov.-Dec. 2017. tab, graf
Artigo em Inglês | LILACS | ID: biblio-898730

RESUMO

ABSTRACT The profile of volatile organic compounds, the glandular and non-glandular trichomes of Plectranthus ornatus, obtained by in vitro cultivation, was evaluated in plants grown in Murashide and Skoog medium supplemented with benylaminopurine at 4.5, 9.0, and 18.0 µM + naphthaleneacetic acid at 5.37 µM, kinetin at 4.7, 9.3 and 18.5 µM + naphthaleneacetic acid (5.37 µM) or Murashide and Skoog 0 medium (as a control). Scanning Electron Microscopy was performed on samples of the third leaf node of the 90 days old plants obtained from treatment with 4.5 or 9.0 µM benylaminopurine, and 4.7 or 9.3 µM kinetin. Headspace Solid Phase Micro-Extraction of the 30, 60 and 90 days old in vitro plants permitted to determinate by GC/MS the composition comprised of 62 compounds. The data were analyzed using Principal Component Analysis and Hierarchical Clustering Analysis and, the major constituents of these oils after treatment and aging were monoterpenes and sesquiterpenes. Morphoanatomical analysis of trichomes, by Scanning Electron Microscopy, enabled the identification of non-glandular trichomes and four types of glandular trichomes, which comprised capitate and peltate glandular trichomes that were distributed on both sides of the leaf. We observed that the regulators influenced qualitative and quantitative profiles of the volatile organic compounds and the number and distribution of hairs on the leaf surface.

5.
Rev. bras. farmacogn ; 27(4): 525-528, July-Aug. 2017. graf
Artigo em Inglês | LILACS | ID: biblio-1042251

RESUMO

ABSTRACT This work describes the establishment of procedures to induce in vitro callogenesis from Poincianella pyramidalis (Tul.) L. P. Queiroz, Fabaceae, explants. Nodal, internodal and leaf segments were isolated from in vitro germinated seedlings and cultured in MS medium with 0, 2.5, 5 and 10 mg l-1 of 2,4-dichlorophenoxyacetic acid. After 30 days, the explants with induced callus showed a quadratic response for the segments nodal, internodal and leaf, with increasing the callus formation in 2,4-dichlorophenoxyacetic acid concentrations of 6.28, 6.49 and 4.91 mg l-1, respectively. In 30 days there was a linear oxidation rise with the increase to the 2,4-dichlorophenoxyacetic acid. After 60 days, oxidation values were minimum, at 2,4-dichlorophenoxyacetic acid concentrations of 5.13 mg l-1 (internodal) and 3.98 mg l-1 (leaf). The highest callus production was observed after 30 days in the presence of 6.09 mg l-1, 5.82 mg l-1 and 4.91 mg l-1 of 2,4-dichlorophenoxyacetic acid in nodal, internodal and leaf segments, respectively. After 60 days these segments showed peaks of production at 7.0 mg l-1 (nodal), 6.15 mg l-1 (internodal) and 5.08 mg l-1 (leaf) of 2,4-dichlorophenoxyacetic acid. For callus induction the intake of 2,4-dichlorophenoxyacetic acid was essential. The greater intensity in callus formation was observed in 4.91 mg l-1 in leaf segments after 30 days.

6.
Fitoterapia ; 113: 139-43, 2016 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-27491751

RESUMO

An unusually substituted coumarin, named poligalen, was isolated from a chloroform extract of the aerial parts of Polygala boliviensis. This coumarin was identified by one- and two-dimensional NMR techniques, and the structure of the compound was confirmed by X-ray diffraction. Poligalen exhibits immunomodulatory effects, reducing the levels of IL-6 and TNF after LPS stimulation in peritoneal macrophages. However, poligalen potentiates NF-kB activation.


