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1.
Chem Biodivers ; 20(8): e202300161, 2023 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-37337851

RESUMO

Aconitum septentrionale is known to contain toxic diterpene alkaloids, while other bioactive compounds in the plant remain unclear. The aim of this study was to explore the phenolic compounds and polysaccharides from the water extract of A. septentrionale roots. Fifteen phenolic compounds were isolated and identified by NMR and MS, including fourteen known and one new dianthramide glucoside (2-[[2-(ß-D-glucopyranosyloxy)-5-hydroxybenzoyl]amino]-4,5-dihydroxybenzoic acid methyl ester, 14). One neutral (complex of glucans with minor amounts of mannans) and two acidic polysaccharide fractions (complexes of pectic polysaccharides and glucans) were also obtained. Hydroxytyrosol (1), hydroxytyrosol-1-O-ß-glucoside (2) and bracteanolide A (7) inhibited the release of nitric oxide by dendritic cells. Magnoflorine (8) and 2-[[2-(ß-D-glucopyranosyloxy)-5-hydroxybenzoyl]amino]-5-hydroxybenzoic acid methyl ester (12) inhibited 15-lipoxygenase, and bracteanolide A (7) was a moderate inhibitor of xanthine oxidase. This study is the first to describe the diversity of phenolics and polysaccharides from A. septentrionale and their anti-inflammatory and anti-oxidant activities.


Assuntos
Aconitum , Aconitum/química , Glucanos/análise , Glucosídeos/química , Fenóis/farmacologia , Fenóis/análise , Raízes de Plantas/química , Polissacarídeos/farmacologia , Polissacarídeos/química
2.
J Ethnopharmacol ; 301: 115818, 2023 Jan 30.
Artigo em Inglês | MEDLINE | ID: mdl-36220509

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Gentiana purpurea was one of the most important medicinal plants in Norway during the 18th and 19th centuries, and the roots were used against different types of gastrointestinal and airway diseases. AIM OF THE STUDY: To explore the content of bioactive compounds in a water extract from the roots, a preparation commonly used in traditional medicine in Norway, to assess the anti-inflammatory potential, and furthermore to quantify the major bitter compounds in both roots and leaves. MATERIALS AND METHODS: G. purpurea roots were boiled in water, the water extract applied on a Diaion HP20 column and further fractionated with Sephadex LH20, reverse phase C18 and normal phase silica gel to obtain the low molecular compounds. 1D NMR, 2D NMR, and ESI-MS were used for structure elucidation. HPLC-DAD analysis was used for quantification. The inhibition of TNF-α secretion in ConA stimulated peripheral blood mononuclear cells (PBMCs) was investigated. RESULTS: Eleven compounds were isolated and identified from the hot water extract of G. purpurea roots. Gentiopicrin, amarogentin, erythrocentaurin and gentiogenal showed dose-dependent inhibition of TNF-α secretion. Gentiopicrin is the major secondary metabolite in the roots, while sweroside dominates in the leaves. CONCLUSIONS: The present work gives a comprehensive overview of the major low-molecular weight compounds in the water extracts of G. purpurea, including metabolites produced during the decoction process, and show new anti-inflammatory activities for the native bitter compounds as well as the metabolites produced during preparation of the crude drug.


Assuntos
Gentiana , Gentiana/química , Fator de Necrose Tumoral alfa/análise , Água , Leucócitos Mononucleares , Extratos Vegetais , Raízes de Plantas/química , Anti-Inflamatórios , Compostos Fitoquímicos/análise
3.
Support Care Cancer ; 29(9): 4997-5007, 2021 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-33586003

RESUMO

BACKGROUND: Few clinical studies evaluate interventions to reduce oral discomfort among patients in palliative care. AIM: This study examines the efficacy of a Salvia officinalis (SO) based herbal mouth rinse compared to conventional normal saline (NS) in order to improve oral health. DESIGN: A block-randomized controlled trial. Data were collected before and after a 4-day intervention with either SO (n=44) or NS (n=44). Numerical rating scales (NRS, 0-10) and 12 items from the European Organisation for Research and Treatment of Cancer (EORTC) Quality of Life Questionnaire-Oral Health 17 (EORTC QLQ-OH17) measured patient-reported oral symptoms. An oral examination was performed before and after the intervention. SETTING/PARTICIPANTS: This study included adult patients with late-stage cancer in an inpatient hospice unit. RESULTS: Of the 88 patients included (mean age=63.9 years, SD=10.6), 73 (83%) completed the study. At baseline, 78% reported dry mouth on the EORTC QLQ-OH17, and 80% rated dry mouth ≥4 on the NRS. Total oral health scores based on the 12 EORTC QLQ-OH17 items improved similarly in both groups (p<0.001). However, dry mouth ratings on both the EORTC QLQ-OH17 (p=0.036) and NRS (p=0.045) improved more in the SO group than in the NS group. Plaque on the teeth improved in both the SO (p=0.008) and NS (p=0.018) groups, but plaque on the tongue and erythema only improved with NS. CONCLUSIONS: This study did not detect an overall significant difference between SO and NS. Both mouth rinses improved oral health parameters, indicating that systematic assessment and oral care may reduce oral discomfort. TRIAL REGISTRATION: NCT02067572.


