• Proceedings of the Korea Technical Association of the Pulp and Paper Industry Conference
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• 2010.04a
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• pp.79-92
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• 2010

In the presence of laccase, generation of monomeric aromatic acids from nonphenolic lignin model dimer veratrylglycerol-$\beta$-vanillate ether (VVE) was observed. The addition of acetovanillone (AV) or acetosyringone (AS) intensified this process, i.e. transformation was more extensive than in the experiments omitting mediators. Among the products isovanillic (IA) and vanillic (VA) acids were identified.

• The Plant Pathology Journal
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• v.36 no.2
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• pp.148-156
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• 2020

Pseudomonas syringae pv. tabaci 6605 has two multidrug resistance (MDR) efflux pump transporters, MexAB-OprM and MexEF-OprN. To understand the role of these MDR efflux pumps in virulence, we generated deletion mutants, ΔmexB, ΔmexF, and ΔmexBΔmexF, and investigated their sensitivity to plant-derived antimicrobial compounds, antibiotics, and virulence. Growth inhibition assays with KB soft agar plate showed that growth of the wild-type (WT) was inhibited by 5 μl of 1 M catechol and 1 M coumarin but not by other plant-derived potential antimicrobial compounds tested including phytoalexins. The sensitivity to these compounds tended to increase in ΔmexB and ΔmexBΔmexF mutants. The ΔmexBΔmexF mutant was also sensitive to 2 M acetovanillone. The mexAB-oprM was constitutively expressed, and activated in the ΔmexF and ΔmexBΔmexF mutant strains. The swarming and swimming motilities were impaired in ΔmexF and ΔmexBΔmexF mutants. The flood inoculation test indicated that bacterial populations in all mutant strains were significantly lower than that of WT, although all mutants and WT caused similar disease symptoms. These results indicate that MexAB-OprM extrudes plant-derived catechol, acetovanillone, or coumarin, and contributes to bacterial virulence. Furthermore, MexAB-OprM and MexEF-OprN complemented each other's functions to some extent.

• Korean Chemical Engineering Research
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• v.61 no.1
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• pp.109-115
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• 2023

The extraction and adsorption characteristics for three phenolic ketones with high physicochemical similarity among phenolic compounds, which are alcohol fermentation inhibitors in lignocellulosic biomass hydrolysates, were investigated. The most suitable basic extractant for selectively separating acetosyringone from three phenol ketones by reactive extraction was found to be trioctylphosphine oxide. In addition, it was found that adsorption using XAD16, a polymer neutral resin adsorbent, or physical extraction using hexane, was a suitable separation method for separation of 4'-hydroxyacetophenone (HAP) and acetovanillone (AVO). A five-step fractionation process including extraction and adsorption mentioned above has been first proposed to separate and concentrate the three phenol ketones present at equal mass percentages. When physical extraction with n-hexane and re-extraction with an aqueous NaOH solution were used as the steps 4 and 5 in the fractionation process respectively, it was possible to obtain almost 70% or more of the purity of three phenolic ketones.

• Archives of Pharmacal Research
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• v.27 no.11
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• pp.1123-1126
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• 2004

The bioassay-guided fractionation of protective agents against sepsis-induced lethality from the root cortex of Paeonia suffruticosa ANDREWS (Ranunculaceae) led to the isolation of eight known compounds: paeonol (1), 2,5-dihydroxy-4-methoxyacetophenone (2), acetovanillone (3), paeonoside (4), paeoniflorin (5), oxypaeoniflorin (6), apiopaeonoside (7), and methyl 3-hydroxy-4-methoxybenzoate (8). Among them, 3 showed the highest survival rate (100% with a dose of 30 mg/kg versus 17% for the control experiment) and reduced alanine aminotransferase level to be a half of the control value on the sepsis model induced by lipopolysaccharide/D-galactosamine.

• Proceedings of the PSK Conference
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• 2003.10b
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• pp.199.2-199.2
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• 2003

The bioassay-guided fractionation of protective agents against sepsis-induced lethality from the root bark of Paeonia suffruticosa led to the isolation of ten known compounds: paeonol (1), 2,5-dihydroxy-4-methoxyacetophenone (2) methyl 3-hydroxy-4- methoxybenzoate (3), acetovanillone (4), benzoic acid (5), benzoylpaeoniflorin (6), paeonoside (7), paeoniflorin (8), oxypaeoniflorin (9) and apiopaeonoside (10). Among them, 4 exhibited the highest survival rate in a dose-dependent manner (100% with a dose of 30 mg/kg versus 16.7% for the control experiment) and showed reduction of plasma alanine aminotransferase (ALT) value on the in vivo assay model of sepsis induced by LPS/GalN.

