Anti-hyperalgesic properties of the extract and of the main sesquiterpene polygodial isolated from the barks of Drymis winteri (Winteraceae)

Mendes, Gilboé L.; Santos, Adair R.S.; Campos, Maria M.; Tratsk, Karla S.; Yunes, Rosendo A.; Filho, Valdir Cechinel; Calixto, João B.

doi:10.1016/s0024-3205(98)00285-9

Cited by 52 publications

(33 citation statements)

References 23 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…29 The experimental evidences showing that the crude oil from stem barks of D. brasiliensis showed pronounced anti-inflammatory proprieties when administered in mices. The obtained results were similar to those observed to sesquiterpene polygodial, an anti-inflammatory and antinociceptive agent obtained from the extract from stem barks of D. winter 10 and D. brasiliensis.…”

Section: Resultssupporting

confidence: 85%

“…Analgesics for central action, such as morphine, inhibit the both phases in contrast to drugs of peripheral action such as anti-inflammatories and corticoids, which inhibit only the second phase. 22,27 Although polygodial has been described as antinociceptive and anti-inflammatory agent from D. winteri, 10,17 the oil from stem barks of D. brasiliensis showed higher potential than this pure aldehyde sesquiterpene.…”

Section: Resultsmentioning

confidence: 99%

“…21, No. 9, 2010 including antibacterial, 2 anti-inflammatory, 3 anti-allergic, 3 antifungal, [4][5][6] antinociceptive, [7][8][9] anti-hyperalgesic, 10 and antibacterial. 11 Nevertheless, there are only two works about the chemical composition of D. brasiliensis, in which the same type of drimane sesquiterpenes have been found, such as confertifolin, drimanial, valdiviolide, polygodial, 1-b-(pmethoxycinnamoyl)polygodial and 1-b-(p-cumaroyloxy) polygodial.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Chemical composition and anti-inflammatory evaluation of essential oils from leaves and stem barks from Drimys brasiliensis Miers (Winteraceae)

Lago¹,

Carvalho²,

Silva³

et al. 2010

J. Braz. Chem. Soc.

View full text Add to dashboard Cite

Os óleos essenciais das folhas e das cascas do tronco de Drimys brasiliensis Miers (Winteraceae) foram obtidos individualmente por hidrodestilação e suas composições químicas foram determinadas através de análise por CG/DIC e CG/EM. Os principais constituintes identificados foram monoterpenos (folhas 4,31% e cascas do tronco 90,02%) e sesquiterpenos (folhas 52,31% e cascas do tronco 6,35%). Adicionalmente, o sesquiterpeno poligodial foi isolado do extrato em hexano das cascas do tronco de D. brasiliensis após fracionamento cromatográfico e caracterizado por métodos espectroscópicos. Visando a avaliação do potencial anti-inflamatório, os óleos essenciais brutos e o sesquiterpeno poligodial foram submetidos à bioensaios para avaliação da toxicidade aguda destes compostos bem como das atividades anti-inflamatória e antinociceptiva induzidas por carragenina e formalina em ratos. Nossos resultados mostraram que o óleo essencial bruto obtido das cascas do tronco reduziu significativamente o edema induzido por carragenina. O efeito anti-inflamatório induzido pelo óleo das cascas do tronco (a 200 mg kg -1 ) foi similar ao observado para indometacina (a 10 mg kg -1 ) e superior ao poligodial (a 200 mg kg -1 ) em 30 e em 60 min após administração. A resposta inflamatória induzida pela formalina foi efetiva para o óleo das cascas do tronco (62,5%) em comparação ao poligodial (50,0%).The essential oils from leaves and stem barks from Drimys brasiliensis Miers (Winteraceae) were individually obtained by hydrodistillation and their compounds characterized by use of GC/FID and GC/MS. The main identified derivatives were monoterpenes (leaves 4.31% and stem barks 90.02%) and sesquiterpenes (leaves 52.31% and stem barks 6.35%). Additionally, the sesquiterpene polygodial was isolated from hexane extract from stem barks of D. brasiliensis after chromatographic steps and characterized by spectroscopic means, mainly NMR. Aiming the evaluation of anti-inflammatory potential, the crude essential oils and the sesquiterpene polygodial were subjected to bioassays to evaluate the acute toxicity of these compounds as well as the anti-inflammatory and antinociceptive activities induced by carrageenan and formalin in mices. Ours results showed that essential oil obtained from the stem barks significantly reduced the oedema induced by carrageenan. The anti-inflammatory effect induced by stem barks oil (at 200 mg kg -1 ) was similar to observed for indomethacin (at 10 mg kg -1 ) and superior for polygodial (at 200 mg kg -1 ) in 30 and 60 min after the administration of essential oils. The inflammatory response induced by formalin was effective to the stem barks oil (62.5%) in comparison to polygodial (50.0%).Keywords: Drimys brasiliensis Miers, essential oil composition, antinociceptive, antiinflammatory, acute toxicity IntroductionDrimys brasiliensis Miers belongs to Winteraceae family, whose occurrence is restrict to South America. This species is known in Brazil with a vernacular name "cascad'anta" and has been used in folk medicine as analg...

