• 한국펄프종이공학회:학술대회논문집
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• 한국펄프종이공학회 2010년도 춘계학술발표회 논문집
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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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• 제36권2호
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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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• 제61권1호
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• pp.109-115
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• 2023

목질계 바이오매스 가수분해액에 존재하는 알코올 발효 저해물질인 페놀화합물 중 물리화학적 유사성이 높은 페놀케톤 3종에 대한 추출 및 흡착 특성을 조사하였다. 반응추출을 이용하여 페놀케톤 3종으로 부터 acetosyringone을 선택적으로 분리하는 데 가장 적합한 염기성 추출제가 trioctylphosphine oxide라는 것이 밝혀졌다. 또한, 고분자 중성수지 흡착제인 XAD16을 이용한 흡착 또는 hexane을 이용한 물리추출이 4'-hydroxyacetophenone (HAP)과 acetovanillone (AVO)의 분리에 적합한 분리 방법임을 알 수 있었다. 동등한 질량백분율로 존재하는 페놀케톤 3종을 분리 및 농축하기 위하여 위에서 언급한 추출 및 흡착을 포함한 5단계 분별화 공정이 처음으로 제안되었다. 분별화 공정의 단계 4와 5로서 hexane에 의한 물리추출 및 NaOH 용액에 의한 역추출이 각각 사용되었을 때, 페놀케톤 3종의 순도를 거의 70% 이상 얻는 것이 가능하였다.

• Archives of Pharmacal Research
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• 제27권11호
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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.

• 대한약학회:학술대회논문집
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• 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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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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• 제44권4호
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• pp.262-268
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• 2001

국내에서 농업용으로 시판되고 있는 목초액을 dichloromethane으로 추출한 다음 추출물의 성분조성을 조사하였다. 삼나무 [Cryptomeria japonica(L. fil.) D. Don]와 참나무류(Quercus)를 원료로 하여 제조된 목초액의 추출물의 수율은 각각 5.8%와 1.8%이었다. 각각의 추출물은 산 및 알칼리 처리에 의해 산성 분획, 페놀성 분획, 중성 분획 및 염기성 분획으로 구분한 다음 GC 및 GC-MS를 사용하여 각 분획의 구성성분을 분석하였다. 산성 분획 에서는 26종의 성분을 동정하였고, 2종의 시료에서 공통적으로 acetic acid, propionic acid 및 n-butyric acid가 주요 구성성분이었다. 페놀성 분획에서는 32종의 페놀화합물을 동정하였고, 2종의 시료에서 공통적인 주요 구성 성분은 guaiacol, 4-methylguaiacol, phenol, p-cresol, m-cresol 등이었다. 또한 참나무로 제조한 목초액의 페놀성분획에서는 syringol과 4-methylsyringol의 함유비율이 각각 8.89%, 1.72%이었으나 삼나무로 제조한 목초액에서는 두 성분의 함유비율이 각각 1.12%, 0.07%이었고, 삼나무로 제조한 목초액의 페놀성 분획에서는 vanillin(3.31%), acetovanillone(3.11) 및 GC-MS에 의해 잠정적으로 확인된 ethylvanillyl ether(7.75%)의 함유 비율이 높은 편이었으나 참나무 목초액에서 이 성분들의 함유비율은 0.1% 이하이었다. 중성 분획에서 동정된 45종의 성분 중에서 2-furfural, 5-methyl-2-furfural, 3-methyl-2-cyclopenten-1-one, 2-methyl-1-cyclopenten-1-one 등이 주요 구성성분이었고, 이외에도 furan, furfural 및 cyclopentenone 유도체들이 많이 검출되었다.

• 생약학회지
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• 제41권4호
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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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• 제25권10호
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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.

• 대한본초학회지
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• 제38권6호
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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.