Assuntos
Neoplasias , Salvia officinalis , Adulto , Idoso , Idoso de 80 Anos ou mais , Feminino , Humanos , Masculino , Pessoa de Meia-Idade , Antissépticos Bucais , Cuidados Paliativos , Qualidade de Vida , Inquéritos e Questionários , Chá
4.
Planta Med ; 85(13): 1073-1079, 2019 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-31365939

RESUMO

Zanthoxylum zanthoxyloides, syn. Fagara zanthoxyloides, is a tree growing in West Africa and is used in traditional medicine against a variety of diseases, including malaria. In the work reported here, root bark and stem bark extracts of this tree, as well as compounds isolated from the extracts, have been investigated for activity in vitro against chloroquine-sensitive and chloroquine-resistant strains of Plasmodium falciparum. In addition, toxicity against nauplii of the brine shrimp Artemia salina has been studied. Dichloromethane extracts of the root bark and stem bark, and a methanol extract of the stem bark, showed anti-parasitic activity towards chloroquine-sensitive as well as chloroquine-resistant P. falciparum, with IC50 values between 1 and 10 µg/mL. Among the isolated compounds, bis-dihydrochelerythrinyl ether, buesgenine, chelerythrine, γ-fagarine, skimmianine, and pellitorine were the most active, with IC50 values of less than 5 µg/mL. The dichloromethane extracts were toxic to brine shrimp nauplii, with LC50 values of less than 1 µg/mL. Methanol extracts were much less toxic (LC50 between 50 and 100 µg/mL). Among the isolated substances, bis-dihydrochelethrinyl ether was the most toxic (LC50 ca. 2 µg/mL).


Assuntos
Antimaláricos/farmacologia , Extratos Vegetais/farmacologia , Zanthoxylum/química , Casca de Planta/química , Folhas de Planta/química , Raízes de Plantas/química , Plasmodium falciparum/efeitos dos fármacos
5.
Sci Rep ; 8(1): 10561, 2018 Jul 12.
Artigo em Inglês | MEDLINE | ID: mdl-30002410

RESUMO

Garcinia L. (Clusiaceae) fruits are a rich source of (-)-hydroxycitric acid, and this has gained considerable attention as an anti-obesity agent and a popular weight loss food supplement. In this study, we assessed adulteration of morphologically similar samples of Garcinia using DNA barcoding, and used NMR to quantify the content of (-)-hydroxycitric acid and (-)-hydroxycitric acid lactone in raw herbal drugs and Garcinia food supplements. DNA barcoding revealed that mostly G. gummi-gutta (previously known as G. cambogia) and G. indica were traded in Indian herbal markets, and there was no adulteration. The content of (-)-hydroxycitric acid and (-)-hydroxycitric acid lactone in the two species varied from 1.7% to 16.3%, and 3.5% to 20.7% respectively. Analysis of ten Garcinia food supplements revealed a large variation in the content of (-)-hydroxycitric acid, from 29 mg (4.6%) to 289 mg (50.6%) content per capsule or tablet. Only one product contained quantifiable amounts of (-)-hydroxycitric acid lactone. Furthermore the study demonstrates that DNA barcoding and NMR could be effectively used as a regulatory tool to authenticate Garcinia fruit rinds and food supplements.


Assuntos
Fármacos Antiobesidade/análise , Suplementos Nutricionais/análise , Contaminação de Medicamentos/prevenção & controle , Contaminação de Alimentos/análise , Garcinia/química , Fármacos Antiobesidade/química , Cromatografia Líquida de Alta Pressão , Citratos/análise , Código de Barras de DNA Taxonômico , Contaminação de Alimentos/prevenção & controle , Frutas/química , Garcinia/genética , Índia , Espectroscopia de Ressonância Magnética
6.
Plants (Basel) ; 6(1)2017 Feb 21.
Artigo em Inglês | MEDLINE | ID: mdl-28230801

RESUMO

The ethnopharmacology, chemistry and pharmacology of four Malian medicinal plants, Biophytum umbraculum, Burkea africana, Lannea velutina and Terminalia macroptera are reviewed. These plants are used by traditional healers against numerous ailments: malaria, gastrointestinal diseases, wounds, sexually transmitted diseases, insect bites and snake bites, etc. The scientific evidence for these uses is, however, limited. From the chemical and pharmacological evidence presented here, it seems possible that the use in traditional medicine of these plants may have a rational basis, although more clinical studies are needed.