show abstract

Section: Resultssupporting

confidence: 85%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Chemical composition and anti-inflammatory evaluation of essential oils from leaves and stem barks from Drimys brasiliensis Miers (Winteraceae)

Lago¹,

Carvalho²,

Silva³

et al. 2010

J. Braz. Chem. Soc.

View full text Add to dashboard Cite

show abstract

“…Concluding, the presence of a strong antibiotic compound such as polygodial, that also displays anti-hyperalgesic properties in models of inflammatory and neurogenic pain (Mendes et al 1998), supports the ethnomedical use of this plant for the treatment of intestinal pains and infections.…”

Section: Resultsmentioning

confidence: 79%

Polygodial, the fungitoxic component from the Brazilian medicinal plant Polygonum punctatum

Alves

Kloos

et al. 2001

Mem. Inst. Oswaldo Cruz

View full text Add to dashboard Cite

Polygonum punctatum (Polygonaceae) is an herb known in some regions of Brazil as "erva-debicho" and is used Several plant species of the genus Polygonum (Polygonaceae) are used in the folk medicine at different parts of the world to treat many diseases including skin infections, dysentery, snake-bite, hemorrhoids, insomnia and heart diseases and is also used for liver protection (WHO 1989a(WHO ,b, 1998a. According to the NAPRALERT database, in Latin America and North America Polygonum punctatum Elliot is used in some areas to treat a diversity of ailments including hemorrhoids, diarrhoea, colds and influenza. In Brazil, P. punctatum (syn. Persicaria punctata and P. acre) is popularly known as "erva-de-bicho", "capiçoba", "pimenta-d'água", "pimenta-do-brejo" and "cataia" (Corrêa 1984). It is used to treat hemorrhoids and rheumatism, as an abortive, a diuretic and a hemenagogue (Martins et al. 1995). Previous pharmacological studies with the ethanol/water extract of the entire plant disclosed antihistaminic, anti-inflammatory, antipyretic and hypotensive activities (Oliveira-Simões et al. 1989). Toxicity assays of the methanolic and aqueous extracts in the rat model indicated an LC 50 > 1g/kg (Bhakuni et al. 1969).In our search for bioactive compounds from the Brazilian flora, we screened hundreds of plant extracts, including those from medicinal plants, for fungitoxic activity against Cladosporium sphaerospermum (Alves et al. 2000) using a bioautographic assay based on the protocol described by Homans and Fuchs (1970). The crude dichloromethane extract of aerial parts of P. punctatum was one of the most active. Aiming to isolate and identify the fungitoxic compound(s) we investigated this extract using a bioassay-guided chemical fractionation protocol. MATERIALS AND METHODSPlant collection -The aerial parts of the plant were collected at Governador Valadares, State of Minas Gerais, Brazil. A voucher specimen was deposited in the Department of Botany Herbarium, Universidade Federal de Minas Gerais, under the code BHCB 41475.Extraction -The plant was dried at 45°C in a convection oven and powdered in a knife mill. The powder (85 g) was macerated at room temperature for 24 h in dichloromethane. After filtration, the solvent was removed by rotary evaporation under reduced pressure and at temperatures below 45°C affording 2 g of crude extract.Isolation and identification of pure compound -The crude extract (500 mg) was submitted to centrifugal circular chromatography using hexane/ ethanol/water (10:9:1). Thirty fractions were collected. The fungitoxic fractions 11 to 13 were grouped (31 mg) and chromatographed on a silicagel column eluted with dichloromethane. A white solid (5 mg, 0.23% yield from dry plant) was obtained as the active compound.Bioautographic assay with C. sphaerospermum-The procedure of Homans and Fuchs (1970) was adapted. Briefly, the extract, fractions 832 Fungitoxic Component from P. punctatum Tânia Maria de Almeida Alves et al.and pure compound (100 µg) were spotted on TLC plates using the app...