Assuntos
Cumarínicos/química , Interleucina-6/metabolismo , Macrófagos Peritoneais/efeitos dos fármacos , Polygala/química , Fator de Necrose Tumoral alfa/metabolismo , Animais , Cumarínicos/isolamento & purificação , Regulação para Baixo , Masculino , Camundongos , Camundongos Endogâmicos C57BL , Estrutura Molecular , NF-kappa B/metabolismo , Componentes Aéreos da Planta/química , Cultura Primária de Células , Células RAW 264.7
7.
Nat Prod Commun ; 11(5): 631-2, 2016 May.
Artigo em Inglês | MEDLINE | ID: mdl-27319136

RESUMO

This work describes the isolation and quantification of rotenoids from crude organic extracts of different parts of Clitoria fairchildiana R. A. Howard (Leguminosae) by HPLC-DAD. The lipid composition and the Artemia salina cytotoxic activities of the isolates were also conducted. Clitoriacetal (1), 6-deoxyclitoriacetal (2), stemonal and stemonone were isolated by chromatographic procedures and identified by usual spectroscopic and spectrometric techniques. Clitoriacetal and 6-deoxyclitoriacetal were not found in all parts of the plant, such as leaves and petals, but in the roots they occur in higher concentration. The activity against brine shrimp revealed that the root extract (LD50 = 158 ppm) was the more active.


Assuntos
Clitoria/química , Rotenona/análogos & derivados , Animais , Artemia , Clitoria/toxicidade , Lipídeos/análise , Rotenona/análise
8.
PLoS One ; 11(3): e0150839, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-26954375

RESUMO

The bark of Mimosa tenuiflora (Willd.) Poiret (Leguminosae family), popularly known as "jurema preta" in Brazil, is used by the population of Contendas of Sincorá (Bahia State, Brazil) for the treatment of coughs and wound healing. Thus, the aim of this study was to evaluate the antinociceptive and anti-inflammatory activities of the bark ethanol extract (EEMT) and solvent soluble fractions (hexane-H, DCM-D, EtOAc-E and BuOH-B) of the extract in vivo. Additionally, we synthesized 5,7-dihidroxy-4'-methoxyflavanone (isosakuranetin) and isolated the compound sakuranetin, and both compounds were also tested. The anti-inflammatory and antinociceptive assays performed were: writhing test; nociception induced by intraplantar formalin injection; leukocyte recruitment to the peritoneal cavity; evaluation of vascular permeability (Evans blue test); and evaluation of mechanical hypernociception (von Frey test). Production of TNF-α, IL-10, myeloperoxidase and the expression of ICAM-1 were also evaluated. Statistical analysis was performed by one-way ANOVA followed by the Bonferroni post-test (n = 8), with P < 0.05. The EEMT showed antinociceptive activities in writhing test (100-200 mg/kg), in the second phase of the formalin test (50-200 mg/kg), and in mechanical hypernociception (100 mg/kg). EEMT showed an anti-inflammatory effect by reducing neutrophil migration to the peritoneal cavity and in the plantar tissue detected by the reduction of myeloperoxidase activity (100 mg/kg), reduction of IL-10 levels and expression of ICAM-1 in the peritoneal exudate and the mesentery (100 mg/kg), respectively. The four soluble EEMT fractions showed good results in tests for antinociceptive (H, D, E, B) and anti-inflammation (H, D, E). Only sakuranetin showed reduction of the writhing and neutrophil migration (200 mg/kg). Thus, the EEMT and soluble fractions of M. tenuiflora bark demonstrated great antinociceptive and anti-inflammatory activities, as also sakuranetin. More studies should be conducted to elucidate the mechanism of action of this compound. To the best of our knowledge, this is the first report on the antinociceptive activity of the M. tenuiflora fractions and the bioactive isolated compound sakuranetin in vivo.


Assuntos
Analgésicos/farmacologia , Anti-Inflamatórios/farmacologia , Flavonas/farmacologia , Mimosa/química , Extratos Vegetais/farmacologia , Analgésicos/química , Analgésicos/isolamento & purificação , Animais , Anti-Inflamatórios/química , Anti-Inflamatórios/isolamento & purificação , Permeabilidade Capilar/efeitos dos fármacos , Quimiotaxia de Leucócito/efeitos dos fármacos , Citocinas/biossíntese , Edema/induzido quimicamente , Edema/tratamento farmacológico , Flavonas/química , Flavonas/isolamento & purificação , Expressão Gênica , Hiperalgesia/induzido quimicamente , Hiperalgesia/tratamento farmacológico , Molécula 1 de Adesão Intercelular/genética , Molécula 1 de Adesão Intercelular/metabolismo , Masculino , Camundongos , Neutrófilos/efeitos dos fármacos , Neutrófilos/fisiologia , Peroxidase/metabolismo , Extratos Vegetais/química
9.
Curr Pharm Biotechnol ; 15(11): 1069-82, 2014.
Artigo em Inglês | MEDLINE | ID: mdl-25382304

