• KSBB Journal
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• 제15권5호
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• pp.464-468
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• 2000

The methanol extract of Arachis hypogaea shell showed antioxidative and antimicrobial activity. The methanol extract was successively purified by solvent fractionation, silica gel adsorption column chromatography, Sephadex LH-20 column chromatography and octadecylsilane column chromatography. The purified active substances were isolated by high performance liquid chromatography, and were identified as 3-methoxy-4-hydroxybenzoic acid and 4-hydroxybenzoic acid by LC-MS and GC-MS. The amount of 3-methoxy-4-hydroxybenzoic acid and 4-hydroxybenzoic acid were 3.8mg and 9.8 mg per kg of shell, respectively.

• Journal of Microbiology
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• 제37권3호
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• pp.123-127
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• 1999

A Pseudomonas sp. strain DJ-12 isolated by 4-cholrobiphenyl enrichment culture technique is capable of utilizing 4-hydroxybenzoic acid as a sole source of carbon and energy. The bacterium catabolized 4-hydroxybenzoic acid through the intermediate formation of protocatechuic acid, which was further metabolized. The cell free extracts of pseudomonas sp. DJ-12, grown on 4-hydroxybenzoic acid showed higher activities of 4-hydroxyenzoate 3-hydroxylase and protocatechuate 4,5-dioxygenase, but the activity of catechnol 2,3-dioxygenase was lower. The results suggest that 4-hydroxybenzoic acid is catabolized via protocatechuic acid rather than catechol or gentisic acid in this bacterium and that the protocatechuic acid formed was metabolized through a metacleavage pathway by protocatechuate 4,5-dioxygenase.

• Journal of Microbiology
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• 제38권2호
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• pp.53-61
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• 2000

Hydroxybenzoic acids are the most important intermediates in the degradative pathways of various aromatic compounds. Microorganisms catabolize aromatic compounds by converting them to hydroxylated intermediates and then cleave the benzene nucleus with ring dioxygenases. Hydroxylation of the benzene nucleus of an aromatic compound is an essential step for the initiation and subsequent disintegration of the benzene ring. The incorporation of two hydroxyl groups is essential for the labilization of the benzene nucleus. Monohydroxybenzoic acids such as 2-hydroxybenzoic acid, 3-hydroxybenzoic acid, and 4-hydrosybenzoic acid, opr pyrocattechuic acid that are susceptible for subsequent oxygenative cleavage of the benzene ring. These terminal aromatic intermediates are further degraded to cellular components through ortho-and/or meta-cleavage pathways and finally lead to the formation of constituents of the TCA cycle. Many groups of microorganisms have been isolated as degraders of hydroxybenzoic acids with diverse drgradative routes and specific enzymes involved in their metabolic pahtway. Various microorganisms carry out unusual non-oxidative decarboxylation of aromatic acids and convert them to respective phenols which have been documented. Futher, Pseudomonas and Bacillus spp. are the most ubiquitous microorganisms, being the principal components of microflora of most soil and water enviroments.

• Journal of Microbiology and Biotechnology
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• 제29권10호
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• pp.1636-1643
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• 2019

Two hydroxybenzoyl amines, 4-hydroxybenzoyl tyramine (4-HBT) and N-2-hydroxybenzoyl tryptamine (2-HBT), were synthesized using Escherichia coli. While 4-HBT was reported to demonstrate anti-atherosclerotic activity, 2-HBT showed anticonvulsant and antinociceptive activities. We introduced genes chorismate pyruvate-lyase (ubiC), tyrosine decarboxylase (TyDC), isochorismate synthase (entC), isochorismate pyruvate lyase (pchB), and tryptophan decarboxylase (TDC) for each substrate, 4-hydroxybenzoic acid (4-HBA), tyramine, 2-hydroxybenzoic acid (2-HBA), and tryptamine, respectively, in E. coli. Genes for CoA ligase (hbad) and amide formation (CaSHT and OsHCT) were also introduced to form hydroxybenzoic acid and amine conjugates. In addition, we engineered E. coli to provide increased substrates. These approaches led to the yield of 259.3 mg/l 4-HBT and 227.2 mg/l 2-HBT and could be applied to synthesize diverse bioactive hydroxybenzoyl amine conjugates.

