Antimicrobial activity of bergenin from Endopleura uchi (Huber) Cuatrec

Silva, Saulo L. da; Oliveira, Viviane Guedes de; Yano, Tomomasa; Nunomura, Rita de Cássia Saraiva

doi:10.1590/s0044-59672009000100019

Cited by 45 publications

(35 citation statements)

References 18 publications

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“…9 Bergenin has been reported to have several biological activities, such as anti-inflammatory, 10,11 antioxidant, 12 hepatoprotective, 13 neuroprotective, 14 anti-HIV 15 and antifungal. 16,17 Here we report antiinflammatory activity of bergenin and the quantification of bergenin in an aqueous extract of bark, prepared as prescribed in the traditional medicine, by RP-HPLC. The inhibitory activity of bergenin against important enzymes (phospholipase A 2 and cyclooxygenases) involved in inflammatory mechanisms was also evaluated.…”

Section: Introductionmentioning

confidence: 99%

Characterization of bergenin in Endopleura uchi bark and its anti-inflammatory activity

Nunomura¹,

Oliveira²,

Silva³

et al. 2009

J. Braz. Chem. Soc.

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Endopleura uchi (Huber) Cuatrec. é uma planta medicinal da Amazônia utilizada no tratamento de inflamações e doenças do aparelho reprodutor feminino. A bergenina pura foi isolada do extrato metanólico das cascas de E. uchi, inicialmente por um processo de partição líquido-líquido, seguido de cromatografia em coluna de permeação em gel Sephadex LH-20 e finalmente de adsorção utilizando sílica gel 60. A elucidação estrutural foi determinada pela análise dos espectros de RMN. A atividade anti-inflamatória in vitro foi determinada pela medida da concentração inibitória (CI) da bergenina frente a três importantes enzimas: COX-1, COX-2 (ciclooxigenases) e fosfolipase A 2 (PLA 2 ). Essas enzimas foram selecionadas, porque são importantes alvos terapêuticos no processo de descobrimento de novas drogas anti-inflamatórias associadas com a biossíntese das prostaglandinas. A CI 50 da bergenina para a fosfolipase A 2 foi de 156,6 µmol L -1 . Comparada ao padrão de tioeteramida PC, bergenina foi considerada pouco ativa. A bergenina também não foi capaz de inibir COX-1 (CI 50 = 107,2 µmol L -1 ). Entretanto, bergenina foi capaz de inibir seletivamente COX-2 (CI 50 = 1,2 µmol L -1 ). Considerando o uso de E. uchi na medicina tradicional, a quantidade de bergenina no extrato aquoso preparado da forma popular foi quantificado por CLAE em fase reversa como sendo 3% nas cascas. Esses resultados indicam uma alta concentração de bergenina nos chás e nas cascas. A atividade inibitória seletiva para COX-2 também é importante, uma vez que inibidores seletivos de COX-2 têm sido clinicamente validados como drogas antiinflamatórias por sua eficácia e por não apresentar efeitos gastrintestinais colaterais.Endopleura uchi (Huber) Cuatrec. is an Amazon species traditionally used for the treatment of inflammations and female disorders. Pure bergenin was isolated from the methanolic extract of bark of E. uchi, firstly by using liquid-liquid partition chromatography followed by column chromatography over Sephadex LH-20 and then silica gel 60 flash chromatography. The structure of bergenin was identified on the basis of its NMR spectra. The in vitro anti-inflammatory activity was determined by the measurement of the inhibitory concentration (IC) of bergenin against three key enzymes: COX-1, COX-2 (cyclooxygenases) and phospholipase A 2 (PLA 2 ). These enzymes were selected because they are important targets for the discovery of new anti-inflammatory drugs associated with the biosynthesis of prostaglandins. The IC 50 of bergenin for phopholipase A 2 was determined as 156.6 µmol L -1 and bergenin was not considered active as compared to the positive control, tioetheramide PC. Bergenin did not inhibit COX-1 as well (IC 50 = 107.2 µmol L -1 ). However, bergenin selectively inhibited COX-2 (IC 50 = 1.2 µmol L -1 ). Because of the use of E. uchi in traditional medicine, bergenin was quantified in teas prepared as prescribed in traditional medicine by RP-HPLC as being 3% in the bark of E. uchi. The inhibitory activity towards COX-2 is important, since s...