RESUMO

Neoflavonoids comprise a group of natural compounds with varied chemical structures and promising pharmacological properties, including antioxidant capacity. This work describes an evaluation of the in vitro antioxidant capacity of a new coumarin derivative, i.e., 7-acetoxy-4-aryl-3,4-dihydrocoumarin, in terms of its ability to quench the 2,2- diphenyl-1-picrylhydrazyl (DPPH•), 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS•+), hydroxyl (OH•) and superoxide anion (O2(•-)) radicals, as well as its capacity to initiate electron transfer by reducing potential and inhibit lipid peroxidation by TBARS (thiobarbituric acid reactive substances) method. In addition, the antioxidant capacity of 7-acetoxy-4-aryl-3,4-dihydrocoumarin was evaluated against oxidative damage induced by hydrogen peroxide in erythrocyte suspensions and S. cerevisiae strains. In all methodologies investigated, high antioxidant capacities above 65% were demonstrated by 7-acetoxy-4-aryl-3,4-dihydrocoumarin against the DPPH(•), ABTS(•+), OH(•) and O2(•-) radicals. The ability of 7-acetoxy-4-aryl-3,4-dihydrocoumarin to inhibit oxidative damage induced by hydrogen peroxide in erythrocytes and S. cerevisiae strains demonstrates the importance of this compound in the protection against oxidative stress at the cellular level. Thus, the results obtained in this study suggest that 7-acetoxy-4-aryl-3,4-dihydrocoumarin can assist the development of new antioxidant products for possible use in the prevention or reduction of diseases related to oxidative stress.


Assuntos
Antioxidantes/farmacologia , Cumarínicos/farmacologia , Eritrócitos/efeitos dos fármacos , Radicais Livres/química , Radicais Livres/metabolismo , Estresse Oxidativo/efeitos dos fármacos , Saccharomyces cerevisiae/efeitos dos fármacos , Animais , Antioxidantes/síntese química , Antioxidantes/química , Benzotiazóis/química , Compostos de Bifenilo/química , Cumarínicos/síntese química , Cumarínicos/química , Relação Dose-Resposta a Droga , Eritrócitos/metabolismo , Hemólise/efeitos dos fármacos , Peroxidação de Lipídeos/efeitos dos fármacos , Picratos/química , Ratos , Saccharomyces cerevisiae/metabolismo , Ácidos Sulfônicos/química
10.
J Anal Methods Chem ; 2014: 296838, 2014.
Artigo em Inglês | MEDLINE | ID: mdl-25180132

RESUMO

Flavanones (hesperidin, naringenin, naringin, and poncirin) in industrial, hand-squeezed orange juices and from fresh-in-squeeze machines orange juices were determined by HPLC/DAD analysis using a previously described liquid-liquid extraction method. Method validation including the accuracy was performed by using recovery tests. Samples (36) collected from different Brazilian locations and brands were analyzed. Concentrations were determined using an external standard curve. The limits of detection (LOD) and the limits of quantification (LOQ) calculated were 0.0037, 1.87, 0.0147, and 0.0066 mg 100 g(-1) and 0.0089, 7.84, 0.0302, and 0.0200 mg 100 g(-1) for naringin, hesperidin, poncirin, and naringenin, respectively. The results demonstrated that hesperidin was present at the highest concentration levels, especially in the industrial orange juices. Its average content and concentration range were 69.85 and 18.80-139.00 mg 100 g(-1). The other flavanones showed the lowest concentration levels. The average contents and concentration ranges found were 0.019, 0.01-0.30, and 0.12 and 0.1-0.17, 0.13, and 0.01-0.36 mg 100 g(-1), respectively. The results were also evaluated using the principal component analysis (PCA) multivariate analysis technique which showed that poncirin, naringenin, and naringin were the principal elements that contributed to the variability in the sample concentrations.

