Bergenin of Peltophorum dubium (Fabaceae) Roots and Its Bioactive Semi‑Synthetic Derivatives

Neto, Oscar C. da Silva; Teodoro, Marla T.F.; Nascimento, Bruna O. do; Cardoso, Klauber Viana; Silva, Eliane de Oliveira; David, Jorge M.; David, Juceni P.

doi:10.21577/0103-5053.20200141

Cited by 4 publications

(6 citation statements)

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“…After treatment with the extract (0.3 to 30 mg/kg), the results suggested that the extract showed therapeutic action in rheumatoid arthritis and decreased the amount of inflammation through the de-accumulation of pro-inflammatory cytokines and by modulating the immune response in the cells. Bharat et al [ 122 ] came to the same conclusion using the ethanolic extract of the rhizome of bergenin-rich B. ciliata (IC 50 of 2 g/kg) in rats induced to arthritis using Mycobacterium .…”

Section: Biological and Pharmacological Activities Of Bergeninmentioning

confidence: 74%

“…(−), E. Proteus sp. (−), E. phaeacalis (+) and S. aureus (+) (IC 50 ranging from 3.125 to 6.25 µg/mL) [ 122 ]. Nyemb et al [ 123 ] reported that bergenin isolated from C. populnea roots had an inhibitory effect against four strains of Gram-negative bacteria in vitro: S. typhi (ATCC6539), S. typhi (isolated), P. aeruginosa (ATCC9721) and E. coli (isolated), IC 50 ranging from 8 to 64 µg/mL.…”

Section: Biological and Pharmacological Activities Of Bergeninmentioning

confidence: 99%

“…Semisynthetic derivatives of bergenin isolated from the root of P. dubium [ 122 ] showed antibacterial activity in vitro using the agar diffusion method. 8,10-dihexyl-bergenin (1a), 8,10-didecyl-bergenin (1b), 8,10-ditetradecyl-bergenin (1c), 8,10-dimethylbergenin (1d), 8-methylbergenin, and 8,10-dioctyl-bergenin (1e) ( Figure 2 ) exhibited antibacterial activity against S. aureus , B. subtilis , E. coli , and K. pneumoniae , with a minimum inhibitory concentration (MIC) of 5.1–6.2 mM [ 126 ], which suggests that pure bergenin can be transformed into a potent antibacterial agent [ 126 ].…”

Section: Biological and Pharmacological Activities Of Bergeninmentioning

confidence: 99%

“…Bergenin isolated from the cortex of M. japonicus exhibited a hepatoprotective effect in rats (IC 50 of 50 mg/kg) and normalized the decreased activities of glutathione S-transferase and glutathione reductase, in addition to significantly preventing the elevation of hepatic malondialdehyde formation and depletion of reduced glutathione content in the liver [ 206 ]. Bergenin isolated from the herb S. stolonifera exhibited (IC 50 of 100 mg/kg) a hepatoprotective effect and detoxified liver cells [ 206 ]; bergenin isolated from the extract of P. pterocarpum showed a hepatoprotective effect in albino rats (IC 50 of 100 mg/kg) reducing excessive levels of the enzymes alanine aminotransferase (ALT), alkaline phosphatase (ALP), gamma-glutamyltransferase (γ-GT), direct bilirubin (DB) and total bilirubin (TB) [ 207 , 208 ]; bergenin and 11- O- galloylbergenin, isolated from the leaves of A. edulis , have remarkable antihepatotoxic activity against CCl 4 and galactosamine cytotoxicity in cultured primary rat hepatocytes (IC 50 of 100 mg/kg) [ 122 ]. Mondal et al [ 209 ] reported that the hepatoprotective capacity of bergenin could also be related to the fact that it can sequester free radicals and restore the antioxidant oxidant balance.…”

Section: Biological and Pharmacological Activities Of Bergeninmentioning

confidence: 99%

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Chemistry and Pharmacology of Bergenin or Its Derivatives: A Promising Molecule

et al. 2023

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Bergenin is a glycosidic derivative of trihydroxybenzoic acid that was discovered in 1880 by Garreau and Machelart from the rhizomes of the medicinal plant Bergenia crassifolia (currently: Saxifraga crassifolia—Saxifragaceae), though was later isolated from several other plant sources. Since its first report, it has aroused interest because it has several pharmacological activities, mainly antioxidant and anti-inflammatory. In addition to this, bergenin has shown potential antimalarial, antileishmanial, trypanocidal, antiviral, antibacterial, antifungal, antinociceptive, antiarthritic, antiulcerogenic, antidiabetic/antiobesity, antiarrhythmic, anticancer, hepatoprotective, neuroprotective and cardioprotective activities. Thus, this review aimed to describe the sources of isolation of bergenin and its in vitro and in vivo biological and pharmacological activities. Bergenin is distributed in many plant species (at least 112 species belonging to 34 families). Both its derivatives (natural and semisynthetic) and extracts with phytochemical proof of its highest concentration are well studied, and none of the studies showed cytotoxicity for healthy cells.