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Section: Introductionmentioning

confidence: 99%

Characterization of bergenin in Endopleura uchi bark and its anti-inflammatory activity

Nunomura¹,

Oliveira²,

Silva³

et al. 2009

J. Braz. Chem. Soc.

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“…The fruit pulp contains oleic acid and trans-β-carotene as majority components, besides other carotenoid compounds (Silva et al 2009). Recently, we described the isolation of (+)-bergenin from the bark of this species (Abreu et al 2008).…”

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confidence: 99%

Pentacyclic triterpenes and steroids from the stem bark of uchi (Sacoglottis uchi, Humiriaceae)

et al. 2013

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The ethanol extract from stem bark of Sacoglottis uchi Huber (popularly known as "uchi" in the Amazon Region) was submitted to chromatographic fractionation. The dichloromethane fractions provided the pentacyclic triterpene 3-oxo-friedelin (1). The dichloromethane:methanol fractions provided the pentacyclic triterpenes pseudotaraxasterol (2), lupeol (3), α-amyrin (4), betulin (5), and methyl 2β,3β-dihydroxy-urs-12-en-28-oate (6) and a mixture of the steroids sitosterol (7) and stigmasterol (8). Their chemical structures were determined by NMR spectroscopy and comparison with spectroscopic data from the literature. All compounds are described for the first time in this species. KEYWORDS: Humiriaceae, medicinal plants, Amazon Region, triterpenesTriterpenos pentacíclicos e esteróides da casca do uchi (Sacoglottis uchi, Humiriaceae) RESUMO O extrato etanólico da casca do caule de Sacoglottis uchi Huber (conhecida popularmente como "uchi" na Amazônia) foi submetido a fracionamento cromatográfico. As frações eluídas com diclorometano forneceram o triterpeno pentacíclico 3-oxofriedelina (1). As frações em diclorometano:metanol forneceram os triterpenos pentacíclicos pseudotaraxasterol (2), lupeol (3), α-amirina (4), betulina (5) e 2β,3β-di-hidroxi-urs-12-en-28-oato de metila (6), além de uma mistura dos esteróides sitosterol (7) e estigmasterol (8). Suas estruturas químicas foram determinadas por espectroscopia de RMN e comparação com os dados espectroscópicos descritos na literatura. Todas as substâncias isoladas são descritas pela primeira vez nesta espécie.

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“…[44,50,72,120]. Inhibitory effect of bergenin on S. aureus, K. pneumoniae, Beta streptococcus and Yield percentage is calculated in dried plant material weight basis and the highest isolated yield is recorded from the available data.…”

Section: Antibacterial Activitymentioning

confidence: 99%

“…Bergenin (1) displayed antifungal activity against Candida albicans, Candida tropicalis and Candida guilliermondii with MIC values of 14.9, 14.9 and 29.8 μM, respectively, while a lower activity was observed against filamentous fungi Aspergillus flavus, Aspergillus nidulans and Aspergillus niger [72]. Antifungal activity of bergenin against Trichophyton mentagrophytes (MIC 250 μg/mL), Epidermophyton floccosum (MIC 500 μg/mL), Trichophyton rubrum (MIC 500 μg/mL), A. niger (MIC 500 μg/mL) and Botrytis cinerea (MIC 250 μg/mL) was reported by Raj et al [120].…”

Section: Antifungal Activitymentioning

confidence: 99%

Diversity, pharmacology and synthesis of bergenin and its derivatives: Potential materials for therapeutic usages

Bajracharya

2015

Fitoterapia

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Antimicrobial activity of bergenin from Endopleura uchi (Huber) Cuatrec

Cited by 45 publications

References 18 publications

Characterization of bergenin in Endopleura uchi bark and its anti-inflammatory activity

Characterization of bergenin in Endopleura uchi bark and its anti-inflammatory activity

Pentacyclic triterpenes and steroids from the stem bark of uchi (Sacoglottis uchi, Humiriaceae)

Diversity, pharmacology and synthesis of bergenin and its derivatives: Potential materials for therapeutic usages

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