• 융합정보논문지
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• 제11권5호
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• pp.104-110
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• 2021

본 연구는 니파팜의 추출방법에 따른 성분 함량의 변화를 확인하기 위해 수행되어졌다. 니파팜을 에탄올 비율, 추출시간, 추출온도에 따라 추출 후 함량을 분석하였다. 추출용매 비율에 따른 폴리페놀과 플라보노이드의 함량은 50% 에탄올로 추출할 때 각각 36.91, 27.62 mg/g으로 가장 높게 나타났다. 추출온도 및 추출시간에 따른 폴리페놀과 플라보노이드는 60℃에서 6시간 추출 시 각각 40.83, 37.63 mg/g로 가장 높은 함량을 보였다. 니파팜의 주요성분을 에탄올 비율에 따라 함량을 분석한 결과 5-O-caffeoylshikimic acid는 70% 에탄올에서 2.08 mg/g, 4-hydroxybenzoic acid는 30% 에탄올에서 0.10 mg/g, 3,4-hydroxybenzoic acid는 50% 에탄올에서 0.12 mg/g의 가장 높은 함량을 보였다. 추출방법에 따른 니파팜에 함유된 성분의 함량 변화를 통해 식품, 화장품 등 천연물 소재 개발 시 기초 연구 자료로 활용할 수 있을 것으로 기대된다.

• Journal of Ginseng Research
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• 제48권2호
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• pp.229-235
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• 2024

Background: Plant health is directly related to the change in native microbial diversity and changes in soil health have been implicated as one of the main cause of root rot. However, scarce information is present regarding allelopathic relationship of Panax notoginseng root exudates and pathogenic fungi Fusarium oxysporum in a continuous cropping system. Methods: We analyzed P. notoginseng root exudate in the planting soil for three successive years to determine phenolic acid concentration using GC-MS and HPLC followed by effect on the microbial community assembly. Antioxidant enzymes were checked in the roots to confirm possible resistance in P. notoginseng. Results: Total 29 allelochemicals in the planting soil extract was found with highest concentration (10.54 %) of p-hydroxybenzoic acid. The HPLC showing a year-by-year decrease in p-hydroxybenzoic acid content in soil of different planting years, and an increase in population of F. oxysporum. Moreover, community analysis displayed negative correlation with 2.22 mmol. L^-1 of p-hydroxybenzoic acid correspond to an 18.1 % population of F. oxysporum. Furthermore, in vitro plate assay indicates that medium dose of p-hydroxybenzoic acid (2.5-5 mmol. L^-1) can stimulate the growth of F. oxysporum colonies and the production of macroconidia, as well as cell wall-degrading enzymes. We found that 2-3 mmol. L^-1 of p-hydroxybenzoic acid significantly increased the population of F. oxysporum. Conclusion: In conclusion, our study suggested that p-hydroxybenzoic acid have negative effect on the root system and modified the rhizosphere microbiome so that the host plant became more susceptible to root rot disease.

• 한국식품저장유통학회:학술대회논문집
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• 한국식품저장유통학회 2003년도 제23차 추계총회 및 국제학술심포지움
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• pp.134.1-134
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• 2003

The purpose of this study was to investigate the release of p-hydroxybenzoic acid and other compounds from cell wall materials(CWM) and their cellulose fraction from carrot with chemical and enzymatic hydrolysis. To investigate this effect on cell wall chemistry of carrot, alcohol insoluble residue(AIR) of CWM were prepared and were extracted sequentially with water, imidazole, CDTA(-1, -2), Na$_2$CO$_3$(-1, -2), KOH(0.5, 1.0 and 4M), to leave a residue. These were analysed for their carbohydrate and phenolic acids composition. Arabinose and galactose were the main noncellulosic sugars. Phenolics esterified to cell walls in carrot were found to consist primarily of p-hydroxybenzoic acid with minor contribution from vanillin, ferulic acid and p-hydroxybenzaldehyde. p-Hydroxybenzoic acid was quite strongly bound to the cell wall. The contents of p-hydroxybenzoic acid in 0.5M KOH, Na$_2$CO$_3$-2, IM KOH, and ${\alpha}$-cellulose were 2,097, 1,360, 1,140, and 717 $\mu\textrm{g}$/g AIR from CWM, respectively. Alkali labile unknown aromatic compound(C$\sub$7/H$\sub$10/O$_2$) was found in ${\alpha}$ -cellulose hydrolyzate digested with driselase and cellulase. This compound was also found in hydrolyzate of 2 M trifluoroacetic acid at 120$^{\circ}C$ for 2 hours. Driselase treatment solubilized only 46.6 $\mu\textrm{g}$/g of the p-hydroxybenzoic acid from carrot AIR. These results indicate that p-hydroxybenzoic acid was associated with neutral polysaccharides, long chain galactose and branched arabinan from graded alcohol precipitation.

