Isolation and identification of pentagalloylglucose with broad-spectrum antibacterial activity from Rhus trichocarpa Miquel

Cho, Jun-Young; Sohn, Mi‐Jin; Lee, Dong Kun; Kim, Won-Gon

doi:10.1016/j.foodchem.2010.04.072

Cited by 53 publications

(51 citation statements)

References 16 publications

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“…Gram-positive bacteria were generally more sensitive toward gallotannins than were Gram-negative bacteria, in accordance with studies that used gallotannin-rich plant extracts or penta-O-galloylglucose (10,15,25,45). The MICs of gallotannins toward most indicator strains were generally comparable to that of epigallocatechin gallate; however, C. botulinum was more sensitive to gallotannins.…”

Section: Discussionsupporting

confidence: 83%

“…The complexation of iron contributes to the antibacterial mode of action of gallotannins (10,16). It was determined whether other divalent cations counteract the antibacterial activity of gallotannins in a similar way (Fig.…”

Section: Resultsmentioning

confidence: 99%

“…Mango (Mangifera indica L.) contains gallotannins with degrees of galloylation ranging from 4 to 12 (6,15,16). Gallotannin-rich plant extracts and penta-O-galloylglucose exhibit antibacterial activity (1,10,25) which is remarkably selective. Escherichia coli, Pseudomonas, and lactic acid bacteria were resistant to mango extracts, whereas a majority of other Gram-positive bacteria were sensitive (25).…”

mentioning

confidence: 99%

“…The complexation of iron contributes to the inhibitory activity of gallotannins (10,15). Iron is needed in a variety of essential biological processes, and only a few bacterial species grow in the absence of iron (8,27).…”

mentioning

confidence: 99%

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Inhibitory Spectra and Modes of Antimicrobial Action of Gallotannins from Mango Kernels (Mangifera indicaL.)

Engels

Schieber

Gänzle

2011

Appl Environ Microbiol

115

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This study investigated the antimicrobial activities and modes of action of penta-, hexa-, hepta-, octa-, nona-, and deca-O-galloylglucose (gallotannins) isolated from mango kernels. The MICs and minimum bactericidal concentrations (MBCs) against food-borne bacteria and fungi were determined using a critical dilution assay. Gram-positive bacteria were generally more susceptible to gallotannins than were Gram-negative bacteria. The MICs of gallotannins against Bacillus subtilis, Bacillus cereus, Clostridium botulinum, Campylobacter jejuni, Listeria monocytogenes, and Staphylococcus aureus were 0.2 g liter ؊1 or less; enterotoxigenic Escherichia coli and Salmonella enterica were inhibited by 0.5 to 1 g liter ؊1 , and lactic acid bacteria were resistant. The use of lipopolysaccharide mutants of S. enterica indicated that the outer membrane confers resistance toward gallotannins. Supplementation of LB medium with iron eliminated the inhibitory activity of gallotannins against Staphylococcus aureus, and siderophore-deficient mutants of S. enterica were less resistant toward gallotannins than was the wild-type strain. Hepta-O-galloylglucose sensitized Lactobacillus plantarum TMW1.460 to hop extract, indicating inactivation of hop resistance mechanisms, e.g., the multidrug resistance (MDR) transporter HorA. Carbohydrate metabolism of Lactococcus lactis MG1363, a conditionally respiring organism, was influenced by hepta-O-galloylglucose when grown under aerobic conditions and in the presence of heme but not under anaerobic conditions, indicating that gallotannins influence the respiratory chain. In conclusion, the inhibitory activities of gallotannins are attributable to their strong affinity for iron and likely additionally relate to the inactivation of membrane-bound proteins.

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Section: Discussionsupporting

confidence: 83%

Section: Resultsmentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

See 2 more Smart Citations

Inhibitory Spectra and Modes of Antimicrobial Action of Gallotannins from Mango Kernels (Mangifera indicaL.)

