<b>Antifungal activity of bergenin, a constituent of <i>Flueggea microcarpa</i></b>

Prithiviraj, Balakrishnan; Singh, U. P.; Manickam, M.; Srivastava, J. S.; Ray, Arnab

doi:10.1046/j.1365-3059.1997.d01-220.x

Cited by 48 publications

(24 citation statements)

References 11 publications

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“…Miconazole had MIC of 0.293,0.146 and 0.146 µM,respectively for A. flavus,A. niger,and A. nidulans,whereas bergenin had MIC of 1,093.0,476.1,951.9 µM. No previous studies of bergenin were reported, except against plant pathogenic fungi, where difficulties of adsorption of bergenin in the plant tissues were found (Prithiviraj et al, 1997).…”

Section: Resultsmentioning

confidence: 99%

“…The mechanism of action of bergenin is not known (Prithiviraj et al, 1997). Many phenol compounds isolated from plants show antifungal activity, including some gallic acid derivatives (Maillard et al, 1987;Singh et al, 1988;Da Silva et al, 2008) and bergenin is likely to act as these compounds.…”

Section: Resultsmentioning

confidence: 99%

“…Bergenin presents several biological activities such as anti-inflammatory (Swarnalakshmi et al, 1984;Nazir et al, 2007), antioxidant (Sumino et al, 2002), hepatoprotective (Lim et al, 2000), neuroprotective (Takahachi et al, 2003), and anti-HIV (Piacente, 1996). Bergenin also presents antifungal activity against some plant pathogenic fungi (Prithiviraj et al, 1997 …”

Section: Introductionmentioning

confidence: 99%

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Antimicrobial activity of bergenin from Endopleura uchi (Huber) Cuatrec

et al. 2009

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Endopleura uchi (Huber) Cuatrec. is an Amazon species traditionally used as treatment for inflammations and female disorders. Bergenin was isolated from ethyl acetate fraction of bark of E. uchi by using column chromatography over sephadex LH-20 and then silica gel 60 flash. Its structure was identified on the basis of its NMR spectra. The antimicrobial activity of bergenin and fractions of methanol extract of E. uchi were evaluated against ATCC microorganisms (Escherichia coli, Salmonella enteritidis, Pseudomonas aeruginosa, Enterococcus faecalis, Staphylococcus aureus, Candida albicans, C. guilliermondii, Aspergillus flavus, A. nidulans). Clinically isolated strains of all of these microorganisms, along with C. tropicalis, A. niger, Shigella sonnei, Serratia marcenses and Klebsiella pneumoniae were also evaluated. The growth inhibition caused by bergenin, extracts and fractions of E. uchi against ATCC microorganisms were similar to the inhibition to microorganisms clinically isolated. The ethyl acetate fraction and the isolate bergenin inhibit the growth of the yeasts C. albicans, C. tropicalis, and C. guilliermondii, but present lower activity against filamentous fungi Aspergillus flavus, A. nidulans, A. niger, and did not inhibit the Gram positive and Gram negative bacteria. The activity of the ethyl acetate fraction and bergenin are in agreement wit its high concentration found in bark extract of E. uchi. Moreover, the selective activity against three Candida species helps to understand its traditional use against infections that affect women.KEYWORDS: Antibacterial, Antifungal, Candida, Humiriaceae, Uxi-amarelo.Atividade antimicrobiana de bergenina isolada de Endopleura uchi (Huber) Cuatrec. RESUMOEndopleura uchi (Huber) Cuatrec. é uma espécie amazônica utilizada tradicionalmente para o tratamento de inflamações uterinas e outras afecções femininas. Das cascas de E. uchi foi isolada a substância bergenina, por meio de cromatografia em coluna usando como fases estacionárias sephadex LH-20 e posteriormente, sílica gel 60 flash. A identificação estrutural de bergenina foi realizada por meio de espectros de RMN. A avaliação da atividade antimicrobiana da bergenina, dos extratos e frações de E. uchi foi realizada contra microorganismos ATCC e clinicamente isolados (Escherichia coli, Salmonella enteritidis, Pseudomonas aeruginosa, Enterococcus faecalis, Staphylococcus aureus, Candida albicans, C. guilliermondii, Aspergillus flavus, A. nidulans). Além desses, foram testados os microorganismos isolados clinicamente (C. tropicalis, A. nidulans, A. niger, Shigella sonnei, Serratia marcenses, Klebsiella pneumoniae e Enterococcus faecalis).A inibição de crescimento dos microorganismos pela bergenina e extratos e frações de E. uchi contra os microorganismos ATCC foram similares à inibição obtida contra microorganimos isolados clinicamente. Os resultados revelaram a bergenina como um inibidor seletivo de Candida albicans, C. tropicalis e C. guilliermondii. Porém, a bergenina apresentou uma atividade inferior co...

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Antimicrobial activity of bergenin from Endopleura uchi (Huber) Cuatrec

et al. 2009

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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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“…It has been found that the rate of cytotoxicity depends on the presence and position of hydroxyl group in the isocoumarin framework. 37 Thunberginol B 22a-22b, naturally occurring isocoumarins, also show anticancer effect ( Figure 5). In addition, thunberginol B has been found to have antiallergic, antimicrobial, antioxidant, and choragic activities.…”

Section: −30mentioning

confidence: 99%

Isocoumarins and 3,4-dihydroisocoumarins, amazing natural products: a review

Saddiqa¹,

Çakmak²,

Usman³

2017

Turk J Chem

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Abstract:The isocoumarins are naturally occurring lactones that constitute an important class of natural products exhibiting an array of biological activities. A wide variety of these lactones have been isolated from natural sources and, due to their remarkable bioactivities and structural diversity, great attention has been focused on their synthesis. This review article focuses on their structural diversity, biological applications, and commonly used synthetic modes.

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Antifungal activity of bergenin, a constituent of Flueggea microcarpa

Cited by 48 publications

References 11 publications

Antimicrobial activity of bergenin from Endopleura uchi (Huber) Cuatrec

Antimicrobial activity of bergenin from Endopleura uchi (Huber) Cuatrec

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

Isocoumarins and 3,4-dihydroisocoumarins, amazing natural products: a review

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