8.
J Ethnopharmacol ; 192: 450-458, 2016 Nov 04.
Artigo em Inglês | MEDLINE | ID: mdl-27647014

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Syzygium guineense has been traditionally used in Mali in West Africa for the treatment of different diseases such as stomach problems, wounds, inflammations and various female disorders. AIMS OF THE STUDY: (1) To perform an ethnopharmacological survey on the traditional use of S. guineense among Malian healers. (2) To isolate and identify chemical constituents from S. guineense leaves and to study their radical scavenging and enzyme inhibitory effects. MATERIALS AND METHODS: In four different districts in Mali, 44 healers were interviewed about their medicinal use of S. guineense. A methanol extract of the leaves of this tree was prepared and further fractionated using different chromatographic methods. Isolated compounds were identified by 1D and 2D NMR spectroscopy. Extracts and isolated compounds were investigated as DPPH radical scavengers and as inhibitors of xanthine oxidase and 15-lipoxygenase, and the methanol extract was tested for toxicity towards Artemia salina nauplii. RESULTS: Major uses by Malian healers were against dermatosis, pain, malaria/fever and for wound healing. There was little consensus about the use in the different districts. Leaves were most commonly used. From the methanol leaf extract, the flavonoids gallocatechin (1), myricetin (2), myricetin-3-O-glucoside (3), myricetin-3-O-rhamnoside (4), myricetin-3-O-glucuronide (5) and myricetin-3-O-ß-D-(6″-galloyl)galactoside (6), the gallotannins 1,2,3,6-tetra-O-galloyl-ß-D-glucose (7) and 1,2,3,4,6-penta-O-galloyl-ß-D-glucose (8), and the ellagitannins casuarictin (9) and casuarinin (10) were isolated. These ten polyphenols are all new for the species. The crude methanol extract was active as a radical scavenger and as an inhibitor of xanthine oxidase and 15-lipoxygenase. Among the isolated compounds, pentagalloylglucose was the best enzyme inhibitor (IC50 25±4µM for 15-lipoxygenase, 8±1µM for xanthine oxidase), while casuarictin (IC50 3.9±0.1µM), casuarinin (IC50 4.5±0.3µM) and pentagalloylglucose (IC50 5±1µM) showed the highest radical scavenging activity. The methanol extract was non-toxic to Artemia salina nauplii. CONCLUSION: S. guineense leaves are commonly used among Malian healers, however the traditional practice varies a lot between different regions. The leaves of S. guineense are rich in polyphenols; several are galloylated, either as galloylated flavonoids, gallotannins or ellagitannins. The high content of biologically active polyphenols might be important for medicinal effects of this plant and might give a rationale for the widespread usage of S. guineense in Mali.


Assuntos
Flavonoides/farmacologia , Conhecimentos, Atitudes e Prática em Saúde , Taninos Hidrolisáveis/farmacologia , Medicina Tradicional Africana , Extratos Vegetais/farmacologia , Syzygium/química , Adulto , Idoso , Idoso de 80 Anos ou mais , Animais , Artemia/efeitos dos fármacos , Compostos de Bifenilo/química , Consenso , Características Culturais , Etnobotânica , Etnofarmacologia , Feminino , Flavonoides/isolamento & purificação , Flavonoides/toxicidade , Sequestradores de Radicais Livres/isolamento & purificação , Sequestradores de Radicais Livres/farmacologia , Conhecimentos, Atitudes e Prática em Saúde/etnologia , Humanos , Taninos Hidrolisáveis/isolamento & purificação , Taninos Hidrolisáveis/toxicidade , Entrevistas como Assunto , Inibidores de Lipoxigenase/isolamento & purificação , Inibidores de Lipoxigenase/farmacologia , Masculino , Mali , Metanol/química , Pessoa de Meia-Idade , Fitoterapia , Picratos/química , Extratos Vegetais/isolamento & purificação , Extratos Vegetais/toxicidade , Folhas de Planta/química , Plantas Medicinais , Solventes/química , Syzygium/toxicidade , Xantina Oxidase/antagonistas & inibidores , Xantina Oxidase/metabolismo
9.
Malar J ; 15: 481, 2016 09 20.
Artigo em Inglês | MEDLINE | ID: mdl-27649682

RESUMO

BACKGROUND: Zanthoxylum heitzii (Rutaceae) (olon) is used in traditional medicine in Central and West Africa to treat malaria. To identify novel compounds with anti-parasitic activity and validate medicinal usage, extracts and compounds isolated from this tree were tested against the erythrocytic stages of the human malaria parasite Plasmodium falciparum and for inhibition of transmission in rodent malaria parasite Plasmodium berghei. RESULTS: Hexane bark extract showed activity against P. falciparum (IC50 0.050 µg/ml), while leaf and seed extracts were inactive. Fractionation of the hexane bark extract led to the identification of three active constituents; dihydronitidine, pellitorine and heitziquinone. Dihydronitidine was the most active compound with an IC50 value of 0.0089 µg/ml (25 nM). This compound was slow acting, requiring 50 % longer exposure time than standard anti-malarials to reach full efficacy. Heitziquinone and pellitorine were less potent, with IC50 values of 3.55 µg/ml and 1.96 µg/ml, but were fast-acting. Plasmodium berghei ookinete conversion was also inhibited by the hexane extract (IC50 1.75 µg/ml), dihydronitidine (0.59 µg/ml) and heitziquinone (6.2 µg/ml). Water extracts of Z. heitzii bark contain only low levels of dihydronitidine and show modest anti-parasitic activity. CONCLUSIONS: Three compounds with anti-parasitic activity were identified in Z. heitzii bark extract. The alkaloid dihydronitidine is the most effective of these, accounting for the bulk of activity in both erythrocytic and transmission-blocking assays. These compounds may present good leads for development of novel anti-malarials and add to the understanding of the chemical basis of the anti-parasitic activity in these classes of natural product.