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Section: Biological and Pharmacological Activities Of Bergeninmentioning

confidence: 74%

Section: Biological and Pharmacological Activities Of Bergeninmentioning

confidence: 99%

Section: Biological and Pharmacological Activities Of Bergeninmentioning

confidence: 99%

Section: Biological and Pharmacological Activities Of Bergeninmentioning

confidence: 99%

See 2 more Smart Citations

Chemistry and Pharmacology of Bergenin or Its Derivatives: A Promising Molecule

et al. 2023

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“…This isocoumarin and its derivatives, such as the identified flavonoids, can be directly related to the antimicrobial activity of the extracts against S. aureus . A recent study showed that six synthetic derivatives of bergenin obtained by Williamson synthesis inhibited S. aureus growth, especially 8,10-dihexyl-bergenin and 8,10-didecyl-bergenin, which presented the most promising MIC value: 3.12 µg/mL [ 47 ].…”

Section: Discussionmentioning

confidence: 99%

Antimicrobial Activity of Extracts from the Humiria balsamifera (Aubl)

Dias

Filho

Carneiro

et al. 2021

Plants

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Humiria balsamifera (Aubl), commonly known as “mirim”, is a plant of the Humiriaceae family, which consists of 39 species divided between eight genera: Duckesia, Endopleura, Humiria, Humiriastrum, Hylocara, Sacoglottis, Schistostemon, and Vantenea. This study aimed to characterize H. balsamifera extracts by LC-MS/MS and evaluate their antimicrobial potential through in vitro and in vivo assays. The leaves and stem bark of H. balsamifera were collected and dried at room temperature and then ground in a knife mill. The extracts were prepared with organic solvents in order to increase the polarity index (hexane, ethyl acetate, and methanol). The antimicrobial effects of these extracts were evaluated against the following bacterial strains: Escherichia coli ATCC 25922, Listeria monocytogenes ATCC 15313, Salmonella enterica Typhimurium ATCC 14028, and Staphylococcus aureus ATCC 6538. The best activity was observed in the ethyl acetate (EALE = 780 µg/mL), methanol (MLE = 780 µg/mL), and hexane (HLE = 1560 µg/mL) leaf extracts against S. aureus. Considering the results for both antimicrobial and antibiofilm activities, the EALE extract was chosen to proceed to the infection assays, which used Tenebrio molitor larvae. The EALE treatment was able to extend the average lifespan of the larvae (6.5 days) in comparison to S. aureus-infected larvae (1 day). Next, the samples were characterized by High-Performance Liquid Chromatography coupled to a mass spectrometer, allowing the identification of 11 substances, including seven flavonoids, substances whose antimicrobial activity is already well-reported in the literature. The number of bioactive compounds found in the chemical composition of H. balsamifera emphasizes its significance in both traditional medicine and scientific research that studies new treatments based on substances from the Brazilian flora.

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Microwave extraction and molecular imprinted polymer isolation of bergenin applied to the dendrochronological chemical study of Peltophorum dubium

Silva-Neto,

Felix,

de Oliveira Aguiar

et al. 2024

BMC Chemistry

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This study describes methodologies for extracting and isolating bergenin, a C-glucoside of 4-O-methylgallic acid found in some plants and it presents various in vitro and in vivo biological activities. Bergenin was previously obtained from the Pelthophorum dubim (Fabaceae) roots with a good yield. Conventional chromatographic procedures of the CHCl3 soluble fraction of the MeOH extract gave 3.62% of this glucoside. An HPLC/DAD method was also developed and validated for bergenin and its precursor, gallic acid quantifications. Microwave extractions with different solvents were tested to optimize the extraction of bergenin, varying the temperature and time. MAE (Microwave Assisted Extraction) was more efficient than conventional extraction procedures, giving a higher yield of bergenin per root mass (0.45% vs. 0.0839%). Molecularly imprinted polymer (MIP) and non-imprinted polymer (NIP) based on bergenin as the template molecule, methacrylic acid, and ethylene glycol dimethacrylate were synthesized and characterized by FTIR and SEM (Scanning Electron Microscopy). Bergenin adsorption experiments using MIP and NIP followed by molecular imprinted solid phase extraction (MISPE) showed that MIP had a higher selectivity for bergenin than NIP. A dendrochronological study using the proposed method for detection and quantification of gallic acid and bergenin in five P. dubium growth rings of a 31-year-old heartwood and in the phelloderm and barks indicated that bergenin was more abundant in the 11–14th growth rings of the heartwood and decreased from the heartwood to the barks.

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Bergenin of Peltophorum dubium (Fabaceae) Roots and Its Bioactive Semi‑Synthetic Derivatives

Cited by 4 publications

References 0 publications

Chemistry and Pharmacology of Bergenin or Its Derivatives: A Promising Molecule

Chemistry and Pharmacology of Bergenin or Its Derivatives: A Promising Molecule

Antimicrobial Activity of Extracts from the Humiria balsamifera (Aubl)

Microwave extraction and molecular imprinted polymer isolation of bergenin applied to the dendrochronological chemical study of Peltophorum dubium

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