11.
Artigo em Inglês | MEDLINE | ID: mdl-25202336

RESUMO

The present study primarily aims to identify the relative density and the fatty acids (methyl esters) content present in the standardized ethanol extract of leaves of M. glomerata (EPMG). Meanwhile, in a second moment, this study evaluated the effects of the EPMG on the levels of amino acids in the hippocampus, and the mechanism of sedative and anxiolytic action. Adult mice were treated with doses of 200, 300, and 400 mg/kg and evaluated in open field, elevated plus-maze, light dark, and rotarod tests. Moreover, in the behavioral tests diazepam (GABAergic anxiolytic, 2 mg/kg) as positive control and flumazenil (GABA antagonist, 2.5 mg/kg) were used to identify mechanism of sedative and anxiolytic action produced by EPMG. The EPMG is constituted by the following compounds: methyl cinnamate, 2H-1-benzopyran-2-one, (2-hydroxyphenyl)methyl propionate, (Z)-methyl-hexadec-7-enoate, methyl hexadecanoate, hexadecanoic acid, (Z)-methyl-octadec-9-enoate, octadecanoic acid, and squalene. This extract demonstrated anxiolytic effects, which may be mediated by GABAergic system, and was able to increase GABA levels and reduce of glutamate and aspartate concentrations in mice hippocampus, which can directly and/or indirectly assist in their anxiolytic effect. Although more studies are needed, the EPMG could represent an interesting therapeutical strategy in the treatment of anxiety.

12.
Nat Prod Commun ; 9(9): 1245-8, 2014 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-25918783

RESUMO

Plant secondary metabolites, such as, specifically, alkaloids and terpenes, may present psychoactive properties that modify the function of the central nervous system (CNS) and induce neurotoxicity. Neurotoxicity involves the response of glial cells, mainly astrocytes, which play a fundamental role in the control of homeostasis of the CNS. Some Erythroxylum species are indigenous to the state of Bahia in Brazil. This study investigated the cytotoxic activity of the diterpene AEP-1, extracted from the fruit of E. passerinum in a GL-15 cell line, astrocytic, glial cells model. The effects on cell viability, analyzed by the MTT assay, demonstrated a dose-dependent cytotoxic effect, with maximum effect at 500 µg/mL of AEP-1, and with a reduction of about 40 and 47% on cellular viability after 24 h and 72 h treatment, respectively. Evidence for induction of apoptosis by AEP-1 was first obtained when GL-15 glial cells were incubated with 250 µg/mL AEP-1 causing reniform and/or pyknotic nuclei and apoptotic bodies revealed by chromatin staining with Hoechst 33258. Increase in DNA fragmentation was also observed by comet assays in cells incubated with 500 µg/mL of AEP-1. Moreover, cells exposed to a sub toxic dose of AEP-1 (250 µg/mL) showed significant changes in morphology--contraction of the cytoplasm and expansion of cellular projections--signifying the presence of astrocytic cytoskeletal protein and glial fibrillary acidic protein (GFAP). These findings indicated astrocytic cells as the target for terpene AEP-1 and suggest the involvement of glial cells with psychoactive symptoms observed in humans and animals after consumption of fruits of plants of the genus Erythroxylum.


Assuntos
Astrócitos/citologia , Astrocitoma/fisiopatologia , Diterpenos/farmacologia , Erythroxylaceae/química , Extratos Vegetais/farmacologia , Apoptose/efeitos dos fármacos , Astrócitos/efeitos dos fármacos , Linhagem Celular Tumoral , Sobrevivência Celular , Fragmentação do DNA/efeitos dos fármacos , Humanos , Modelos Biológicos
13.
Biol Res ; 46(3): 231-8, 2013.
Artigo em Inglês | MEDLINE | ID: mdl-24346069

RESUMO

This study describes the isolation and identification of apigenin-7-O-ghicopyranoside, a flavonoid isolated from the flowers of Bellis perennis L., Asteraceae, an species with a broad spectrum of biological activities. The in vitro antioxidant activity and the inhibition of the enzyme acetylcholinesterase were evaluated. The flavonoid showed strong in vitro antioxidant potential, because of the capacity of removal of hydroxyl radicals and nitric oxide, and also prevented the formation of thiobarbituric acid-reactive substances. These parameters were inhibited at the highest concentration of ApG at rates of 77.7%, 72% and 73.4%, respectively, in addition to inhibiting acetylcholinesterase, suggesting potential use in the treatment of neurodegenerative diseases.