Assuntos
Antimaláricos/farmacologia , Produtos Biológicos/farmacologia , Plasmodium berghei/efeitos dos fármacos , Plasmodium falciparum/efeitos dos fármacos , Zanthoxylum/química , Antimaláricos/isolamento & purificação , Produtos Biológicos/isolamento & purificação , Concentração Inibidora 50 , Plasmodium berghei/crescimento & desenvolvimento , Plasmodium falciparum/crescimento & desenvolvimento
10.
J Ethnopharmacol ; 190: 159-64, 2016 Aug 22.
Artigo em Inglês | MEDLINE | ID: mdl-27260410

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Biophytum umbraculum Welw. (Oxalidaceae) is a highly valued African medicinal plant used for treatment of cerebral malaria, a critical complication of falciparum malaria. AIM OF THE STUDY: To provide additional information about traditional use of B. umbraculum and to test plant extracts and isolated compounds for in vitro activities related to cerebral malaria. MATERIALS AND METHODS: The traditional practitioners were questioned about indication, mode of processing/application, dosage and local name of B. umbraculum. Organic extracts and some main constituents of the plant were investigated for anti-malaria, anti-complement activity and inhibition of NO secretion in a RAW 264.7 cell line. RESULTS: Treatment of cerebral malaria was the main use of B. umbraculum (fidelity level 56%). The ethyl acetate extract showed anti-complement activity (ICH50 5.7±1.6µg/ml), inhibition of macrophage activation (IC50 16.4±1.3µg/ml) and in vitro antiplasmodial activity (IC50 K1 5.6±0.13µg/ml, IC50 NF54 6.7±0.03µg/ml). The main constituents (flavone C-glycosides) did not contribute to the activity of the extract. CONCLUSION: Inhibition of complement activation and anti-inflammatory activity of B. umbraculum observed in this study might be possible targets for adjunctive therapy in cerebral malaria together with its antiplasmodial activity. However, clinical trials are necessary to evaluate the activity due to the complex pathogenesis of cerebral malaria.


Assuntos
Anti-Inflamatórios/farmacologia , Antimaláricos/farmacologia , Inativadores do Complemento/farmacologia , Macrófagos/efeitos dos fármacos , Malária Cerebral/prevenção & controle , Malária Falciparum/prevenção & controle , Oxalidaceae/química , Extratos Vegetais/farmacologia , Plasmodium falciparum/efeitos dos fármacos , Acetatos/química , Animais , Anti-Inflamatórios/isolamento & purificação , Antimaláricos/isolamento & purificação , Inativadores do Complemento/isolamento & purificação , Relação Dose-Resposta a Droga , Etnofarmacologia , Humanos , Concentração Inibidora 50 , Lipopolissacarídeos/farmacologia , Ativação de Macrófagos/efeitos dos fármacos , Macrófagos/imunologia , Macrófagos/metabolismo , Macrófagos/parasitologia , Malária Cerebral/imunologia , Malária Cerebral/metabolismo , Malária Cerebral/parasitologia , Malária Falciparum/imunologia , Malária Falciparum/metabolismo , Mali , Medicina Tradicional Africana , Camundongos , Óxido Nítrico/metabolismo , Fitoterapia , Componentes Aéreos da Planta/química , Extratos Vegetais/isolamento & purificação , Plantas Medicinais , Plasmodium falciparum/crescimento & desenvolvimento , Células RAW 264.7 , Solventes/química
11.
Fitoterapia ; 109: 196-200, 2016 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-26802607

RESUMO

Heitziquinone (7), a new benzophenanthridine alkaloid, together with five known compounds; isoarnottianamide (5), rhoifoline B (6), isobauerenol (8), 6-hydroxypellitorine (9) and sylvamide (10), were isolated as minor compounds from the hexane extract of stem bark from Zanthoxylum heitzii. Four previously reported compounds (1-4) were found, as well. Compounds 5 and 7 were both found to exist as 4:1 mixtures of two atropisomers. The structures were elucidated by 1D and 2D NMR spectroscopy and by mass spectrometry. Compounds 5-10 were identified for the first time in this species, and they are all rare natural compounds. Pellitorine (4), one of the main compounds from the hexane bark extract, was found to be responsible for the brine shrimp larvae toxicity (LC50 37 µM, 8 µg/ml) of the crude extract (LC50 24 µg/ml). Low cytotoxicity against a macrophage cell line was observed.