• 한국식품과학회지
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• 제32권6호
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• pp.1403-1408
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• 2000

헛개나무 어린 줄기와 잎의 열수추출물에서 얻어진 MeOH 가용 획분에 항미생물 및 항산화 활성을 보여, 이들 활성 본체를 규명하고자 활성물질을 solvent fractionation, silica gel adsorption column chromatography, Sephadex LH-20 column chromatography, ODS column chromatography로 순차정제하고, HPLC등에 의해 두 종의 활성물질을 단리하여 LC-MS, GC-MS 분석에 의해 vanillic acid와 ferulic acid로 각각 동정하였다. 두 활성물질은 그람 양성 세균 및 그람 음성 세균 그리고 효모 등의 미생물에 항균 활성을 보였다. 또한, vanillic acid와 ferulic acid의 항산화 활성은 vanillic acid보다 ferulic acid가 강한 활성을 나타내, DPPH 자유라디칼 소거능을 나타내는 농도는 ferulic acid가 $14\;{\mu}g/mL(SC_{50})$을, 그리고 vanillic acid가 $8\;{\mu}g/mL(SC_{10})$이었다.

• The Plant Pathology Journal
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• 제36권6호
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• pp.608-617
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• 2020

The type III secretion system (T3SS) is a key virulence determinant in the infection process of Pseudomonas syringae pv. tomato DC3000 (Pst DC3000). Pathogen constructs a type III apparatus to translocate effector proteins into host cells, which have various roles in pathogenesis. 4-Hydroxybenozic acid and vanillic acid were identified from root extract of Sedum middendorffianum to have inhibitory effect on promoter activity of hrpA gene encoding the structural protein of the T3SS apparatus. The phenolic acids at 2.5 mM significantly suppressed the expression of hopP1, hrpA, and hrpL in the hrp/hrc gene cluster without growth retardation of Pst DC3000. Auto-agglutination of Pst DC3000 cells, which is induced by T3SS, was impaired by the treatment of 4-hydroxybenzoic acid and vanillic acid. Additionally, 2.5 mM of each two phenolic acids attenuated disease symptoms including chlorosis surrounding bacterial specks on tomato leaves. Our results suggest that 4-hydroxybenzoic acid and vanillic acid are potential anti-virulence agents suppressing T3SS of Pst DC3000 for the control of bacterial diseases.

• 한국균학회지
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• 제39권3호
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• pp.249-253
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• 2011

Ustilago maydis(옥수수깜부기균)에 있어서 동포자 melanin의 구성성분으로 catecol 계 알려진바 이 물질의 전구체인 benzoic acid의 생성 여부와 그 유래 원천을 추적하고자 phenylalanine의 분해 과정을 조사하였다. 방사성 동위원소가 표지된 L-$^{14}C$-phenylalanine 및 $^{14}C$-trans-cinnamic acid를 첨가한 액체배지에서 균체와 배양액을 대상으로 대사산물을 추적 조사한 결과 trans-cinnamic acid, benzoic acid, 4-hydroxybenzoic acid와 hydroxybenzoic acid derivatives 추정되는 물질 등이 검출되었다. 또한 L-$^{14}C$-phenylalanine을 대사하여 매우 천천히 공기 중으로 $^{14}CO_2$를 방출함을 확인하여 phenylalanine을 완전히 분해 할 수 있음을 밝혔다. 결론적으로 본 연구는 옥수수깜부기균이 benzoic acid를 생성하고 그 유래는 phenylalanine의 분해에서 만들어지는 증거를 제시하였다.