Assuntos
Antioxidantes/farmacologia , Asteraceae/química , Inibidores da Colinesterase/farmacologia , Flores/química , Extratos Vegetais/farmacologia , Acetilcolinesterase/efeitos dos fármacos , Asteraceae/classificação , Peroxidação de Lipídeos/efeitos dos fármacos , Extratos Vegetais/isolamento & purificação
14.
Molecules ; 18(9): 10320-33, 2013 Aug 26.
Artigo em Inglês | MEDLINE | ID: mdl-24064448

RESUMO

Plectranthus spp (Lamiaceae) are plants of economic importance because they are sources of aromatic essential oils and are also cultivated and several species of this genus are used as folk medicines. This paper describes the effects of different concentrations of the 2,4-dichlorophenoxyacetic acid (2,4-D) and 1-naphthaleneacetic acid (NAA) on the induction of callus from nodal segments of Plectranthus ornatus Codd and in the production of volatile organic compounds (monoterpenes and sesquiterpenes). The 20 and 40 day calli were subjected to solid phase micro extraction (HS-SPME) and submitted to GCMS analysis. Variations in VOCs between the samples were observed and, a direct relationship was observed between of the major constituent detected (α-terpinyl acetate) and the monoterpenes α-thujene, α-pinene, ß-pinene, camphene, sabinene and α-limonene that were present in the volatile fractions. Besides α-terpinyl acetate, isobornyl acetate and α-limonene were also major constituents. Variations were observed in VOCs in the analyzed periods. The best cultivation media for the production of VOCs was found to be MS0 (control). Moderate success was achieved by treatment with 2.68 µM and 5:37 µM NAA (Group 2). With 2,4-D (9.0 µM), only the presence of α-terpinyl acetate and isocumene were detected and, with 2.26 µM of 2,4-D was produced mainly α-terpinyl acetate, α-thujene and ß-caryophyllene (16.2%). The VOC profiles present in P. ornatus were interpreted using PCA and HCA. The results permitted us to determine the best cultivation media for VOC production and, the PCA and HCA analysis allowed us to recognize four groups among the different treatments from the compounds identified in this set of treatments.


Assuntos
Monoterpenos/isolamento & purificação , Componentes Aéreos da Planta/química , Plectranthus/química , Sesquiterpenos/isolamento & purificação , Compostos Orgânicos Voláteis/isolamento & purificação , Cromatografia Gasosa-Espectrometria de Massas , Monoterpenos/química , Monoterpenos/metabolismo , Óleos Voláteis/química , Óleos Voláteis/isolamento & purificação , Componentes Aéreos da Planta/crescimento & desenvolvimento , Componentes Aéreos da Planta/metabolismo , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Óleos de Plantas/química , Óleos de Plantas/isolamento & purificação , Plectranthus/crescimento & desenvolvimento , Plectranthus/metabolismo , Sesquiterpenos/química , Sesquiterpenos/metabolismo , Microextração em Fase Sólida , Compostos Orgânicos Voláteis/química , Compostos Orgânicos Voláteis/metabolismo
15.
Pharm Biol ; 51(7): 936-9, 2013 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-23570522