• Applied Biological Chemistry
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• v.44 no.4
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• pp.262-268
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• 2001

Two commercial wood vinegar liquors prepared from Cryptomeria japonica and Quercus sp., which are used as a mineral fertilizer in Korea, were extracted using dichloromethane as a solvent, respectively. The extracts were separated into acidic, phenolic, neutral and basic fraction by acid or alkali treatment, and the compositions of each fraction were analyzed by means of GC and GC-MS. A total of 103 compounds including 26 acids, 32 phenols and 45 neutral compounds were identified. The major components were acetic, propionic and n-butyric acid, representing of $41{\sim}58%$ of the acidic fraction, guaiacol, 4-methylguaiacol and phenol, repersenting of $53.2{\sim}63.9%$ of the phenolic fraction, and furfural, 3-methyl-2-cyclopenten-2-one, 2,3-dimethyl-2-cyclopenten-1-one and 5-methyl-2-furfural in the neutral fraction. In addition to these compounds, phenolic fraction in dichloromathane extract from wood vinegar liquor of C. japonica included large amounts of vanillin, acetovanillone and tentatively identified ethylvanillyl ether while that of Quercus sp. included some amounts of syringol and 4-methylsyringol.

• Korean Journal of Pharmacognosy
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• v.41 no.4
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• pp.238-244
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• 2010

Fourteen compounds were isolated from the roots of Cynanchum auriculatum and their chemical structures were identified as ${\beta}$-sitosterol (1), acetovanillone (2), p-hydroxyacetophenone (3), 2,4-dihydroxyacetophenone (4), 2,5-dihydroxyacetophenone (5), cynandione A (6), methyleugenol (7), daucosterol (8), Succinic acid (9), cynauriculoside A (10), wilfoside C3N (11), wilfoside C1N (12), wilfoside K1N (13) and wilfoside C1G (14). Among them, compounds 2-5 were isolated from this plant for the first time. And 2, 5-dihydroxyacetophenone (5) showed the most potent inhibitory effect on melanogenesis in B-16 mouse melanoma cell lines with $IC_{50}$ value of $20\;{\mu}M$.

• Bulletin of the Korean Chemical Society
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• v.25 no.10
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• pp.1551-1554
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• 2004

In the presence of laccase, low molecular weight (M.W.) fractions from lignosulfonate (M.W. 97 kD) were produced. By Sephadex column chromatography, four lower M.W. fractions of 9 kD, 1.8 kD, 1 kD and 0.85 kD were identified. The addition of acetovanillone (AV) or acetosyringone (AS) enhanced to the degradation of lignosulfonate with fungal laccase. During this process, there were found new generation of lower M.W. fractions, e.g. approximately 20 kD, 1.8 kD, 1 kD and 0.85 kD for AV, and 20 kD, 3 kD, 1 kD and 0.85 kD for AS, respectively. The quantities of lower M.W. products (especially the fractions of M.W. 1 kD and 0.85 kD) were larger than those in the controls. Also, its degradation became more active in the presence of AS than AV. The presence of AS or AV seems to prevent the re-polymerization of degraded lignosulfonate by the laccase.

• The Korea Journal of Herbology
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• v.38 no.6
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• pp.73-91
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• 2023

Objectives : This study used a network pharmacology approach to elucidate the efficacy and molecular mechanisms of Daehwangmokdanpitang (DHMDPT) on Psoriasis. Methods : Using OASIS databases and PubChem database, compounds of DHMDPT and their target genes were collected. The putative target genes of DHMDPT and known target genes of psoriasis were compared and found the correlation. Then, the network was constructed using Cytoscape 3.10.1. The key target genes were screened by Analyzer network and their functional enrichment analysis was conducted based on the Gene Ontology (GO) enrichment analysis and Kyoto Encyclopedia of Genes and Genomes (KEGG) Pathways to predict the mechanisms. Results : The result showed that total 30 compounds and 439 related genes were gathered from DHMDPT. 264 genes were interacted with psoriasis gene set, suggesting that the effects of DHMDPT are closely related to psoriasis. Based on GO enrichment analysis and KEGG pathways, 'Binding', 'Cytokine Activity', 'Receptor Ligand Activity' 'HIF-1 signaling pathway', 'IL-17 signaling pathway', 'Toll-like receptor signaling pathway', and 'TNF signaling pathway' were predicted as functional pathways of 16 key target genes of DHMDPT on psoriasis. Among the target genes, IL6, IL1B, TNF, AKT1 showed high correlation with the results of KEGG pathways. Additionally, Emodin, Acetovanillone, Gallic acid, and Ferulic acid showed a high relevance with key genes and their mechanisms. Conclusion : Through a network pharmacological method, DHMDPT was predicted to have high relevance with psoriasis. This study could be used as a basis for studying therapeutic effects of DHMDPT on psoriasis.