Assuntos
Benzofenantridinas/química , Casca de Planta/química , Zanthoxylum/química , Animais , Artemia/efeitos dos fármacos , Benzofenantridinas/isolamento & purificação , Ácidos Graxos Insaturados/química , Ácidos Graxos Insaturados/isolamento & purificação , Camundongos , Estrutura Molecular , Extratos Vegetais/química , Caules de Planta/química , Alcamidas Poli-Insaturadas/química , Alcamidas Poli-Insaturadas/isolamento & purificação , Células RAW 264.7 , Testes de Toxicidade
12.
Parasit Vectors ; 8: 503, 2015 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-26427956

RESUMO

BACKGROUND: Zanthoxylum heitzii bark extracts have insecticidal properties and have been reported to be used against malaria in Western Africa. Previously, it has been shown that a hexane extract of the bark is toxic to adult females of the mosquito Anopheles gambiae, a malaria vector. As part of our project on the control of malaria vectors using plant extracts, the phytochemistry of Z. heitzii bark hexane extract has been investigated with the aim to identify the major components with adulticidal and larvicidal effects on An. gambiae. METHODS: Z. heitzii stem bark was extracted with hexane, and the extract was fractionated to isolate major components from the bark, identified by NMR spectroscopy. Isolated compounds were tested for toxicity towards adult female An. gambiae mosquitoes and for larvicidal effects towards An. gambiae. RESULTS: The alkaloid dihydronitidine, the sesquiterpenoid caryophyllene oxide, the amide pellitorine and the lignan sesamin were identified as the major constituents in Z. heitzii bark. Pellitorine was toxic to both adult insects (LD50 50 ng/mg insect) and larvae (LD50 13 µg/ml). None of the other compounds were toxic to adults, but caryophyllene oxide and sesamin exhibited moderate larvicidal effects (LD50 > 150 µg/ml). A mixture of the four compounds in the same ratio as in the hexane extract showed higher toxicity (LD50 34 ng/mg insect) towards adult insects than the pure compounds. CONCLUSION: The toxicity of Z. heitzii bark hexane extract to An. gambiae is mostly due to pellitorine, although interactions between pellitorine and other, inactive constituents may enhance the activity of the extract.


Assuntos
Anopheles/efeitos dos fármacos , Inseticidas/farmacologia , Casca de Planta/química , Extratos Vegetais/farmacologia , Caules de Planta/química , Zanthoxylum/química , Animais , Ácidos Graxos Insaturados/química , Ácidos Graxos Insaturados/farmacologia , Feminino , Inseticidas/química , Extratos Vegetais/química , Alcamidas Poli-Insaturadas/química , Alcamidas Poli-Insaturadas/farmacologia
13.
Carbohydr Polym ; 113: 420-9, 2014 Nov 26.
Artigo em Inglês | MEDLINE | ID: mdl-25256503

RESUMO

Two pectic polysaccharides, 50 WCP-II-I and 100 WCP-II-I, were obtained from 50 and 100 °C water extracts of Codonopsis pilosula roots by ion exchange chromatography and gel filtration. The study of the sub-fractions obtained after pectinase degradation showed that the complement fixation activities of these pectins are expressed mainly by their ramified regions. The structure studies of native and sub-fractions showed the 50 WCP-II-I is a pectic polysaccharide, with long homogalacturonan regions (some of the galacturonic acid units were methyl esterified), interrupted by one short rhamnogalacturonan I (RG-I) region. The side chains of the RG-I region are arabinogalactan type I (AG-I) and type II (AG-II) attached on position 4 of rhamnose. The 100 WCP-II-I has two main ramified regions, one is galacturonan region with AG-I side chain on position 2 of GalA, and the other one is RG-I region with AG-II side chain on position 4 of Rha.


Assuntos
Codonopsis/química , Raízes de Plantas/química , Polissacarídeos/química , Cromatografia em Gel , Cromatografia por Troca Iônica , Galactanos/química , Ácidos Hexurônicos/química , Pectinas , Polissacarídeos/isolamento & purificação , Polissacarídeos/ultraestrutura , Água/química
14.
J Ethnopharmacol ; 155(2): 1219-26, 2014 Sep 11.
Artigo em Inglês | MEDLINE | ID: mdl-25017373