RESUMO

CONTEXT: Cratylia mollis Martius ex Benth. and Cenostigma macrophyllum Tul. (Leguminosae) are both endemic Brazilian plants and they are used by the natives as medicinal plants, and the leaves of C. mollis are also employed as forage for cattle during the dry season of region. OBJECTIVE: Isolation of the compounds responsible for the acetylcholinesterase (AChE) inhibition from the CHCl3 active extract. MATERIALS AND METHODS: Two peptidic compounds were isolated by chromatographic techniques from the CHCl3 extract of the leaves of C. mollis and C. macrophyllum. They were identified by spectrometric data analysis (MS and NMR) and they were subjected to AChE inhibition employing Ellman's test. RESULTS: The peptides were identified as N-benzoylphenylalaninoyl-phenlyalaninolacetate (aurentiamide acetate) (1) and N-benzoylphenylalaninyl-N-benzoylphenylalaninate (2). Both peptides 1 and 2 exhibit AChE inhibition, with IC50 values equal to 111.34 µM and 137.6 µM, respectively. DISCUSSION AND CONCLUSION: Compound 1 (aurentiamide acetate) has rarely been isolated from the Leguminosae family, and N-benzoylphenylalaninyl-N-benzoylphenylalaninate (2) is a compound that has never previously been isolated from this family. Compound 1 is shown to be a potent inhibitor of AChE, with IC50 values similar to the physostigmine control (141.51 µM).


Assuntos
Acetilcolinesterase/efeitos dos fármacos , Inibidores da Colinesterase/farmacologia , Fabaceae/química , Extratos Vegetais/farmacologia , Acetatos/administração & dosagem , Acetatos/isolamento & purificação , Acetatos/farmacologia , Acetilcolinesterase/metabolismo , Compostos de Benzil/administração & dosagem , Compostos de Benzil/isolamento & purificação , Compostos de Benzil/farmacologia , Inibidores da Colinesterase/isolamento & purificação , Dipeptídeos/administração & dosagem , Dipeptídeos/isolamento & purificação , Dipeptídeos/farmacologia , Concentração Inibidora 50 , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Fisostigmina/farmacologia , Extratos Vegetais/administração & dosagem , Extratos Vegetais/química , Folhas de Planta
16.
Pest Manag Sci ; 69(11): 1267-71, 2013 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-23526766

RESUMO

BACKGROUND: Volatile oils from fresh roots, stems, leaves and seeds of Piper klotzschianum (Piperaceae) were obtained by hydrodistillation and analysed by GC-FID and GC-MS. In total, 25 components, representing more than 95% of the examined oils, were identified. The essential oils were evaluated against Artemia salina Leach nauplii and fourth-instar Aedes aegypti larvae. RESULTS: The major chemical constituents that were identified from various parts of this plant were 1-butyl-3,4-methylenedioxybenzene and 2,4,5-trimethoxy-1-propenylbenzene in the root, 1-butyl-3,4-methylenedioxybenzene in the stems and leaves and 1-butyl-3,4-methylenedioxybenzene, limonene and α-phellandrene in the seeds. The biological activities of these essential oils generally exhibited high toxicity against A. salina, with LC50 values that ranged from 7.06 to 15.43 µg mL(-1), and significant larvicidal activity against fourth-instar A. aegypti larvae was observed in the essential oils from the seeds (LC50 of 13.27 µg mL(-1)) and roots (LC50 of 10.0 µg mL(-1)) of the plant. CONCLUSION: The present study indicates that both essential oil of P. klotzsdhianum and the isolate 1-butyl-3,4-methylenedioxybenzene are potential resources for A. aegypti larva control. This is the first report of the biological activities of the oil and isolated compound.


Assuntos
Inseticidas/química , Inseticidas/farmacologia , Larva/efeitos dos fármacos , Óleos Voláteis/química , Óleos Voláteis/farmacologia , Piper/química , Óleos de Plantas/química , Óleos de Plantas/farmacologia , Aedes/efeitos dos fármacos , Aedes/crescimento & desenvolvimento , Animais , Artemia/efeitos dos fármacos , Controle de Insetos , Larva/crescimento & desenvolvimento , Estrutura Molecular
17.
Biol. Res ; 46(3): 231-238, 2013. ilus, graf, tab
Artigo em Inglês | LILACS | ID: lil-692188

RESUMO

This study describes the isolation and identification of apigenin-7-O-ghicopyranoside, a flavonoid isolated from the flowers of Bellis perennis L., Asteraceae, an species with a broad spectrum of biological activities. The in vitro antioxidant activity and the inhibition of the enzyme acetylcholinesterase were evaluated. The flavonoid showed strong in vitro antioxidant potential, because of the capacity of removal of hydroxyl radicals and nitric oxide, and also prevented the formation of thiobarbituric acid-reactive substances. These parameters were inhibited at the highest concentration of ApG at rates of 77.7%, 72% and 73.4%, respectively, in addition to inhibiting acetylcholinesterase, suggesting potential use in the treatment of neurodegenerative diseases.