show abstract

“…15 Indeed, it has been reported that polygoidal may account for nearly 40% of commercial T. lanceolata essential oil components. 15 Many studies have reported the therapeutic properties of this compound, including its anti-bacterial, 26 anti-fungal, [27][28][29] anti-hyperalgesia, 30 anti-inflammatory, anti-allergic and vasorelaxation activities. 31 Several studies have also reported protozoal growth inhibitory activity for polygodial and its derivatives.…”

Section: Discussionmentioning

confidence: 99%

Phytochemical Analysis of Tasmannia lanceolata Extracts and Inhibition of Giardia duodenalis Proliferation

Rayan¹,

Matthews²,

Donnell³

et al. 2016

Phcogj

View full text Add to dashboard Cite

Background: Giardiasis is a debilitating disease caused by gastrointestinal parasites of the genus Giardia. Tasmannia lanceolata (Tasmanian pepper berry) has a high anti-oxidant capacity and has documented therapeutic properties for a variety of pathogenic diseases. Materials and methods: Solvent extracts of T. lanceolata berry and leaf were investigated for the ability to block G. duodenalis growth. The IC 50 values of the extracts which displayed inhibitory activity were determined to quantify and compare their efficacies. Toxicity was determined using the Artemia franciscana nauplii bioassay. Active extracts were analysed by non-targeted HPLC-QTOF mass spectroscopy (with screening against 3 compound databases) for the identification and characterisation of individual components in crude plant extracts. Results: Methanolic, aqueous and ethyl acetate T. lanceolata berry and leaf extracts displayed potent G. duodenalis growth inhibitory activity. The methanolic extracts were the most potent growth inhibitors with IC 50 values of approximately 180 µg/ml and 420 µg/ml for the berry and leaf methanolic extracts respectively. The aqueous, ethyl acetate, chloroform and hexane extracts also inhibited G. duodenalis growth, albeit with lower potency. HPLC-QTOF mass spectroscopy analysis of the extracts

show abstract

Anti-hyperalgesic properties of the extract and of the main sesquiterpene polygodial isolated from the barks of Drymis winteri (Winteraceae)

Cited by 52 publications

References 23 publications

Chemical composition and anti-inflammatory evaluation of essential oils from leaves and stem barks from Drimys brasiliensis Miers (Winteraceae)

Chemical composition and anti-inflammatory evaluation of essential oils from leaves and stem barks from Drimys brasiliensis Miers (Winteraceae)

Polygodial, the fungitoxic component from the Brazilian medicinal plant Polygonum punctatum

Phytochemical Analysis of Tasmannia lanceolata Extracts and Inhibition of Giardia duodenalis Proliferation

Contact Info

Product

Resources

About