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: The root bark, stem bark and leaves of Terminalia macroptera have been traditionally used against a variety of ailments such as wounds, hepatitis, malaria, fever, cough, and diarrhea as well as tuberculosis and skin diseases in African folk medicine. Boiling water extracts of Terminalia macroptera, administered orally, are the most common preparations of this plant used by the traditional healers in Mali. This study aimed to investigate the inhibition of the activities of α-glucosidase, 15-lipoxygenase and xanthine oxidase, DPPH scavenging activity, complement fixation activity and brine shrimp toxicity of different extracts obtained by boiling water extraction (BWE) and by ASE (accelerated solvent extraction) with ethanol, ethanol-water and water as extractants from different plant parts of Terminalia macroptera. MATERIALS AND METHODS: 27 different crude extracts were obtained by BWE and ASE from root bark, stem bark and leaves of Terminalia macroptera. The total phenolic and carbohydrate contents, enzyme inhibition activities (α-glucosidase, 15-lipoxygenase and xanthine oxidase), DPPH scavenging activity, complement fixation activity and brine shrimp toxicity of these extracts were evaluated. Principal component analysis (PCA) was applied for total biological activities evaluation. RESULTS: Several of the extracts from root bark, stem bark and leaves of Terminalia macroptera obtained by BWE and ASE showed potent enzyme inhibition activities, radical-scavenging properties and complement fixation activities. None of the extracts are toxic against brine shrimp larvae in the test concentration. Based on the results from PCA, the ASE ethanol extracts of root bark and stem bark and the low molecular weight fraction of the 50% ethanol-water extract of leaves showed the highest total biological activities. The boiling water extracts were less active, but the bark extracts showed activity as α-glucosidase inhibitors and radical scavengers, the leaf extract being less active. CONCLUSION: The observed enzyme inhibition activities, radical scavenging properties and complement fixation activities may explain some of the traditional uses of this medicinal tree, such as in wound healing and against diabetes.


Assuntos
Antioxidantes/farmacologia , Artemia/efeitos dos fármacos , Inibidores Enzimáticos/farmacologia , Fatores Imunológicos/farmacologia , Extratos Vegetais/farmacologia , Terminalia , Animais , Antioxidantes/química , Antioxidantes/isolamento & purificação , Antioxidantes/toxicidade , Compostos de Bifenilo/química , Ativação do Complemento/efeitos dos fármacos , Testes de Fixação de Complemento , Inibidores Enzimáticos/química , Inibidores Enzimáticos/isolamento & purificação , Inibidores Enzimáticos/toxicidade , Inibidores de Glicosídeo Hidrolases/farmacologia , Fatores Imunológicos/química , Fatores Imunológicos/isolamento & purificação , Fatores Imunológicos/toxicidade , Dose Letal Mediana , Inibidores de Lipoxigenase/farmacologia , Fitoterapia , Picratos/química , Casca de Planta , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Extratos Vegetais/toxicidade , Folhas de Planta , Raízes de Plantas , Caules de Planta , Plantas Medicinais , Análise de Componente Principal , Ovinos , Terminalia/química , Xantina Oxidase/antagonistas & inibidores , Xantina Oxidase/metabolismo
15.
Pharm Biol ; 52(9): 1166-9, 2014 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-24635511

RESUMO

CONTEXT: Terminalia macroptera Guill. & Perr. (Combretaceae), a tree that grows in West Africa, has been used in traditional medicine against a variety of diseases such as hepatitis, gonorrhea, skin diseases, and diabetes. OBJECTIVE: To investigate enzyme inhibitory activity against α-glucosidase and 15-lipoxygenase (15-LO) and toxicity against brine shrimp of extracts and compounds from T. macroptera leaves. MATERIALS AND METHODS: Methanol extract, ethyl acetate, and butanol extracts obtained from the methanol extract, six isolated polyphenols (chebulagic acid, chebulic acid trimethyl ester, corilagin, methyl gallate, narcissin, and rutin), and shikimic acid were evaluated for enzyme inhibition and toxicity. RESULTS: In enzyme inhibition assays, all extracts showed high or very high activity. Chebulagic acid showed an IC50 value of 0.05 µM towards α-glucosidase and 24.9 ± 0.4 µM towards 15-LO, in contrast to positive controls (acarbose: IC50 201 ± 28 µM towards α-glucosidase, quercetin: 93 ± 3 µM towards 15-LO). Corilagin and narcissin were good 15-LO and α-glucosidase inhibitors, as well, while shikimic acid, methyl gallate, and chebulic acid trimethyl ester were less active or inactive. Rutin was a good α-glucosidase inhibitor (IC50 ca. 3 µM), but less active towards 15-LO. None of the extracts or the isolated compounds seemed to be very toxic in the brine shrimp assay compared with the positive control podophyllotoxin. CONCLUSION: Inhibition of α-glucosidase in the gastrointestinal tract may be a rationale for the medicinal use of T. macroptera leaves against diabetes in traditional medicine in Mali. The plant extracts and its constituents show strong inhibition of the peroxidative enzyme 15-LO.