Assuntos
Antioxidantes/farmacologia , Asteraceae/química , Inibidores da Colinesterase/farmacologia , Flores/química , Extratos Vegetais/farmacologia , Acetilcolinesterase/efeitos dos fármacos , Asteraceae/classificação , Peroxidação de Lipídeos/efeitos dos fármacos , Extratos Vegetais/isolamento & purificação
18.
Molecules ; 17(10): 12197-205, 2012 Oct 17.
Artigo em Inglês | MEDLINE | ID: mdl-23075816

RESUMO

Betulinic, ursolic and oleanolic acids isolated from the aerial parts of Eriope blanchetii (Lamiaceae) were subjected to different esterification reactions, yielding 12 C-3 position ester derivatives. All compounds were identified using spectroscopic techniques, such as IR, 1H-NMR and MS. The derivatives were further investigated for their antioxidant level, Artemia salina lethality and antimicrobial activity.


Assuntos
Ácido Oleanólico/farmacologia , Triterpenos/farmacologia , Animais , Artemia/efeitos dos fármacos , Ésteres/química , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/farmacologia , Lamiaceae/química , Ressonância Magnética Nuclear Biomolecular , Ácido Oleanólico/química , Triterpenos Pentacíclicos , Extratos Vegetais/química , Triterpenos/química , Ácido Betulínico , Ácido Ursólico
19.
Nat Prod Commun ; 7(6): 781-3, 2012 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-22816307

RESUMO

Two new ceramides were isolated from the bulbs of Lepidaploa cotoneaster (Willd. ex Spreng.) H. Rob. [Vernonia cotoneaster (Willd. ex Spreng.) Less.)], in addition to germanicol, beta-sitosterol, stigmasterol, 3-beta-O-beta-D-glucopyranosyl-sitosterol, lupeol, lupeoyl acetate and tiliroside. The structures of the new compounds were elucidated by spectral techniques (MS, 1H NMR, 13C NMR, HSQC, HMBC, DEPT, and TOCSY) and were compared with data reported in literature, and were established as 2S*,2'R*,3S*,4R*,11E)-N-[2'-hydroxyhenicosanoyl]-2-amino-nonadec-11-ene-1,3,4-triol (1) and (2S*,2'R*,3S*,4R*,8E)-N-[2'-hydroxytricosanoyl]-2-amino-nonadec-8-ene-1,3,4-triol (2). To establish the structure and to locate the double bond, the methyl ester of the fatty acid and dimethyl disulfide (DMDS) derivatives were prepared for both ceramides.


Assuntos
Ceramidas/química , Componentes Aéreos da Planta/química , Rosaceae/química , Espectroscopia de Ressonância Magnética , Estrutura Molecular
20.
Rev. bras. farmacogn ; 22(3): 682-713, May-June 2012. ilus
Artigo em Inglês | LILACS | ID: lil-624694

RESUMO

Approximately 600-700 species of Ipomoea, Convolvulaceae, are found throughout tropical and subtropical regions of the world. Several of those species have been used as ornamental plants, food, medicines or in religious ritual. The present work reviews the traditional uses, chemistry and biological activities of Ipomoea species and illustrates the potential of the genus as a source of therapeutic agents. These species are used in different parts of the world for the treatment of several diseases, such as, diabetes, hypertension, dysentery, constipation, fatigue, arthritis, rheumatism, hydrocephaly, meningitis, kidney ailments and inflammations. Some of these species showed antimicrobial, analgesic, spasmolitic, spasmogenic, hypoglycemic, hypotensive, anticoagulant, anti-inflammatory, psychotomimetic and anticancer activities. Alkaloids, phenolics compounds and glycolipids are the most common biologically active constituents from these plant extracts.

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