Engels

Schieber

Gänzle

2011

Appl Environ Microbiol

115

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“…It exhibits multiple biological activities, including anti-inflammatory (10), anti-mutagenic (11), anti-cancer (12), antioxidant (13), anti-bacterial (14), and antiviral effects. Many studies have reported that PGG can inhibit the replication of HSV-1 (15), respiratory syncytial virus (16), hepatitis B virus (17), and influenza virus (18).…”

Section: Introductionmentioning

confidence: 99%

Pentagalloylglucose Blocks the Nuclear Transport and the Process of Nucleocapsid Egress to Inhibit HSV-1 Infection

Jin

Chen

et al. 2016

Jpn J Infect Dis

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SUMMARY: Herpes simplex virus type 1 (HSV-1), a widespread virus, causes a variety of human viral diseases worldwide. The serious threat of drug-resistance highlights the extreme urgency to develop novel antiviral drugs with different mechanisms of action. Pentagalloylglucose (PGG) is a natural polyphenolic compound with significant anti-HSV activity; however, the mechanisms underlying its antiviral activity need to be defined by further studies. In this study, we found that PGG treatment delays the nuclear transport process of HSV-1 particles by inhibiting the upregulation of dynein (a cellular major motor protein) induced by HSV-1 infection. Furthermore, PGG treatment affects the nucleocapsid egress of HSV-1 by inhibiting the expression and disrupting the cellular localization of pEGFP-UL31 and pEGFP-UL34, which are indispensable for HSV-1 nucleocapsid egress from the nucleus. However, the over-expression of pEGFP-UL31 and pEGFP-UL34 could decrease the antiviral effect of PGG. In this study, for the first time, the antiviral activity of PGG against acyclovir-resistant virus was demonstrated in vitro, and the possible mechanisms of its anti-HSV activities were identified based on the inhibition of nuclear transport and nucleocapsid egress in HSV-1. It was further confirmed that PGG could be a promising candidate for HSV therapy, especially for drug-resistant strains.

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Covalent immobilization of tyrosinase on magnetic multi‐walled carbon nanotubes for inhibitor screening

Jiang

et al. 2023

J of Separation Science

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The inhibition of tyrosinase is considered to be a common therapeutic strategy for some hyperpigmentation disorders. Screening of tyrosinase inhibitors is of great significance to the treatment of pigmentation diseases. In this study, tyrosinase was covalently immobilized on magnetic multi-walled carbon nanotubes for the first time, and the immobilized tyrosinase was applied for ligand fishing of tyrosinase inhibitors from complex medicinal plants. The immobilized tyrosinase was characterized by transmission electron microscopy, atomic force microscopy, Fourier-transform infrared spectroscopy, vibrating sample magnetometry, and thermo-gravimetric analyzer, which indicated that tyrosinase was immobilized onto magnetic multi-walled carbon nanotubes. The immobilized tyrosinase showed better thermal stability and reusability than the free one. The ligand was fished out from Radix Paeoniae Alba and identified as 1,2,3,4,6pentagalloylglucose by ultra-performance liquid chromatography-quadrupole time-of-flight high-resolution mass spectrometry. 1,2,3,4,6-pentagalloylglucose was found to be a tyrosinase inhibitor with similar half maximal inhibitory concentration values of 57.13 ± 0.91 μM compared to kojic acid (41.96 ± 0.78 μM).

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Isolation and identification of pentagalloylglucose with broad-spectrum antibacterial activity from Rhus trichocarpa Miquel

Cited by 53 publications

References 16 publications

Inhibitory Spectra and Modes of Antimicrobial Action of Gallotannins from Mango Kernels (Mangifera indicaL.)

Inhibitory Spectra and Modes of Antimicrobial Action of Gallotannins from Mango Kernels (Mangifera indicaL.)

Pentagalloylglucose Blocks the Nuclear Transport and the Process of Nucleocapsid Egress to Inhibit HSV-1 Infection

Covalent immobilization of tyrosinase on magnetic multi‐walled carbon nanotubes for inhibitor screening

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