Assuntos
Inibidores de Glicosídeo Hidrolases/farmacologia , Inibidores de Lipoxigenase/farmacologia , Extratos Vegetais/farmacologia , Terminalia/química , Animais , Artemia , Inibidores de Glicosídeo Hidrolases/isolamento & purificação , Inibidores de Glicosídeo Hidrolases/toxicidade , Concentração Inibidora 50 , Inibidores de Lipoxigenase/isolamento & purificação , Inibidores de Lipoxigenase/toxicidade , Mali , Medicina Tradicional Africana , Extratos Vegetais/administração & dosagem , Extratos Vegetais/toxicidade , Folhas de Planta , Testes de Toxicidade
16.
Molecules ; 18(9): 10312-9, 2013 Aug 26.
Artigo em Inglês | MEDLINE | ID: mdl-24064447

RESUMO

Three flavone-C-glycosides-cassiaoccidentalin A (1), isovitexin (2) and isoorientin (3)-were isolated from the ethyl acetate (EtOAc) soluble fraction of the methanol crude extract of the African medicinal plant Biophytum umbraculum, This is the first report of these compounds in this plant. All compounds were identified by spectroscopic analysis and comparison with published data. Isoorientin (3) and the EtOAc extract showed the greatest antioxidant activity in the DPPH assay as well as the strongest inhibition of xanthine oxidase (XO) and 15-lipoxygenase (15-LO). From these results, the extract of B. umbraculum might be a valuable source of flavone C-glycosides.


Assuntos
Apigenina/química , Glicosídeos/química , Luteolina/química , Magnoliopsida/química , Extratos Vegetais/química , Apigenina/isolamento & purificação , Araquidonato 15-Lipoxigenase/química , Flavonas/química , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/isolamento & purificação , Glicosídeos/isolamento & purificação , Inibidores de Lipoxigenase/química , Inibidores de Lipoxigenase/isolamento & purificação , Luteolina/isolamento & purificação , Extratos Vegetais/isolamento & purificação , Plantas Medicinais/química , Xantina Oxidase/antagonistas & inibidores , Xantina Oxidase/química
17.
J Ethnopharmacol ; 139(3): 858-62, 2012 Feb 15.
Artigo em Inglês | MEDLINE | ID: mdl-22212502

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Ximenia americana is a medicinal bushy, spiny shrub or small tree used in Mali in West Africa for treatment of various diseases, most common are infectious and inflammatory ailments. AIMS OF THE STUDY: (1) To perform an ethnopharmacological survey on the traditional use of Ximenia americana among healers in Mali. (2) To isolate and identify chemical constituents from the ethanol extract of Ximenia americana leaves and to study their radical scavenging and enzyme inhibitory effects. MATERIALS AND METHODS: In five different districts in Mali, 38 healers were interviewed about their medicinal use of Ximenia americana. An aqueous ethanol extract of the leaves of this tree was prepared and further fractionated with liquid-liquid extraction, VersaFlash and Sephadex LH-20 column chromatography, and preparative HPLC. Isolated compounds were identified by 1D and 2D NMR spectroscopy. Extracts, subfractions and isolated compounds were investigated as DPPH radical scavengers and as inhibitors of xanthine oxidase and 15-lipoxygenase. RESULTS: Major areas of use by Malian healers were against throat infection, amenorrhea and as tonic. Fractionation of the ethanol extract led to the isolation and identification of the cyanogenic glycoside sambunigrin (1), which is previously known from the plant. Additionally, gallic acid (2) and the gallotannins ß-glucogalline (3) and 1,6-digalloyl-ß-glucopyranose (4) were found. The following flavonoids were isolated: quercetin (5), quercitrin (quercetin-3-O-α-rhamnopyranoside) (6), avicularin (quercetin-3-O-α-arabinofuranoside) (7), quercetin-3-O-ß-xylopyranoside (8), quercetin-3-O-(6″-galloyl)-ß-glucopyranoside (9) and kaempferol-3-O-(6″-galloyl)-ß-glucopyranoside (10). The flavonoids were active both as enzyme inhibitors and DPPH radical scavengers. CONCLUSION: Sambunigrin (1) was the main compound in the EtOAc soluble fraction of the alcoholic extract of Ximenia americana leaves. Gallic acid (2), gallotannins (3-4) and flavonoids (5-10) were identified for the first time in the genus Ximenia. The identified compounds may give a rationale for the traditional use of Ximenia americana in Mali. Healers interviewed reported the use against throat infections, amenorrhea, as tonic, for wound healing and against pain.


Assuntos
Etnofarmacologia , Medicina Tradicional Africana , Olacaceae/química , Fitoterapia , Extratos Vegetais/uso terapêutico , Polifenóis/uso terapêutico , Amenorreia/tratamento farmacológico , Feminino , Humanos , Infecções/tratamento farmacológico , Masculino , Mali , Dor/tratamento farmacológico , Extratos Vegetais/farmacologia , Folhas de Planta , Polifenóis/farmacologia , Cicatrização/efeitos dos fármacos
18.
Molecules ; 16(9): 7773-88, 2011 Sep 13.
Artigo em Inglês | MEDLINE | ID: mdl-22143542

RESUMO

The chemical constituents and biological activity of Pinus cembra L. (Pinaceae), native to the Central European Alps and the Carpathian Mountains, are not well known. The aim of the present work was to examine the phenolic content, antioxidant and antimicrobial effects of hydromethanolic extracts of Pinus cembra L. bark and needles. Bark extract had higher concentrations of total phenolics (299.3 vs. 78.22 mg gallic acid equivalents/g extract), flavonoids (125.3 vs. 19.84 mg catechin equivalents/g extract) and proanthocyanidins (74.3 vs. 12.7 mg cyanidin equivalents/g extract) than needle extract and was more active as a free radical scavenger, reducing agent and antimicrobial agent. The EC50 values in the 2,2-diphenyl-1-picrylhydrazyl (DPPH), 2,2'-azino-bis(3-ethylbenzo-thiazoline-6-sulfonic acid) diammonium salt (ABTS) and reducing power assays were 71.1, 6.3 and 26 mg/mL for bark extract and 186.1, 24 and 104 mg/mL for needle extract, respectively. In addition, needle extract showed ferrous ions chelating effects (EC50 = 1,755 µg/mL). The antimicrobial effects against Staphylococcus aureus, Sarcina lutea, Bacillus cereus, Escherichia coli, Pseudomonas aeruginosa and Candida albicans were assessed by the agar diffusion method. Both extracts (4 mg/well) were active against all the microorganisms tested; bark extract showed higher inhibition on all strains. These results indicate that Pinus cembra L. bark and needles are good sources of phytochemicals with antioxidant and antimicrobial activities.


Assuntos
Antibacterianos/farmacologia , Antioxidantes/farmacologia , Pinus/química , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Antibacterianos/análise , Antibacterianos/química , Antioxidantes/análise , Antioxidantes/química , Bacillus cereus/efeitos dos fármacos , Candida albicans/efeitos dos fármacos , Escherichia coli/efeitos dos fármacos , Sequestradores de Radicais Livres/análise , Sequestradores de Radicais Livres/farmacologia , Testes de Sensibilidade Microbiana , Oxirredução , Fenóis/análise , Fenóis/química , Fenóis/farmacologia , Casca de Planta/química , Extratos Vegetais/análise , Folhas de Planta/química , Pseudomonas aeruginosa/efeitos dos fármacos , Sarcina/efeitos dos fármacos , Staphylococcus aureus/efeitos dos fármacos
19.
J Ethnopharmacol ; 137(3): 1486-91, 2011 Oct 11.
Artigo em Inglês | MEDLINE | ID: mdl-21884779

RESUMO

The tree Terminalia macroptera (Combretaceae) is widespread in Western Africa, and in this area, different parts have been utilized in the treatment of various diseases. In this article, we report on the medicinal use of T. macroptera in three different districts in Mali (Siby, Dioïla and Dogonland), based on interviews with 78 healers in these districts. Roots, root bark, stem bark, leaves and fruits have all been employed by healers, as has parasitic Loranthus species growing on the tree. Major areas of use comprise treatment of wounds and sores, infections, pain, cough, tuberculosis and hepatitis. Some of the medicinal uses of T. macroptera appear to be rationally explained by its chemical constituents.


Assuntos
Conhecimentos, Atitudes e Prática em Saúde , Medicina Tradicional Africana , Fitoterapia , Preparações de Plantas/uso terapêutico , Terminalia , Adulto , Idoso , Idoso de 80 Anos ou mais , Características Culturais , Feminino , Humanos , Entrevistas como Assunto , Masculino , Mali , Pessoa de Meia-Idade , Plantas Medicinais
20.
Nat Prod Commun ; 6(8): 1125-8, 2011 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-21922915

RESUMO

From a methanol extract of the leaves of the Malian medicinal tree Terminalia macroptera, cis-polyisoprene (1), chebulic acid trimethyl ester (2), methyl gallate (3), shikimic acid (4), corilagin (5), rutin (6), narcissin (7), chebulagic acid (8) and chebulinic acid (9), were isolated. Cispolyisoprene (1) was the major non-polar constituent. The novel compound 2 showed high radical scavenging activity (IC50 4.7 microg/mL), but was inactive as xanthine oxidase inhibitor. The major substituent of the crude extract, substance 5, showed a high radical scavenger effect (IC50 2.7 microg/mL) and weak xanthine oxidase inhibition (IC50 ca 105 microg/mL). The antioxidant and radical scavenging effects of some of the substances identified in this study may to some extent explain the medical use of this tree in West Africa.


Assuntos
Compostos de Bifenilo/química , Sequestradores de Radicais Livres/farmacologia , Picratos/química , Extratos Vegetais/química , Folhas de Planta/química , Terminalia/química , Xantina Oxidase/antagonistas & inibidores , Sequestradores de Radicais Livres/química , Mali , Estrutura Molecular , Plantas Medicinais
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